hexa-2,4-dienoyl chloride

• ChemBase ID: 141771
• Molecular Formular: C6H7ClO
• Molecular Mass: 130.57218
• Monoisotopic Mass: 130.01854252
• SMILES: C/C=C/C=C/C(=O)Cl
• Canonical SMILES: C/C=C/C=C/C(=O)Cl
• InChI: InChI=1S/C6H7ClO/c1-2-3-4-5-6(7)8/h2-5H,1H3
• InChIKey: GRTWTVFDPBKQNU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: hexa-2,4-dienoyl chloride
• IUPAC Traditional name: hexa-2,4-dienoyl chloride
• Synonyms: (2E,4E)-2,4-Hexadienoyl chloride; (E,E)-2,4-Hexadienoyl chloride; trans,trans-Hexa-2,4-dienoyl chloride; Sorbic acid chloride; trans,trans-2,4-Hexadienoyl chloride; Sorboyl chloride; Sorbic chloride; 反式，反式-2,4-己二烯酰氯; 山梨酰氯; 山梨酸氯化物

Database IDs

• CAS Number: 2614-88-2
• MDL Number: MFCD00045227
• Beilstein Number: 969473
• PubChem SID: 162236005
• PubChem CID: 5368941

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.9801276
• LogD (pH = 7.4): 1.9801276
• Log P: 1.9801276
• Molar Refractivity: 37.142 cm^3
• Polarizability: 13.234205 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• European Hazard Symbols: Corrosive (C)
• German water hazard class: 3
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314
• GHS Precautionary statements: P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter

Product Information

• Purity: ≥80%
• Empirical Formula (Hill Notation): C6H7ClO

DETAILS

Sigma Aldrich - 688797

Packaging
1, 5 g in glass bottle
Application
Reactant for:
• Preparation of unsaturated hydroxymethylene diphosphonic acid derivatives by reaction of trimethylsilyl phosphites1
• Asymmetrical synthesis of the isoindolinone subunit of the macrocyclic poylketide natural product muironolide A via stereoselective intramolecular Diels-Alder cycloaddition2
• Preparation of emollient, humectant, and fluorescent α,β-unsaturated thiol esters for long-acting skin applications3
• Stereoselective synthesis of enediol carbonates for use in the asymmetrical synthesis of α-acyloxyketones4
• Acylation of pyrazoles5