bluuebunny/crossref_metadata_2025 huggingface dataset:
Alkyl and Alkylene Bromides
Authors: Kamm Oliver , Marvel C. S. , Goshorn R. H. , Boyd Thomas , Degering E. F.
Published: November 2003

Alkyl and alkylene bromides

reactant: 48 per cent) hydrobromic acid

product: allyl bromide

product:iso‐amyl bromide

product: butyl bromide

reactant: 40 g. (0.22 mole) of lauryl alcohol

product: bromide

product: ethyl bromide

reactant:n‐octyl alcohol

product: bromide

reactant: 456 g. (433 cc., 6 moles) of trimethylene glycol

product: trimethylene bromide

product: ethyl bromide

product:iso‐propyl bromide

product:n‐propyl bromide

product: butyl bromide

product: secondary butyl bromide

product: bromide
Allyl Alcohol
Authors: Kamm Oliver , Marvel C. S.
Published: November 2003

Allyl alcohol

product: allyl alcohol
α‐Bromonaphthalene
Authors: Clarke H. T. , Brethen M. R.
Published: November 2003

α‐Bromonaphthalene

product: bromonaphthalene

product: α‐bromonaphthalene

byproduct: 30 g. of a mixture of dibromonaphthalenes
Benzalacetophenone
Authors: Kohler E. P. , Chadwell H. M.
Published: November 2003

Benzalacetophenone

product: benzalacetophenone

reactant: acetophenone
Benzyl Cyanide
Authors: Adams Roger , Thal A. F.
Published: November 2003

Benzyl cyanide

reactant: 1 kg. (8 moles) of benzyl chloride

product: benzyl cyanide
Methyl Red
Authors: Clarke H. T. , Kirner W. R.
Published: November 2003

Methyl red

product: 150 g. of crude methyl red
p‐Nitrobenzyl Cyanide
Authors: Robertson G. R.
Published: November 2003

p‐nitrobenzyl cyanide

product:p‐nitrobenzyl cyanide
Nitroso‐β‐Naphthol
Authors: Marvel C. S. , Porter P. K.
Published: November 2003

Nitroso‐β‐naphthol

product: nitroso‐β‐naphthol

solvent: ligroin
Quinoline
Authors: Clarke H. T. , Davis Anne W.
Published: November 2003

Quinoline

product: quinoline
1,3,5‐Trinitrobenzene
Authors: Clarke H. T. , Hartman W. W.
Published: November 2003

1,3,5‐Trinitrobenzene

product: 1,3,5‐Trinitrobenzene
2,4,6‐Trinitrobenzoic Acid
Authors: Clarke H. T. , Hartman W. W.
Published: November 2003

2,4,6‐Trinitrobenzoic Acid

unknown: trinitrobenzene

product: 2,4,6‐Trinitrobenzoic acid
Acetamide
Authors: Coleman G. H. , Alvarado A. M.
Published: November 2003

Acetamide

product: acetamide
1,4‐Aminonaphthol Hydrochloride
Authors: Conant J. B. , Lutz R. E. , Corson B. B.
Published: November 2003

1,4‐Aminonaphthol hydrochloride

reactant: 200 g. (1.39 moles) of α‐naphthol

intermediate: benzeneazo‐α‐naphthol

product: aminonaphthol hydrochloride
Benzalacetone
Authors: Drake N. L. , Allen P.
Published: November 2003

Benzalacetone

reactant: 420 g. (400 cc., 4.0 moles) of freshly distilled benzaldehyde

product: Benzalacetone

product: anisalacetone

product: dianisalacetone
Epichlorohydrin
Authors: Clarke H. T. , Hartman W. W.
Published: November 2003

Epichlorohydrin

product: epichlorohydrin
Hydroxylamine Hydrochloride and Acetoxime
Authors: Semon Waldo L.
Published: November 2003

Hydroxylamine hydrochloride and acetoxime

product: acetoxime

product: hydroxylamine hydrochloride
Acetylmandelic Acid and Acetylmandelyl Chloride
Authors: Thayer F. K.
Published: November 2003

Acetylmandelic acid and acetylmandelyl chloride

reactant: 105 g. (0.69 mole) of mandelic acid

product: acetylmandelic acid

product: acetylmandelyl chloride
Ethyln‐Butylmalonate
Authors: Adams Roger , Kamm R. M.
Published: November 2003

Ethyln‐butylmalonate

product: Ethyln‐butylmalonate
Pentaerythritol
Authors: Schurink H. B. J.
Published: November 2003

Pentaerythritol

product: pentaerythritol

byproduct: dipentaerythrityl ether
o
‐Tolunitrile and
p
‐Tolunitrile
Authors: Clarke H. T. , Read R. R.
Published: November 2003

o
‐Tolunitrile and
p
‐Tolunitrile

product:
o
‐tolunitrile

product:
p
‐Tolunitrile
Tricarballylic Acid
Authors: Clarke H. T. , Murray T. F.
Published: November 2003

Tricarballylic Acid

product: Tricarballylic acid
n
‐Butyl Chloride
Authors: Copenhaver J. E. , Whaley A. M.
Published: November 2003

n
‐Butyl chloride

product: butyl chloride

product:
n
‐propyl

product:
sec.
‐butyl chlorides
2‐Chlorocyclohexanol
Authors: Coleman G. H. , Johnstone H. F.
Published: November 2003

2‐Chlorocyclohexanol

product: 2‐chlorocyclohexanol
Cyclopentanone
Authors: Thorpe J. F. , Kon G. A. R.
Published: November 2003

Cyclopentanone

product: cyclopentanone
l‐Cystine
Authors: Gortner R. A. , Hoffman W. F.
Published: November 2003

l‐Cystine

product: cystine
Ethyl Acetonedicarboxylate
Authors: Adams Roger , Chiles H. M.
Published: November 2003

Ethyl acetonedicarboxylate

product: Ethyl acetonedicarboxylate
Ethyl Oxalate
Authors: Clarke H. T. , Davis Anne W. , Kenyon Joseph
Published: November 2003

Ethyl oxalate

product: Ethyl oxalate

product: methyl oxalate
Glutaric Acid
Authors: Marvel C. S. , Tuley W. F. , Otterbacher T. J.
Published: November 2003

Glutaric Acid

product: glutaric acid

intermediate: ester
Nitrourea
Authors: Ingersoll A. W. , Armendt B. F.
Published: November 2003

Nitrourea

product: nitrourea
p
‐Chlorophenyl Isothiocyanate
Authors: Dyson G. Malcolm
Published: November 2003

p
‐Chlorophenyl isothiocyanate

product:
p
‐Chlorophenyl isothiocyanate
3‐Cyclohexyl‐2‐Bromopropene
Authors: Lespieau R. , Bourguel M.
Published: November 2003

3‐Cyclohexyl‐2‐bromopropene

reactant: 200 g. (1 mole) of 2,3‐dibromopropene

product: cyclohexylbromopropene

: 4‐phenyl‐2‐bromobutene

: 2‐bromodecene
3‐Cyclohexylpropine
Authors: Lespieau R. , Bourguel M.
Published: November 2003

3‐Cyclohexylpropine

product: cyclohexylpropine

product: decine

product: 4‐phenylbutine
Diacetonamine Hydrogen Oxalate
Authors: Haeseler P. R.
Published: November 2003

Diacetonamine hydrogen oxalate

product: diacetonamine hydrogen oxalate
1,1‐Diphenylethylene
Authors: Allen C. F. H. , Converse S.
Published: November 2003

1,1‐Diphenylethylene

intermediate: carbinol

product: 1,1‐Diphenylethylene
Ethyl Acetoacetate
Authors: Inglis J. K. H. , Roberts K. C.
Published: November 2003

Ethyl acetoacetate

product: 515–568 g. of ethyl acetoacetate
Phenyl Isothiocyanate
Authors: Dains F. B. , Brewster R. Q. , Olander C. P.
Published: November 2003

Phenyl isothiocyanate

product: phenyl isothiocyanate

product:
p
‐iodophenyl

product:
p
‐isopropylphenyl

product:
m
‐(trifluoromethyl) phenyl

product:
m
‐bromophenyl

product: β‐naphthyl

product:
p
‐dimethylaminophenyl

product: 2‐methyl‐4‐isopropylphenyl
Quinizarin
Authors: Bigelow L. A. , Reynolds H. H.
Published: November 2003

Quinizarin

product: quinizarin
dl
‐Tartaric Acid
Authors: Holleman A. F.
Published: November 2003

dl
‐Tartaric acid

intermediate: calcium
dl
‐tartrate

product:
dl
‐tartaric acid

byproduct: calcium
meso
‐tartrate
Trimethylgallic Acid
Authors: Mauthner F.
Published: November 2003

Trimethylgallic Acid

product: trimethylgallic acid
Benzanilide
Authors: Webb Carl N.
Published: November 2003

Benzanilide

product: benzanilide
β‐Bromoethylphthalimide
Authors: Salzberg P. L. , Supniewski J. V.
Published: November 2003

β‐Bromoethylphthalimide

intermediate: potassium phthalimide

reactant: 450 g. (2.4 moles) of ethylene dibromide

product: bromoethylphthalimide
Chloroacetamide
Authors: Jacobs W. A. , Heidelberger M.
Published: November 2003

Chloroacetamide

reactant: 215 g. (1.75 moles) of ethyl chloroacetate

product: chloroacetamide
3,5‐Dinitroanisole
Authors: Reverdin Frederic
Published: November 2003

3,5‐Dinitroanisole

product: 3,5‐Dinitroanisole
Diphenic Acid
Authors: Atkinson E. R. , Lawler H. J.
Published: November 2003

Diphenic acid

reactant: Fifty grams (0.365 mole) of anthranilic acid

product: Diphenic acid
Ethyl
n
‐Butylacetoacetate
Authors: Marvel C. S. , Hager F. D.
Published: November 2003

Ethyl
n
‐butylacetoacetate

product: Ethyl
n
‐butylacetoacetate
Furan
Authors: Wilson W. C.
Published: November 2003

Furan

reactant: 80 g. (0.68 mole) of crude 2‐furancarboxylic acid (p. 276) (usually about 95 per cent pure)

product: furan
2‐Furfuralacetone
Authors: Leuck G. J. , Cejka L.
Published: November 2003

2‐Furfuralacetone

product: furfuralacetone
Guanidine Nitrate
Authors: Davis Tenney L.
Published: November 2003

Guanidine Nitrate

product: guanidine nitrate
Hydrogen Cyanide (Anhydrous)
Authors: Ziegler K.
Published: November 2003

Hydrogen cyanide (anhydrous)

product: anhydrous hydrogen cyanide
3‐Nitrophthalic Acid
Authors: Culhane P. J. , Woodward Gladys E.
Published: November 2003

3‐nitrophthalic acid

product: 3‐nitrophthalic acid
Xanthydrol
Authors: Holleman A. F.
Published: November 2003

Xanthydrol

product: xanthydrol
l
‐Arabinose
Authors: Anderson Ernest , Sands Lila
Published: November 2003

l
‐Arabinose

product: arabinose
tert.‐Butyl Chloride
Authors: Norris James F. , Olmsted Alanson W.
Published: November 2003

tert.‐Butyl chloride

product:tert.‐butyl chloride
Dibenzoylmethane
Authors: Allen C. F. H. , Abell R. D. , Normington J. B.
Published: November 2003

Dibenzoylmethane

product: dibenzoylmethane

product: copper derivative
Ethyl Benzoylformate
Authors: Corson B. B. , Dodge Ruth A. , Harris S. A. , Hazen R. K.
Published: November 2003

Ethyl benzoylformate

product: ethyl benzoylformate

byproduct: ethyl benzoate

byproduct: 60 g. of impure methyl benzoate

product: 20 per cent of methyl benzoylformate
Phenylsuccinic Acid
Authors: Lapworth Arthur , Baker Wilson
Published: November 2003

Phenylsuccinic acid

intermediate: ethyl α‐cyano‐β‐phenylacrylate

product: phenylsuccinic acid
Sodium
p
‐Arsono‐
N
‐phenylglycinamide
Authors: Jacobs W. A. , Heidelberger M.
Published: November 2003

Sodium
p
‐arsono‐
N
‐phenylglycinamide

reactant: 130 g. (0.6 mole) of arsanilic acid

product: sodium
p
‐arsono‐
N
‐phenylglycinamide
Styrene Oxide
Authors: Hibbert Harold , Burt Pauline
Published: November 2003

Styrene oxide

reactant: 30 g. (0.29 mole) of styrene

product: styrene oxide
Trimethylacetic Acid
Authors: Puntambeker S. V. , Zoellner E. A. , Sandborn L. T. , Bousquet E. W.
Published: November 2003

Trimethylacetic Acid

product: trimethylacetic acid

product: trimethylacetic acid
Trimethylene Chlorohydrin
Authors: Marvel C. S. , Calvery H. O.
Published: November 2003

Trimethylene Chlorohydrin

reactant: 25–30 cc. of trimethylene glycol

product: trimethylene chlorohydrin

byproduct: trimethylene chloride
dl‐Alanine
Authors: Kendall E. C. , McKenzie B. F. , Tobie Walter C. , Ayres Gilbert B.
Published: November 2003

dl‐Alanine

product: alanine

reactant: α‐Bromopropionic acid
n
‐Butyl Carbamate
Authors: Davis Tenney L. , Lane Stanley C.
Published: November 2003

n
‐Butyl carbamate

solvent: 1 l. of ligroin

intermediate: cyanuric acid

product: butyl carbamate
β‐Naphthol Phenylaminomethane
Authors: Betti M.
Published: November 2003

β‐Naphthol phenylaminomethane

product: β‐Naphthol phenylaminomethane
Phloroglucinol
Authors: Clarke H. T. , Hartman W. W.
Published: November 2003

Phloroglucinol

product: phloroglucinol

product: phloroglucinol dihydrate
Diphenylmethane Imine Hydrochloride
Authors: Lachman Arthur
Published: November 2003

Diphenylmethane imine hydrochloride

product: Diphenylmethane imine (or its hydrochloride)
Piperonylic Acid
Authors: Shriner R. L. , Kleiderer E. C.
Published: November 2003

Piperonylic acid

reactant: Sixty grams (0.4 mole) of piperonal

product: piperonylic acid
Isopropyl Lactate
Authors: McDermott F. A.
Published: November 2003

Isopropyl lactate

product: isopropyl lactate
1‐Amino‐2‐naphthol‐4‐sulfonic Acid
Authors: Fieser Louis F.
Published: November 2003

1‐Amino‐2‐naphthol‐4‐sulfonic acid

product: 1‐Amino‐2‐naphthol‐4‐sulfonic acid
α‐Bromoisovaleric Acid
Authors: Marvel C. S. , du Vigneaud V.
Published: November 2003

α‐bromoisovaleric acid

reactant: 202 g. (1 mole) of isopropylmalonic ester

product: α‐bromo‐n‐caproic acid

product: α‐bromoisocaproic acid

product: α‐bromo‐β‐methylvaleric acid

product: α‐Bromoisovaleric acid
α‐Naphthoic Acid
Authors: Gilman Henry , John Nina B. St. , Schulze F.
Published: November 2003

α‐Naphthoic Acid

reactant: 10 cc. (15 g., 0.07 mole) of α‐bromonaphthalene

product: α‐naphthoic acid
n‐Pentane
Authors: Noller C. R.
Published: November 2003

n‐Pentane

solvent: 750 g. ofn‐butyl ether

product:n‐pentane
Triethyl Carbinol
Authors: Moyer W. W. , Marvel C. S.
Published: November 2003

Triethyl carbinol

reactant: 5 cc. (7 g., 0.06 mole) of ethyl bromide

product: triethyl carbinol

product: tri‐
n
‐propyl carbinol

product: tri‐
n
‐butyl carbinol

product: tri‐
n
‐amyl carbinol

product: tri‐
n
‐heptyl carbinol
d‐Arginine Hydrochloride
Authors: Brand E. , Sandberg M.
Published: November 2003

d‐Arginine hydrochloride

intermediate: arginine dinitronaphtholsulfonate

intermediate: benzylidenearginine

product: arginine hydrochloride
p
‐Chlorobenzaldehyde
Authors: McEwen W. L.
Published: November 2003

p
‐Chlorobenzaldehyde

byproduct:
p
‐chlorobenzoic acid

product:
p
‐chlorobenzaldehyde
Desyl Chloride
Authors: Ward A. M.
Published: November 2003

Desyl chloride

solvent: petroleum ether

product: Desyl chloride
Dibenzalacetone
Authors: Conard Charles R. , Dolliver Morris A.
Published: November 2003

Dibenzalacetone

product: dibenzalacetone
2,4‐Dinitrobenzaldehyde
Authors: Bennett G. M. , Bell E. V.
Published: November 2003

2,4‐Dinitrobenzaldehyde

intermediate:
p
‐nitrosodimethylaniline hydrochloride

reactant: 300 g. (1.6 moles) of 2,4‐dinitrotoluene

solvent: 8 l. of naphtha

intermediate:
p
‐nitrosodiethylaniline

product: 2,4‐Dinitrobenzaldehyde
4,5‐Diphenylglyoxalone
Authors: Corson B. B. , Freeborn Emeline
Published: November 2003

4,5‐Diphenylglyoxalone

product: diphenylglyoxalone
S‐Methyl Isothiourea Sulfate
Authors: Shildneck P. R. , Windus Wallace
Published: November 2003

S‐methyl isothiourea sulfate

S‐methyl isothiourea sulfate
Nitrobarbituric Acid
Authors: Hartman W. W. , Sheppard O. E.
Published: November 2003

Nitrobarbituric Acid

product: nitrobarbituric acid
p‐Tolualdehyde
Authors: Coleman G. H. , Craig David
Published: November 2003

p‐Tolualdehyde

product:p‐tolualdehyde
Azelaic Acid
Authors: Hill Julian W. , McEwen W. L.
Published: November 2003

Azelaic acid

intermediate: ricinoleic acid

product: azelaic acid
Diphenyl Triketone
Authors: Bigelow Lucius A. , Hanslick Roy S.
Published: November 2003

Diphenyl Triketone

intermediate: dibenzoyldibromomethane

intermediate: triketone hydrate

solvent: 70 cc. of hot ligroin

product: diphenyltriketone
Ethoxyacetic Acid and Ethyl Ethoxyacetate
Authors: Fuson Reynold C. , Wojcik Bruno H.
Published: November 2003

Ethoxyacetic acid and ethyl ethoxyacetate

product: ethoxyacetic acid

product: Ethyl ethoxyacetate
Fluorobenzene
Authors: Flood D. T.
Published: November 2003

Fluorobenzene

product: fluorobenzene
Methoxyacetonitrile
Authors: Scarrow J. A. , Allen C. F. H.
Published: November 2003

Methoxyacetonitrile

product: methoxyacetonitrile
α‐Methyl‐α‐Phenylhydrazine
Authors: Hartman W. W. , Roll L. J.
Published: November 2003

α‐Methyl‐α‐phenylhydrazine

product: α‐methyl‐α‐phenylhydrazine
Methyl Isopropyl Ketone
Authors: Whitmore Frank C. , Evers W. L. , Rothrock H. S.
Published: November 2003

Methyl isopropyl ketone

intermediate: trimethylethylene dibromide

product: methyl isopropyl ketone

byproduct: trimethylethylene
1‐Nitro‐2‐naphthol
Authors: Hartman W. W. , Byers J. R. , Dickey J. B.
Published: November 2003

1‐Nitro‐2‐naphthol

product: 1‐Nitro‐2‐naphthol
o
‐Toluamide
Authors: Noller C. R.
Published: November 2003

o
‐Toluamide

product:
o
‐toluamide
o
‐Bromophenol
Authors: Huston Ralph C. , Ballard Murel M.
Published: November 2003

o
‐bromophenol

product:
o
‐bromophenol
Diazoaminobenzene
Authors: Hartman W. W. , Dickey J. B.
Published: November 2003

Diazoaminobenzene

product: diazoaminobenzene

solvent: 4 l. of boiling ligroin
Diphenyl Sulfide
Authors: Hartman W. W. , Smith L. A. , Dickey J. B.
Published: November 2003

Diphenyl Sulfide

product: diphenyl sulfide

byproduct: thianthrene
Ethyl Acetosuccinate
Authors: Adkins Homer , Isbell Neville , Wojcik Bruno
Published: November 2003

Ethyl acetosuccinate

reactant: 123 g. (1 mole) of ethyl chloroacetate

product: Ethyl α‐acetoglutarate

product: Ethyl acetosuccinate
Glycerol α,γ‐Dibromohydrin
Authors: Braun Géza
Published: November 2003

Glycerol α,γ‐dibromohydrin

product: Glycerol α,γ‐dibromohydrin
Glycine Ethyl Ester Hydrochloride
Authors: Marvel C. S.
Published: November 2003

Glycine ethyl ester hydrochloride

product: Glycine ethyl ester hydrochloride
p‐Hydroxybenzoic Acid
Authors: Buehler C. A. , Cate W. E.
Published: November 2003

p‐Hydroxybenzoic acid

product:p‐hydroxybenzoic acid
dl
‐Methionine
Authors: Barger G. , Weichselbaum T. E.
Published: November 2003

dl
‐Methionine

intermediate: Ethyl 1‐Methylthiol‐3‐phthalimidopropane‐3,3‐dicarboxylate

reactant: 85 g. (0.26 mole) of ethyl sodium phthalimidomalonate

intermediate: 1‐
Methylthiol
‐3‐
phthalamidopropane
‐3,3‐
dicarboxylic Acid

byproduct: phthalic acid

product: Methionine
5‐Methylfurfural
Authors: Rinkes I. J.
Published: November 2003

5‐Methylfurfural

product: 5‐methylfurfural
p
‐Nitrodiphenyl Ether
Authors: Brewster Ray Q. , Groening Theodore
Published: November 2003

p
‐Nitrodiphenyl ether

product:
p
‐nitrodiphenyl ether

product:
o
‐nitrodiphenyl ether
Nitromesitylene
Authors: Powell Garfield , Johnson F. R.
Published: November 2003

Nitromesitylene

product: nitromesitylene
2,6‐Dibromoquinone‐4‐chloroimide
Authors: Hartman W. W. , Dickey J. B. , Stampfli J. G.
Published: November 2003

2,6‐Dibromoquinone‐4‐chloroimide

intermediate: 2,6‐Dibromo‐4‐aminophenol Chlorostannate

product: 2,6‐dibromoquinone‐4‐chloroimide
2,4‐Dimethyl‐3,5‐dicarbethoxypyrrole
Authors: Fischer Hans
Published: November 2003

2,4‐Dimethyl‐3,5‐Dicarbethoxypyrrole

product: 2,4‐dimethyl‐3,5‐dicarbethoxypyrrole
2,4‐Dimethylpyrrole
Authors: Fischer Hans
Published: November 2003

2,4‐Dimethylpyrrole

product: 2,4‐Dimethylpyrrole
n‐Hexadecane
Authors: Levene P. A.
Published: November 2003

n‐Hexadecane

reactant: 352 g. (1 mole) of cetyl iodide

product: hexadecane
Homoveratric Acid
Authors: Snyder H. R. , Buck J. S. , Ide W. S.
Published: November 2003

Homoveratric acid

reactant: 200 g. (0.65 mole) of the azlactone of α‐benzoylamino‐β‐(3,4‐dimethoxyphenyl) acrylic acid

byproduct: methyl benzoate

intermediate: methyl homoveratrate

product: hydrate of homoveratric acid

solvent: 150 cc. of hot ligroin

product: homoveratric acid

intermediate: 3,4‐Dimethoxyphenylpyruvic acid
Hydrogen Bromide (Anhydrous)
Authors: Ruhoff John R. , Burnett Robert E. , Reid E. Emmet
Published: November 2003

Hydrogen bromide (anhydrous)

product: hydrogen bromide
p‐Iodophenol
Authors: Dains F. B. , Eberly Floyd
Published: November 2003

p‐Iodophenol

reactant: One hundred nine grams (1 mole) ofp‐aminophenol

product:p‐iodophenol

solvent: 2 l. of ligroin
Nitrosomethylurea
Authors: Arndt F. , Amstutz E. D. , Myers R. R.
Published: November 2003

Nitrosomethylurea

product: nitrosomethylurea

intermediate: acetyl methylurea
Phloroacetophenone
Authors: Gulati K. C. , Seth S. R. , Venkataraman K.
Published: November 2003

Phloroacetophenone

product: phloroacetophenone
Reinecke Salt
Authors: Dakin H. D.
Published: November 2003

Reinecke salt

product: Reinecke salt
Trichloroethyl Alcohol
Authors: Chalmers William
Published: November 2003

Trichloroethyl alcohol

reactant: 75 g. (0.46 mole) of pure aluminum ethoxide

product: trichloroethyl alcohol
Veratronitrile
Authors: Buck J. S. , Ide W. S.
Published: November 2003

Veratronitrile

intermediate: veratraldoxime

product: veratronitrile
Coupling of
o
‐Tolidine and Chicago Acid
Authors: Hartwell J. L. , Fieser Louis F.
Published: November 2003

Coupling of
o
‐tolidine and chicago acid

product: 1,3‐Naphthalenedisulfonic acid, 6,6′‐[(3,3′‐dimethyl[1,1′‐biphenyl]‐4,4′diyl)bis(azo)]bis[4‐amino‐5‐hydroxy‐, tetrasodium salt

product: dye (“Tolidine‐1824”)
2,5‐Dimethylpyrrole
Authors: Young D. M. , Allen C. F. H.
Published: November 2003

2,5‐Dimethylpyrrole

reactant: 100 g. (0.88 mole) of acetonylacetone

reactant: 125 g. (1.2 moles) of 2,5‐dimethylfuran

product: 2,5‐dimethylpyrrole
Ethyl
n
‐Tridecylate
Authors: Ruhoff John R.
Published: November 2003

Ethyl
n
‐tridecylate

product: ethyl tridecylate
n‐Heptanoic Acid
Authors: Ruhoff John R.
Published: November 2003

n‐Heptanoic acid

reactant: 342 g. (403 cc., 3 moles) of heptaldehyde

product: heptanoic acid
Methylhydrazine Sulfate
Authors: Hatt H. H.
Published: November 2003

Methylhydrazine sulfate

intermediate: benzalazine

product: methylhydrazine sulfate
Tetrahydrofuran
Authors: Starr Donald , Hixon R. M.
Published: November 2003

Tetrahydrofuran

catalyst: palladous oxide

reactant: 10 g. of pure furan

product: tetrahydrofuran
Aconitic Acid
Authors: Bruce William F.
Published: November 2003

Aconitic acid

product: aconitic acid
ε‐Aminocaproic Acid
Authors: Eck J. C.
Published: November 2003

ε‐aminocaproic acid

product: ε‐aminocaproic acid
Bromal
Authors: Long F. A. , Howard J. W.
Published: November 2003

Bromal

product: bromal
1,3‐Butadiene
Authors: Hershberg E. B. , Ruhoff John R.
Published: November 2003

1,3‐butadiene

product: butadiene
2,4‐Dimethyl‐5‐carbethoxypyrrole
Authors: Fischer Hans
Published: November 2003

2,4‐Dimethyl‐5‐Carbethoxypyrrole

reactant: 58 g. (51 cc., 0.53 mole) of freshly distilled ethyl chloroformate

product: 2,4‐dimethyl‐5‐carbethoxypyrrole
unsym
.‐Heptachloropropane
Authors: Farlow Mark W.
Published: November 2003

unsym
.‐Heptachloropropane

product:
unsym
.‐heptachloropropane
Pentaerythrityl Bromide and Iodide
Authors: Schurink H. B.
Published: November 2003

Pentaerythrityl bromide and iodide

product: pentaerythrityl bromide

product:
Pentaerythrityl Iodide
α‐Phenylethylamine
Authors: Ingersoll A. W.
Published: November 2003

α‐Phenylethylamine

reactant: 150 g. (1.25 moles) of acetophenone

product: α‐p‐tolylethylamine

product: α‐p‐chlorophenylethylamine

product: α‐p‐bromophenylethylamine

product: α‐p‐xenylethylamine

product: α‐(β‐naphthyl)‐ethylamine

product: α‐Phenylethylamine
Tricarbethoxymethane
Authors: Lund Hakon , Voigt Axel
Published: November 2003

Tricarbethoxymethane

product: tricarbethoxymethane
Triphenylethylene
Authors: Adkins Homer , Zartman Walter
Published: November 2003

Triphenylethylene

reactant: 5‐ to 10‐cc. portion of 126.5 g. (115 cc., 1 mole) of freshly distilled benzyl chloride

product: stilbene

product: Triphenylethylene
Betaine Hydrazide Hydrochloride
Authors: Girard André
Published: November 2003

Betaine hydrazide hydrochloride

product: Betaine hydrazide hydrochloride

reactant: 40 g. (0.8 mole) of 100 per cent hydrazine hydrate
3,4‐Dihydro‐1,2‐naphthalic Anhydride
Authors: Hershberg E. B. , Fieser Louis F.
Published: November 2003

3,4‐Dihydro‐1,2‐Naphthalic Anhydride

product: 3,4‐Dihydro‐1,2‐naphthalic anhydride

reactant: 50 g. (0.26 mole) of ethyl γ‐phenylbutyrate

solvent: 75 cc. of ligroin
Diphenyl Selenide
Authors: Leicester Henry M.
Published: November 2003

Diphenyl Selenide

product: diphenyl selenide
Diphenylselenium Dichloride and Triphenylselenonium Chloride
Authors: Leicester Henry M.
Published: November 2003

Diphenylselenium Dichloride and Triphenylselenonium Chloride

product: 40 g. (0.13 mole) of diphenylselenium dichloride in portions of approximately 1 g.

product: triphenylselenonium chloride
l‐Histidine Monohydrochloride
Authors: Foster G. L. , Shemin D.
Published: November 2003

l‐Histidine monohydrochloride

product: histidine monohydrochloride
α‐Hydrindone
Authors: Pacaud R. A. , Allen C. F. H.
Published: November 2003

α‐Hydrindone

reactant: 80 g. (0.69 mole) of freshly distilled indene

intermediate: α‐chlorohydrindene

product: α‐hydrindone
Acetylglycine
Authors: Herbst R. M. , Shemin D.
Published: November 2003

Acetylglycine

product: acetylglycine
2‐Amino‐4‐methylthiazole
Authors: Byers J. R. , Dickey J. B.
Published: November 2003

2‐amino‐4‐methylthiazole

reactant: 92.5 g. (80 cc., 1 mole) of chloroacetone

product: 2‐amino‐4‐methylthiazole
ε‐Benzoylaminocaproic Acid
Authors: Eck J. C. , Marvel C. S.
Published: November 2003

ε‐Benzoylaminocaproic acid

solvent: 120 cc. of petroleum ether

intermediate: cyclohexanone oxime

product: ε‐Benzoylaminocaproic acid
n
‐Butyl Sulfite
Authors: Suter C. M. , Gerhart H. L.
Published: November 2003

n
‐Butyl sulfite

reactant: 500 g. (305 cc., 4.2 moles) of thionyl chloride

product:
n
‐butyl sulfite
Copper Chromite Catalyst
Authors: Lazier W. A. , Arnold H. R.
Published: November 2003

Copper chromite catalyst

product: copper chromite
Cyclohexylbenzene
Authors: Corson B. B. , Ipatieff V. N.
Published: November 2003

Cyclohexylbenzene

reactant: 164 g. (203 cc., 2 moles) of cyclohexene

product: cyclohexylbenzene

reactant: cyclopentene

byproduct: 1,4‐dicyclohexylbenzene
dl‐Lysine Hydrochlorides
Authors: Eck J. C. , Marvel C. S.
Published: November 2003

dl‐Lysine hydrochlorides

intermediate: ε‐benzoyllysine

product: lysine dihydrochloride

product:dl‐Lysine Monohydrochloride
Methyl Nitrate
Authors: Black Alvin P. , Babers Frank H.
Published: November 2003

Methyl nitrate

product: Methyl nitrate
Decamethylene Bromide
Authors: McEwen W. L.
Published: November 2003

Decamethylene bromide

product: Trimethylene bromide

product: Hexamethylene bromide

product: Nonamethylene bromide

product: Decamethylene bromide
Dibenzoylmethane
Authors: Magnani Arthur , McElvain S. M.
Published: November 2003

Dibenzoylmethane

product: dibenzoylmethane
Di‐β‐Carbethoxyethylmethylamine
Authors: Mozingo Ralph , McCracken J. H.
Published: November 2003

Di‐β‐carbethoxyethylmethylamine

product: di‐β‐carbethoxyethylmethylamine
5,5‐Dimethylhydantoin
Authors: Wagner E. C. , Baizer Manuel
Published: November 2003

5,5‐Dimethylhydantoin

product: 5,5‐dimethylhydantoin

reactant: 85 g. (1 mole) of acetone cyanohydrin

product: 5‐methyl‐5‐ethylhydantoin
Diphenylketene
Authors: Smith Lee Irvin , Hoehn H. H.
Published: November 2003

Diphenylketene

reactant: Fifty‐six grams (0.25 mole) of benzil monohydrazone

product: diphenylketene
o
‐
n
‐Heptylphenol
Authors: Read R. R. , Wood John
Published: November 2003

o
‐
n
‐Heptylphenol

product:
o
‐
n
‐heptylphenol

product:
p
‐heptanoyl phenol
Phenyl Cinnamate
Authors: Womack Ennis B. , McWhirter J.
Published: November 2003

Phenyl cinnamate

product: Phenyl cinnamate
Terephthalaldehyde
Authors: Snell J. M. , Weissberger A.
Published: November 2003

Terephthalaldehyde

intermediate: α,α,α′,α′‐
Tetrabromo‐p‐xylene

reactant: 100 g. (0.94 mole) of dry
p
‐xylene

product: Terephthalaldehyde
dl‐Threonine
Authors: Carter Herbert E. , West Harold D.
Published: November 2003

dl‐Threonine

intermediate: α‐Bromo‐β‐methoxy‐n‐butyric acid.

intermediate: formyl‐dl‐O‐methylthreonine

product:dl‐threonine

intermediate: Formyl‐dl‐O‐methylallothreonine
dl
‐Valine
Authors: Marvel C. S.
Published: November 2003

dl
‐Valine

product:
dl
‐
Valine
.

intermediate: 330 g. (1.82 moles) of α‐bromoisovaleric acid
o
‐Aminobenzyl Alcohol
Authors: Coleman George H. , Johnson Herbert L.
Published: November 2003

o
‐aminobenzyl alcohol

reactant: 25 g. (0.18 mole) of anthranilic acid

product:
o
‐aminobenzyl alcohol

solvent: petroleum ether
2,6‐Dihydroxyacetophenone
Authors: Russell Alfred , Frye John R.
Published: November 2003

2,6‐Dihydroxyacetophenone

intermediate: 4‐methyl‐7‐hydroxycoumarin

intermediate: 4‐methyl‐7‐acetoxycoumarin

intermediate: 4‐
Methyl
‐7‐
hydroxy
‐8‐
acetylcoumarin

product: 2,6‐dihydroxyacetophenone
3,5‐Dihydroxybenzoic Acid
Authors: Weston Arthur W. , Suter C. M.
Published: November 2003

3,5‐Dihydroxybenzoic acid

intermediate: barium salt

product: 3,5‐Dihydroxybenzoic acid
dl
‐Isoleucine
Authors: Marvel C. S.
Published: November 2003

dl
‐Isoleucine

intermediate: diethyl
sec
‐butylmalonate

intermediate: α‐bromo‐β‐methylvaleric acid

product:
dl
‐Isoleucine
Ketene Dimer
Authors: Williams Jonathan W. , Krynitsky John A.
Published: November 2003

Ketene dimer

product: ketene dimer
Kryptopyrrole
Authors: Fischer Hans
Published: November 2003

Kryptopyrrole

intermediate: 2,4‐dimethyl‐3‐acetyl‐5‐carbethoxypyrrole

product: kryptopyrrole

intermediate: hydrazine
Lactamide
Authors: Kleinberg J. , Audrieth L. F.
Published: November 2003

Lactamide

product: lactamide

product: mandelamide
dl
‐Leucine
Authors: Marvel C. S.
Published: November 2003

dl
‐Leucine

reactant: Five hundred grams (4.3 moles) of commercial isocaproic acid

intermediate: 300 g. (1.56 moles) of α‐bromoisocaproic acid

product:
dl
‐Leucine
dl
‐β‐Amino‐β‐phenylpropionic acid
Authors: Steiger Robert E.
Published: November 2003

dl
‐β‐Amino‐β‐phenylpropionic acid

product:
dl
‐β‐Amino‐β‐phenylpropionic acid

intermediate: acetophenoneoxime
4,4′‐Diaminodiphenylsulfone
Authors: Ferry C. W. , Buck J. S. , Baltzly R.
Published: November 2003

4,4′‐Diaminodiphenylsulfone

reactant: 48.5 g. (0.22 mole) of the sodium sulfinate

reactant: 31.5 g. (0.2 mole) of 4‐chloronitrobenzene

intermediate:
p
‐nitro‐
p
′‐acetylaminodiphenylsulfone

product: 4,4′‐Diaminodiphenylsulfone
2,3‐Dimethyl‐1,3‐Butadiene
Authors: Allen C. F. H. , Bell Alan , Newton L. W. , Coburn E. R.
Published: November 2003

2,3‐Dimethyl‐1,3‐butadiene

product: 2,3‐Dimethylbutadiene

intermediate: Pinacolone

reactant: pinacol hydrate

reactant: pinacol
2,5‐Dinitrobenzoic Acid
Authors: Langley Wilson D.
Published: November 2003

2,5‐Dinitrobenzoic acid

intermediate: 2‐nitroso‐5‐nitrotoluene

product: 2,5‐dinitrobenzoic acid

product: 3,4‐dinitrobenzoic acid

intermediate: nitrosonitrotoluene
β‐Gentiobiose Octaacetate
Authors: Helferich B. , Leete J. F.
Published: November 2003

β‐Gentiobiose octaacetate

product: β‐octaacetylgentiobiose
β‐
d
‐Glucose‐1,2,3,4‐Tetraacetate
Authors: Reynolds Delbert D. , Evans William Lloyd
Published: November 2003

β‐
d
‐Glucose‐1,2,3,4‐tetraacetate

intermediate: 6‐trityl‐β‐
d
‐glucose‐1,2,3,4‐tetraacetate

product: β‐
d‐Glucose‐1,2,3,4‐tetraacetate
2‐Hydroxy‐1‐naphthaldehyde
Authors: Russell Alfred , Lockhart Luther B.
Published: November 2003

2‐Hydroxy‐1‐naphthaldehyde

product: 2‐hydroxy‐1‐naphthaldehyde
Imidazole
Authors: Snyder H. R. , Handrick R. G. , Brooks L. A.
Published: November 2003

Imidazole

reactant: 200 g. (1.33 moles) of powdered
d
‐tartaric acid

intermediate: imidazole‐4,5‐dicarboxylic acid

product: imidazole
Iodobenzene Dichloride
Authors: Lucas H. J. , Kennedy E. R.
Published: November 2003

Iodobenzene dichloride

product: iodobenzene dichloride
Linoleic Acid
Authors: McCutcheon J. W.
Published: November 2003

Linoleic acid

reactant: fatty acid

solvent: 2 l. of petroleum ether

intermediate: Tetrabromostearic acid

intermediate:
Ethyl linoleate

product: linoleic acid
Linolenic Acid
Authors: McCutcheon J. W.
Published: November 2003

Linolenic Acid

intermediate: hexabromostearic acid

intermediate:Ethyl linolenate

product: linolenic acid
Phenyl Azide
Authors: Lindsay R. O. , Allen C. F. H.
Published: November 2003

Phenyl azide

product: Phenyl azide
2‐Phenylindole
Authors: Shriner R. L. , Ashley W. C. , Welch E.
Published: November 2003

2‐Phenylindole

product: 2‐phenylindole

reactant: Acetophenone phenylhydrazone
Alloxan Monohydrate
Authors: Hartman W. W. , Sheppard O. E. , Speer John H. , Dabovich Thomas C.
Published: November 2003

Alloxan monohydrate

intermediate: alloxan tetrahydrate

product: alloxan monohydrate

intermediate: benzalbarbituric acid
Carbobenzoxy Chloride and Derivatives
Authors: Carter H. E. , Frank R. L. , Johnston H. W.
Published: November 2003

Carbobenzoxy chloride and derivatives

product: benzyl chloroformate

product: benzyl carbamate

product: carbobenzoxyglycine

product: Carbobenzoxyalanine
Ketene Diethylacetal
Authors: McElvain S. M. , Kundiger D.
Published: November 2003

Ketene diethylacetal

product: ketene diethylacetal
l
‐Menthoxyacetic Acid
Authors: Leffler M. T. , Calkins A. E.
Published: November 2003

l
‐Menthoxyacetic acid

reactant: 400 g. (2.56 moles) of
l
‐menthol

reactant: 95 g. (1.01 moles) of monochloroacetic acid

product:
l
‐menthoxyacetic acid
Mesitaldehyde
Authors: Fuson R. C. , Horning E. C. , Rowland S. P. , Ward M. L. , Barnes R. P.
Published: November 2003

Mesitaldehyde

product: mesitaldehyde

product: 2,4,6‐Triethylbenzaldehyde

product: 2,4,6‐triisopropylbenzaldehyde
β‐Methylglutaric Acid
Authors: Kent Robert E. , McElvain S. M.
Published: November 2003

β‐Methylglutaric acid

intermediate: α,α′‐dicyano‐β‐methylglutaramide

product: β‐methylglutaric acid
β‐Naphthaldehyde
Authors: Williams Jonathan W. , Hershberg E. B. , Cason James
Published: November 2003

β‐Naphthaldehyde

catalyst: 76 g. (0.4 mole) of anhydrous stannous chloride

reactant: 30.6 g. (0.2 mole) of β‐naphthonitrile

reactant: 57 g. (0.30 mole) of β‐naphthoyl chloride

product: β‐naphthaldehyde

: 1‐Acetoxy‐3‐naphthaldehyde

: Methyl β‐formylpropionate
Pseudoionone
Authors: Russell Alfred , Kenyon R. L.
Published: November 2003

Pseudoionone

intermediate: citral

product: pseudoionone

product: hexahydro‐pseudoionol
1‐(α‐Pyridyl)‐2‐Propanol
Authors: Walter L. A.
Published: November 2003

1‐(α‐Pyridyl)‐2‐propanol

reactant: Forty‐six grams (0.5 mole) of α‐picoline

product: 1‐(α‐pyridyl)‐2‐propanol

byproduct: α‐picoline‐water azeotrope
Acenaphthenequinone
Authors: Allen C. F. H. , VanAllan J. A.
Published: November 2003

Acenaphthenequinone

product: acenaphthenequinone
dl
‐α‐Amino‐α‐Phenylpropionic Acid
Authors: Steiger Robert E.
Published: November 2003

dl
‐α‐Amino‐α‐phenylpropionic acid

product: α‐Amino‐α‐phenylpropionitrile
γ‐Di‐
n
‐Butylaminopropylamine
Authors: Amundsen Lawrence H. , Sanderson James J.
Published: November 2003

γ‐di‐
n
‐butylaminopropylamine

reactant: 107 g. (0.40 mole) of γ‐bromopropylphthalimide

product: γ‐di‐
n
‐butylaminopropylamine

product: γ‐diethylaminopropylamine

product: γ‐di‐
n
‐propylaminopropylamine
Ethyl Diazoacetate
Authors: Womack Ennis B. , Nelson A. B.
Published: November 2003

Ethyl diazoacetate

product: ethyl diazoacetate
Ethyl N‐Tricarboxylate
Authors: Allen C. F. H. , Bell Alan
Published: November 2003

Ethyl N‐tricarboxylate

reactant: 450 g. (5 moles) of urethan

product: Ethyl N‐tricarboxylate
Glyoxal Bisulfite
Authors: Ronzio Anthony R. , Waugh T. D.
Published: November 2003

Glyoxal bisulfite

product: glyoxal bisulfite
Methyl Pyruvate
Authors: Weissberger A. , Kibler C. J.
Published: November 2003

Methyl Pyruvate

product: methyl pyruvate
o
‐Nitrobenzaldehyde
Authors: Tsang S. M. , Wood Ernest H. , Johnson John R.
Published: November 2003

o
‐Nitrobenzaldehyde

intermediate:
o
‐
Nitrobenzaldiacetate
.

solvent: 150 ml. of petroleum ether

product:
o
‐nitrobenzaldehyde
p
‐Nitrobenzyl Acetate
Authors: Hartman W. W. , Rahrs E. J.
Published: November 2003

p
‐nitrobenzyl acetate

product:
p
‐Nitrobenzyl acetate
Phenylmethylglycidic Ester
Authors: Allen C. F. H. , VanAllan J.
Published: November 2003

Phenylmethylglycidic ester

product: phenylmethylglycidic ester
α‐Phenylpropionaldehyde
Authors: Allen C. F. H. , Vanallan J.
Published: November 2003

α‐Phenylpropionaldehyde

product: hydratropaldehyde

unknown: 2,4‐dinitrophenylhydrazone
Selenophenol
Authors: Foster Duncan G.
Published: November 2003

Selenophenol

product: selenophenol

byproduct: diphenyl selenide

byproduct: diphenyl diselenide
Sorbic Acid
Authors: Allen C. F. H. , VanAllan J.
Published: November 2003

Sorbic acid

reactant: 80 g. (93.2 ml., 1.14 moles) of crotonaldehyde

reactant: 120 g. (1.15 moles) of malonic acid

solvent: 120 g. (122 ml., 1.52 moles) of pyridine

product: sorbic acid
Ethyl (1‐Ethylpropenyl)methylcyanoacetate
Authors: Hancock Evelyn M. , Cope Arthur C.
Published: November 2003

Ethyl (1‐ethylpropenyl)methylcyanoacetate

product: ethyl (1‐ethylpropenyl)methylcyanoacetate
Furylacrylic Acid
Authors: Rajagopalan S. , Raman P. V. A. , Johnson John R.
Published: November 2003

Furylacrylic acid

reactant: 192 g. (166 ml., 2 moles) of freshly distilled furfural

product: furylacrylic acid
Isobutyramide
Authors: Kent R. E. , McElvain S. M.
Published: November 2003

Isobutyramide

reactant: 352 g. (4 moles) of isobutyric acid

intermediate: isobutyryl chloride

product: isobutyramide
Mesitylacetic Acid
Authors: Fuson Reynold C. , Rabjohn Norman
Published: November 2003

Mesitylacetic acid

intermediate: α
2
‐chloroisodurene

intermediate: mesitylacetonitrile

product: mesitylacetic acid

byproduct: α
2
,α
4
‐dichloropentamethylbenzene

product: 2,4,6‐triethylphenylacetonitrile

product: durylacetonitrile

product: isodurylacetonitrile
4‐Penten‐1‐Ol
Authors: Brooks L. A. , Snyder H. R.
Published: November 2003

4‐Penten‐1‐ol

intermediate: tetrahydrofurfuryl chloride

product: 4‐penten‐1‐ol
p
‐Phenylazobenzoic Acid
Authors: Anspon Harry D.
Published: November 2003

p
‐Phenylazobenzoic acid

product:
p
‐phenylazobenzoic acid
β‐Phenylethyldimethylamine
Authors: Icke Roland N. , Wisegarver Burnett B. , Alles Gordon A.
Published: November 2003

β‐Phenylethyldimethylamine

product: β‐phenylethyldimethylamine

product: benzyldodecylmethylamine

product: α‐amylhexyldimethylamine
Sebaconitrile and ω‐Cyanopelargonic Acid
Authors: Biggs B. S. , Bishop W. S.
Published: November 2003

Sebaconitrile and ω‐cyanopelargonic acid

reactant: 505 g. (2.5 moles) of commercial sebacic acid

reactant: 180 g. (3 moles) of urea

product: sebaconitrile

product: ω‐cyanopelargonic acid
6,7‐Dimethoxy‐3,4‐Dihydro‐2‐Naphthoic Acid
Authors: Holmes H. L. , Trevoy L. W.
Published: November 2003

6,7‐dimethoxy‐3,4‐dihydro‐2‐naphthoic acid

reactant: 47.85 g. (0.19 mole) of ethyl γ‐veratrylbutyrate

intermediate: 3,4‐dihydro‐2‐naphthoic acid

byproduct: 7‐methoxy‐3,4‐dihydro‐2‐naphthoic acid

product: 6,7‐Dimethoxy‐3,4‐dihydro‐2‐naphthoic acid

product: 6,7‐dimethoxy‐2‐naphthoic acid
Ethylene Thiourea
Authors: Allen C. F. H. , Edens C. O. , VanAllan James
Published: November 2003

Ethylene thiourea

product: ethylene thiourea

product: 2‐thio‐3,4,5,6‐tetrahydropyrimidine
d
‐Glucosamine Hydrochloride
Authors: Purchase Earl R. , Braun Charles E.
Published: November 2003

d
‐Glucosamine hydrochloride

product: glucosamine hydrochloride
Julolidine
Authors: Glass D. B. , Weissberger A.
Published: November 2003

Julolidine

product: julolidine
α‐Ketoglutaric Acid
Authors: Friedman Lester , Kosower Edward
Published: November 2003

α‐Ketoglutaric acid

reactant: 146 g. (1 mole) of ethyl oxalate

intermediate: ethyl oxalylsuccinate

product: α‐ketoglutaric acid
1,5‐Pentanediol
Authors: Kaufman Daniel , Reeve Wilkins
Published: November 2003

1,5‐Pentanediol

byproduct: α‐methyltetrahydrofuran

byproduct:
n
‐amyl alcohol

product: 1,5‐pentanediol
Salicyl‐
o
‐toluide
Authors: Allen C. F. H. , VanAllan J.
Published: November 2003

Salicyl‐
o
‐toluide

reactant: 42.8 g. (0.2 mole) of phenyl salicylate

solvent: 60 g. of 1,2,4‐trichlorobenzene

solvent: 75 ml. of ligroin

product: salicyl‐
o
‐toluide

product: Salicylanilide
Dihydroresorcinol
Authors: Thompson R. B.
Published: November 2003

Dihydroresorcinol

product: dihydroresorcinol
4‐Ethylpyridine
Authors: Frank Robert L. , Smith Paul V.
Published: November 2003

4‐Ethylpyridine

product: 4‐ethylpyridine

product: 4‐propylpyridine

product: 4‐
n
‐butylpyridine

product: 4‐isobutylpyridine

product: 4‐isoamylpyridine

product: 4‐
n
‐octylpyridine
5‐Hydroxypentanal
Authors: Woods G. Forrest
Published: November 2003

5‐Hydroxypentanal

product: 5‐Hydroxypentanal
Isatoic Anhydride
Authors: Wagner E. C. , Fegley Marion F.
Published: November 2003

Isatoic anhydride

product: Isatoic anhydride
6‐Methoxy‐8‐nitroquinoline
Authors: Mosher Harry S. , Yanko William H. , Whitmore Frank C.
Published: November 2003

6‐Methoxy‐8‐nitroquinoline

reactant: 588 g. (3.5 moles) of 3‐nitro‐4‐aminoanisole

product: 6‐methoxy‐8‐nitroquinoline

product: 6‐ethoxy‐8‐nitroquinoline

product: 8‐methoxy‐6‐nitroquinoline

product: 6‐chloro‐8‐nitroquinoline

product: 6‐methoxy‐5‐bromo‐8‐nitroquinoline
Mucobromic Acid
Authors: Allen C. F. H. , Spangler F. W.
Published: November 2003

Mucobromic acid

reactant: 100 g. (0.9 mole) of furoic acid

product: mucobromic acid
Stearolic Acid
Authors: Adkins Homer , Burks R. E.
Published: November 2003

Stearolic acid

reactant: 35 g. (0.118 mole) of methyl oleate

product: Stearolic acid
Tetraiodophthalic Anhydride
Authors: Allen C. F. H. , Cressman Homer W. J. , Johnson H. B.
Published: November 2003

Tetraiodophthalic anhydride

product: Tetraiodophthalic anhydride
9‐Acetylphenanthrene
Authors: Callen Joseph E. , Dornfeld Clinton A. , Coleman George H.
Published: November 2003

9‐Acetylphenanthrene

product: 9‐acetylphenanthrene
p
‐Aminophenyl Disulfide
Authors: Price Charles C. , Stacy Gardner W.
Published: November 2003

p
‐Aminophenyl Disulfide

product:
p
‐aminophenyl disulfide
4‐Bromo‐
o
‐Xylene
Authors: Wisansky W. A. , Ansbacher S.
Published: November 2003

4‐Bromo‐
o
‐xylene

product: 4‐bromo‐
o
‐xylene
p
‐Chloroacetylacetanilide
Authors: Leiserson J. L. , Weissberger A.
Published: November 2003

p
‐Chloroacetylacetanilide

product:
p
‐Chloroacetylacetanilide
2,5‐Dihydroxyacetophenone
Authors: Amin G. C. , Shah N. M.
Published: November 2003

2,5‐Dihydroxyacetophenone

product: 2,5‐Dihydroxyacetophenone
Diphenylacetonitrile
Authors: Robb C. M. , Schultz E. M.
Published: November 2003

Diphenylacetonitrile

product: Diphenylacetonitrile
Hydroquinone Diacetate
Authors: Prichard W. W.
Published: November 2003

Hydroquinone diacetate

product: Hydroquinone diacetate
Methyl 4‐Keto‐7‐Methyloctanoate
Authors: Cason James , Prout Franklin S.
Published: November 2003

Methyl 4‐keto‐7‐methyloctanoate

reactant: 151 g. (1.0 mole) of pure isoamyl bromide

product: methyl 4‐keto‐7‐methyloctanoate

reactant: methyl hydrogen succinate

: Ethyl 10‐keto‐13‐methyltetradecanoate

: Ethyl 10‐keto‐16‐methyloctadecanoate

: Ethyl 6‐ketoheptanoate

: Ethyl 10‐ketohendecanoate

: Ethyl 10‐keto‐14‐methyltetracosanoate
4‐Nitro‐1‐Naphthylamine
Authors: Price Charles C. , Voong Sing‐Tuh
Published: November 2003

4‐Nitro‐1‐naphthylamine

reactant: Twenty grams (0.115 mole) of α‐nitronaphthalene

product: 4‐nitro‐1‐naphthylamine
p
‐Nitrophenyl Sulfide
Authors: Price Charles C. , Stacy Gardner W.
Published: November 2003

p
‐nitrophenyl sulfide

reactant: 160 g. (1 mole) of potassium xanthate

product:
p
‐nitrophenyl sulfide
Phenanthrene‐9‐aldehyde
Authors: Dornfeld Clinton A. , Coleman George H.
Published: November 2003

Phenanthrene‐9‐aldehyde

reactant: Five hundred and fourteen grams (2 moles) of crude 9‐bromophenanthrene

product: phenanthrene‐9‐aldehyde
2,4,7‐Trinitrofluorenone
Authors: Woolfolk E. O. , Orchin Milton
Published: November 2003

2,4,7‐Trinitrofluorenone

reactant: 45 g. (0.25 mole) of fluorenone

product: 2,4,7‐trinitrofluorenone
Acrylic Acid
Authors: Ratchford W. P. , Rehberg C. E.
Published: November 2003

Acrylic acid

product: acrylic acid
5‐Amino‐2,3‐dihydro‐1,4‐phthalazinedione
Authors: Redemann Carl T. , Redemann C. Ernst
Published: November 2003

5‐Amino‐2,3‐dihydro‐1,4‐phthalazinedione

product: 5‐amino‐2,3‐dihydro‐1,4‐phthalazinedione
β‐Benzoylacrylic Acid
Authors: Grummitt Oliver , Becker E. I. , Miesse C.
Published: November 2003

β‐Benzoylacrylic acid

reactant: 34 g. (0.347 mole) of maleic anhydride

product: β‐benzoylacrylic acid
4‐Chlorobutyl Benzoate
Authors: Synerholm Martin E.
Published: November 2003

4‐Chlorobutyl benzoate

reactant: 28.2 ml. (25 g., 0.35 mole) of tetrahydrofuran

product: 4‐Chlorobutyl benzoate
2‐Chloromethylthiophene
Authors: Wiberg K. B. , McShane H. F.
Published: November 2003

2‐Chloromethylthiophene

product: 2‐Chloromethylthiophene
2,6‐Dichlorophenol
Authors: Tarbell D. S. , Wilson J. W. , Fanta Paul E.
Published: November 2003

2,6‐Dichlorophenol

reactant: 250 g. (1.5 moles) of ethyl 4‐hydroxybenzoate

intermediate: ethyl 3,5‐dichloro‐4‐hydroxybenzoate hydrate

intermediate: 3,5‐
Dichloro
‐4‐
hydroxybenzoic acid

product: 2,6‐
Dichlorophenol

byproduct: 5% potassium chloride
Ethyl β‐Anilinocrotonate
Authors: Reynolds George A. , Hauser Charles R.
Published: November 2003

Ethyl β‐anilinocrotonate

product: ethyl β‐anilinocrotonate
1‐Methylaminoanthraquinone
Authors: Wilson C. V. , Dickey J. B. , Allen C. F. H.
Published: November 2003

1‐Methylaminoanthraquinone

product: 1‐methylaminoanthraquinone
1‐Methylamino‐4‐Bromoanthraquinone
Authors: Wilson C. V.
Published: November 2003

1‐Methylamino‐4‐bromoanthraquinone

product: 1‐methylamino‐4‐bromoanthraquinone
2‐Methyl‐4‐Hydroxyquinoline
Authors: Reynolds George A. , Hauser Charles R.
Published: November 2003

2‐Methyl‐4‐hydroxyquinoline

solvent: 200 ml. of petroleum ether

product: 2‐methyl‐4‐hydroxyquinoline
Benzoylcholine Iodide and Chloride
Authors: Ford‐Moore A. H.
Published: November 2003

Benzoylcholine Iodide and Chloride

reactant: 80.5 g. (66ml., 1 mole) of redistilled ethylene chlorohydrin

intermediate: 2‐chloroethyl benzoate

intermediate: 194 g. (0.70 mole) of 2‐iodoethyl benzoate

reactant: 270 ml. of a 19.5% solution of trimethylamine

product: 210 g. (0.63 mole) of benzoylcholine iodide

product: Benzoylcholine chloride
4,4′‐Dichlorodibutyl Ether
Authors: Alexander Kliem , Towles H. V.
Published: November 2003

4,4′‐Dichlorodibutyl ether

product: 4,4′‐dichlorodibutyl ether
Diethyl
cis
‐Δ
4
‐Tetrahydrophthalate and Diethyl
cis
‐Hexahydrophthalate
Authors: Cope Arthur C. , Herrick Elbert C.
Published: November 2003

Diethyl
cis
‐Δ
4
‐tetrahydrophthalate and diethyl
cis
‐hexahydrophthalate

product: Two hundred and twenty‐six grams (1 mole) of diethyl
cis
‐Δ
4
‐tetrahydrophthalate

product: diethyl
cis
‐hexahydrophthalate

product: Dimethyl
cis
‐Δ
4
‐tetrahydrophthalate

product: Dimethyl
cis
‐hexahydrophthalate
Ethylenimine
Authors: Allen C. F. H. , Spangler F. W. , Webster E. R.
Published: November 2003

Ethylenimine

product: ethylenimine

intermediate: N‐β‐aminoethylethylenimine
Fumaronitrile
Authors: Mowry David T. , Butler John Mann
Published: November 2003

Fumaronitrile

intermediate:
Fumaramide.

product:
Fumaronitrile.
2‐Iodothiophene
Authors: Lew Henry Y. , Noller C. R.
Published: November 2003

2‐Iodothiophene

byproduct: 2‐iodo‐5‐nitrothiophene

product: 2‐Iodothiophene
1‐Methyl‐3‐Ethyloxindole
Authors: Rutenberg M. W. , Horning E. C.
Published: November 2003

1‐Methyl‐3‐ethyloxindole

reactant: 237 g. (2.21 moles) of methylaniline

intermediate: 197 g. (1.06 moles) of α‐bromo‐
n
‐butyryl chloride

intermediate: N‐methyl‐α‐bromo‐
n
‐butyranilide

product: 1‐methyl‐3‐ethloxindole
α‐Acetyl‐δ‐chloro‐γ‐valerolactone
Authors: Zuidema G. D. , van Tamelen E. , Van Zyl G.
Published: November 2003

α‐Acetyl‐δ‐chloro‐γ‐valerolactone

reactant: Eastman Kodak Company white label quality ethyl acetoacetate

Butadiene monoxide

Propylene oxide

Styrene oxide

Ethyl glycidyl ether

Phenyl glycidyl ether

product: α‐Acetyl‐δ‐chloro‐γ‐valerolactone
Coumalic Acid
Authors: Wiley Richard H. , Smith Newton R.
Published: November 2003

Coumalic acid

reactant: 200 g. (1.49 moles) of powdered malic acid

product: coumalic acid
Cyclohexylidenecyanoacetic Acid and 1‐Cyclohexenylacetonitrile
Authors: Cope Arthur C. , D'Addieco Alfred A. , Whyte Donald Edward , Glickman Samuel A.
Published: November 2003

Cyclohexylidenecyanoacetic acid and 1‐cyclohexenylacetonitrile

product: cyclohexylidenecyanoacetic acid

product: 1‐cyclohexenylacetonitrile
1,6‐Diiodohexane
Authors: Stone Herman , Shechter Harold
Published: November 2003

1,6‐Diiodohexane

reactant: 59 g. (0.5 mole) of recrystallized 1,6‐hexanediol

product: 1,6‐diiodohexane
Diisopropyl Methylphosphonate
Authors: Ford‐Moore A. H. , Perry B. J.
Published: November 2003

Diisopropyl methylphosphonate

byproduct: isopropyl iodide

product: Diisopropyl ethylphosphonate

product: Diethyl ethylphosphonate

product: Diethyl methylphosphonate

product: Diisopropyl methylphosphonate
β‐Dimethylaminoethyl Chloride Hydrochloride
Authors: Hall Luther A. R. , Stephens Verlin C. , Burckhalter J. H.
Published: November 2003

β‐Dimethylaminoethyl chloride hydrochloride

product: β‐Dimethylaminoethyl chloride hydrochloride
β,β‐Dimethylglutaric acid
Authors: Smith Walter T. , McLeod Gerald L.
Published: November 2003

β,β‐Dimethylglutaric acid

product: β,β‐dimethylglutaric acid
3,5‐Dimethylpyrazole
Authors: Wiley Richard H. , Hexner Peter E.
Published: November 2003

3,5‐Dimethylpyrazole

product: 3,5‐dimethylpyrazole
α,β‐Diphenylcinnamonitrile
Authors: Wawzonek Stanley , Smolin Edwin M.
Published: November 2003

α,β‐Diphenylcinnamonitrile

product: α,β‐Diphenylcinnamonitrile
Hexamethylene Diisocyanate
Authors: Farlow Mark W.
Published: November 2003

Hexamethylene diisocyanate

intermediate: hexamethylenediammonium chloride

solvent: 500 ml. of anhydrous redistilled amylbenzene

solvent: tetralin

product: hexamethylene diisocyanate

product: polyhexamethylene urea