Compound: DINOSEB
SMILES: O=[N+]([O-])c1c(O)c(cc(c1)[N+](=O)[O-])C(CC)C
InChIKey: OWZPCEFYPSAJFR-UHFFFAOYSA-N
Synonyms: DINOSEB, 88-85-7, 2-sec-Butyl-4,6-dinitrophenol, Premerge, Dytop, Laseb, 2-(1-Methylpropyl)-4,6-dinitrophenol, DNBP, DNOSBP, DNSBP, 4,6-Dinitro-2-sec-butylphenol, Ladob, DBNF, Hel-fire, Dow general weed killer, DINITROBUTYLPHENOL, Dow selective weed killer, Knox-weed, 4,6-Dinitro-o-sec-butylphenol, 2,4-Dinitro-6-sec-butylphenol, Gebutox; knox-weed, BNP 20, BNP 30, Ent 1,122, Sinox general, 2,4-Dinitro-6-(1-methylpropyl)phenol, Dinitro-ortho-sec-butyl phenol, DN 289, Phenol, 2-sec-butyl-4,6-dinitro-, 4,6-Dinitro-2-sec.butylfenol, Phenol, 2-(1-methylpropyl)-4,6-dinitro-, 6-sec-Butyl-2,4-dinitrophenol, 6-(1-Methyl-propyl)-2,4-dinitrofenol, 6-(1-Metil-propil)-2,4-dinitro-fenolo, Premerge 3, YD44ZEM22M, DTXSID3020207, NSC-202753, 2,4-Dinitro-6-(1-methyl-propyl)phenol, DTXCID30207, 2-[1-methylpropyl]-4,6-dinitrophenol, (RS)-2-SEC-BUTYL-4,6-DINITROPHENOL, RefChem:588707, CHEBI:34719, 201-861-7, Butaphene, Hivertox, Caldon, Basanite, Dibutox, Kiloseb, Sparic, Spurge, Subitex, Aatox, Desicoil, Gebutox, Phenotan, Dow General, Nitropone C, Liro DNBP, Blaartox, Dinitrall, Dinosebe, Chemox P.E., Elgetol 318, Unicrop dnbp, Dibutox 20CE, Rcra waste number P020, Vertac dinitro weed killer, Vertac general weed killer, Vertac selective weed killer, 4,6-Dinitro-2-(1-methyl-n-propyl)phenol, Premerg, Tubotox, Dinitro-3, 2-(butan-2-yl)-4,6-dinitrophenol, 4,6-Dinitro-2-(1-methyl-propyl)phenol, WSX-8365, Phenol,2-(1-methylpropyl)-4,6-dinitro-, Dinosebe [French], 2-butan-2-yl-4,6-dinitrophenol, Dinitrax, Caswell No. 392DD, Dinosebe [ISO-French], CAS-88-85-7, Dinoseb [ANSI:BSI:ISO], DNPB, HSDB 1445, WSX 8365, Dinitro-o-sec-butylphenol, EINECS 201-861-7, RCRA waste no. P020, UNII-YD44ZEM22M, EPA Pesticide Chemical Code 037505, NSC 202753, 4,6-Dinitro-2-sec.butylfenol [Czech], BRN 3211812, AI3-01122, 2,4-dinitro-6-sec-butyl-phenol, 6-(1-Methyl-propyl)-2,4-dinitrofenol [Dutch], 6-(1-Metil-propil)-2,4-dinitro-fenolo [Italian], Aretit (Salt/Mix), Ivosit (Salt/Mix), 2-sec-Butyl-4,6-dinitrophenol (dinoseb), DINOSEB [HSDB], DINOSEB [ISO], DINOSEB [MI], EC 201-861-7, Dinoseb, analytical standard, SCHEMBL54664, CHEMBL1892987, SCHEMBL29365762, CHEBI:83632, 2-Sec-butyl-4,6-dinitro-Phenol, 4,6-Dinitro-2-(2-butyl)phenol, MSK22686, WLN: WNR BQ ENW C1Y1&1, Tox21_201878, Tox21_300421, MFCD00024246, NSC202753, Dinoseb 10 microg/mL in Acetonitrile, AKOS015902632, Dinoseb 100 microg/mL in Acetonitrile, NCGC00164373-01, NCGC00164373-02, NCGC00164373-03, NCGC00254442-01, NCGC00259427-01, 2-(1-Methylpropyl)-4,6-dinitro-Phenol, Dinoseb, PESTANAL(R), analytical standard, NS00000239, (+/-)-2-(1-Methylpropyl)-4,6-dinitrophenol, Q415111
Theoretical properties:
molecular_formula: C10H12N2O5
molecular_weight: 240.21 g/mol
exact_mass: 240.07462149 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 17
topological_polar_surface_area: 112 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Yellow crystals
color: Yellow crystals
odor: PUNGENT ODOR
boiling_point: 332 °C
melting_point: 100 to 108 °F (EPA, 1998)
density: 1.2647 at 113 °F (EPA, 1998) - Denser than water; will sink
solubility: 0.0052 G/100 G WATER; 48 G/100 G ETHANOL; 27 G/100 G N-HEPTANE; MISCIBLE IN ETHYL ETHER, TOLUENE, & XYLENE
flash_point: 60.1 to 84.9 °F for 3 commercial products (EPA, 1998)
vapor_pressure: 1 mmHg at 303.98 °F (EPA, 1998)
Descriptions:
pubchem: Dinoseb can cause male reproductive toxicity according to state or federal government labeling requirements.
chebi: A dinitrophenol that is 2,4-dinitrophenol substituted by a butan-2-yl group at position 2.
chembl: DINOSEB is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Dinoseb is a common industry name for 6-sec-butyl-2,4-dinitrophenol, a herbicide in the dinitrophenol family. It is a crystalline orange solid which does not readily dissolve in water. Dinoseb is banned as an herbicide in the European Union (EU) and the United States because of its toxicity.
It also finds use as a polymerisation inhibitor, where it is often referred to as DNBP. It is used to prevent the thermally induced polymerisation of styrene and other unsaturated monomers when they are being purified by distillation.