(2E)-hex-2-enoic acid

• ChemBase ID: 146791
• Molecular Formular: C6H10O2
• Molecular Mass: 114.1424
• Monoisotopic Mass: 114.06807956
• SMILES: CCC/C=C/C(=O)O
• Canonical SMILES: CCC/C=C/C(=O)O
• InChI: InChI=1S/C6H10O2/c1-2-3-4-5-6(7)8/h4-5H,2-3H2,1H3,(H,7,8)/b5-4+
• InChIKey: NIONDZDPPYHYKY-SNAWJCMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-hex-2-enoic acid; hex-2-enoic acid
• IUPAC Traditional name: β-propyl acrylic acid; 2-hexenoic acid
• Synonyms: trans-2-Hexenoic acid; hex-2-enoic acid; 反式-2-己烯酸

Database IDs

• CAS Number: 13419-69-7
• EC Number: 236-528-5
• MDL Number: MFCD00002705
• Beilstein Number: 1720443
• PubChem SID: 162240983; 24851579; 24901509
• PubChem CID: 5282707
• FEMA ID: 3169
• Council of Europe Number: 11777
• Flavis Number: 8.054

CALCULATED PROPERTIES

• Acid pKa: 5.125669
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2816869
• LogD (pH = 7.4): -0.4444262
• Log P: 1.8087196
• Molar Refractivity: 32.1669 cm^3
• Polarizability: 12.059587 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 30-35°C; 33-35 °C(lit.)
• Boiling Point: 217 °C(lit.); 217°C
• Flash Point: 113 °C; 125°C(257°F); 235.4 °F
• Density: 0.965; 0.965 g/mL at 25 °C(lit.)
• Refractive Index: 1.4385; n20/D 1.438(lit.)
• Vapor Density: >1 (vs air)
• Hydrophobicity(logP): 1.938
• Organoleptic: musty; fatty; sweet

Safety Information

• European Hazard Symbols: Corrosive (C)
• UN Number: 2829; UN3261
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 3; III
• Risk Statements: 34
• Safety Statements: 26-36/37/39-45
• TSCA Listed: 是
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H314; H314-H318
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P301+P330+P331-P405-P501A; P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2829 8/PG 3
• Storage Temperature: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98%; 95%; 96%; 99%
• Grade: FG; Halal; Kosher; NI
• Linear Formula: CH3CH2CH2CH=CHCO2H

DETAILS

Sigma Aldrich - 193089

Packaging
10 g in glass bottle

Sigma Aldrich - W316903

Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in poly drum

REFERENCES

• Alkylation of the dilithio-derivative occurs predominantly at the ɑ-carbon, in contrast to crotonic acid, which gives both ɑ- and -alkylation: Tetrahedron Lett., 1163 (1973); J. Org. Chem., 36, 3290 (1971).