Compound: PARALDEHYDE
SMILES: O1C(OC(C)OC1C)C
InChIKey: SQYNKIJPMDEDEG-UHFFFAOYSA-N
Synonyms: PARALDEHYDE, 2,4,6-Trimethyl-1,3,5-trioxane, 123-63-7, Paracetaldehyde, Paral, Paraldehyd, Paraacetaldehyde, Elaldehyde, Triacetaldehyde, Paraldeide, p-Acetaldehyde, 1,3,5-Trioxane, 2,4,6-trimethyl-, Acetaldehyde, trimer, 1,3,5-Trimethyl-2,4,6-trioxane, 2,4,6-Trimethyl-1,3,5-trioxacyclohexane, Paraldehyde Enema (BPC 1973), Paraldehyde (USP), Paraldehyde Draught (BPC 1973), 2,4,6-Trimethyl-1,3,5-trioxaan, 2,4,6-Trimetil-1,3,5-triossano, DTXSID9023419, S6M3YBG8QA, NSC-9799, Paraldehyde [USP], FEMA NO. 4010, DTXCID003419, CHEBI:27909, RefChem:858651, 204-639-8, Acetaldehyde trimer, 2,4,6-Trimethyl-s-trioxane, s-Trimethyltrioxymethylene, RCRA waste number U182, NSC 9799, Trimethyl trioxane, cis-2,4,6-Trimethyl-1,3,5-trioxane, Paral (TN), s-Trioxane, 2,4,6-trimethyl-, 2,4,6-Trimethyl-1,3,5-trioxan, MFCD00036208, 1499-02-1, NCGC00159367-02, NCGC00159367-03, NCGC00159367-04, Paraldehyd [German], Paraldehyde [USAN], Paraldeide [Italian], Triacetaldehyde [French], CAS-123-63-7, HSDB 3375, EINECS 204-639-8, UNII-S6M3YBG8QA, UN1264, RCRA waste no. U182, BRN 0080142, Paraldehyde civ, AI3-03115, 2,4,6-Trimethyl-1,3,5-trioxaan [Dutch], DEA No. 2585, Paraldehyde; 2,4,6-Trimethyl-1,3,5-trioxane; cyclic trimer of acetaldehyde, 2,4,6-Trimetil-1,3,5-triossano [Italian], Aldehyde (para), Paraldehyd(german), 234-Tribromophenol, Metaldehyde metabolite, s-Trimethyltrioxymethane, Paraldehyde, >=97%, Paraldehyde [UN1264] [Flammable liquid], PARALDEHYDE [MI], PARALDEHYDE [FHFI], PARALDEHYDE [HSDB], 2,6-Trimethyl-s-trioxane, EC 204-639-8, PARALDEHYDE [VANDF], PARALDEHYDE [MART.], s-Trioxane,4,6-trimethyl-, SCHEMBL22870, PARALDEHYDE [WHO-DD], 5-19-09-00112 (Beilstein Handbook Reference), CHEMBL1410743, SCHEMBL20072682, NSC9799, PARALDEHYDE CIV [USP-RS], 1,5-Trimethyl-2,4,6-trioxane, 2,6-Trimethyl-1,3,5-trioxaan, 2,6-Trimethyl-1,3,5-trioxane, 2,6-Trimetil-1,3,5-triossano, DTXSID301271154, PARALDEHYDE [EP MONOGRAPH], Paraldehyde, >=97.0% (GC), PARALDEHYDE [USP MONOGRAPH], Tox21_111607, Tox21_111608, Tox21_301299, 1,5-Trioxane, 2,4,6-trimethyl-, BBL011471, MSK001919, STL146583, AKOS000120195, Tox21_111607_1, DB09117, UN 1264, WLN: T6O CO EOTJ B1 D1 F1, 2 pound not3 pound not4-Tribromophenol, 2,6-Trimethyl-1,3,5-trioxacyclohexane, NCGC00257534-01, VS-02956, NS00006360, P0019, Paraldehyde [UN1264]  [Flammable liquid], Paraldehyde, Lonza quality, >=99.5% (GC), C07834, D00705, (2s,4s,6s)-2,4,6-Trimethyl-1,3,5-trioxane, Q424342, F1908-0170, (2I+/-,4I+/-,6I+/-)-2,4,6-Trimethyl-1,3,5-trioxane, Paraldehyde, United States Pharmacopeia (USP) Reference Standard, InChI=1/C6H12O3/c1-4-7-5(2)9-6(3)8-4/h4-6H,1-3H
Theoretical properties:
molecular_formula: C6H12O3
molecular_weight: 132.16 g/mol
exact_mass: 132.078644241 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 0
heavy_atom_count: 9
topological_polar_surface_area: 27.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: COLORLESS, TRANSPARENT LIQUID
color: COLORLESS, TRANSPARENT LIQUID
odor: CHARACTERISTIC AROMATIC ODOR
boiling_point: 262 °F at 760 mmHg (NTP, 1992)
melting_point: 54.7 °F (NTP, 1992)
density: 0.9943 at 68 °F (USCG, 1999) - Less dense than water; will float
solubility: Sparingly soluble (NTP, 1992)
flash_point: 96 °F (NTP, 1992)
vapor_pressure: 11.0 [mmHg]
Descriptions:
pubchem: Paraldehyde is a trioxane that is 1,3,5-trioxane substituted by methyl groups at positions 2, 4 and 6. It has a role as a sedative.
chebi: A trioxane that is 1,3,5-trioxane substituted by methyl groups at positions 2, 4 and 6.
chembl: PARALDEHYDE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Paraldehyde is the cyclic trimer of acetaldehyde molecules. Formally, it is a derivative of 1,3,5-trioxane, with a methyl group substituted for a hydrogen atom at each carbon. The corresponding tetramer is metaldehyde. A colourless liquid, it is sparingly soluble in water and highly soluble in ethanol. Paraldehyde slowly oxidizes in air, turning brown and producing an odour of acetic acid. It attacks most plastics and rubbers and should be kept in glass bottles.
Paraldehyde was first observed in 1835 by the German chemist Justus Liebig; its empirical formula was determined in 1838 by Liebig's student Hermann Fehling. The German chemist Valentin Hermann Weidenbusch (1821–1893), another of Liebig's students, synthesized paraldehyde in 1848 by treating acetaldehyde with acid (either sulfuric or nitric acid) and cooling to 0°C. He found it quite remarkable that when paraldehyde was heated with a trace of the same acid, the reaction went the other way, recreating acetaldehyde.
Paraldehyde has uses in industry and medicine.