pent-4-enoic acid

• ChemBase ID: 8481
• Molecular Formular: C5H8O2
• Molecular Mass: 100.11582
• Monoisotopic Mass: 100.0524295
• SMILES: C(=O)(CCC=C)O
• Canonical SMILES: C=CCCC(=O)O
• InChI: InChI=1S/C5H8O2/c1-2-3-4-5(6)7/h2H,1,3-4H2,(H,6,7)
• InChIKey: HVAMZGADVCBITI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pent-4-enoic acid
• IUPAC Traditional name: 4-pentenoic acid
• Synonyms: pent-4-enoic acid; 4-Pentenoic acid; Allylacetic acid; 3-Vinylpropionic acid; 4-Pentenoic acid; 3-乙烯基丙酸; 烯丙基乙酸; 4-戊烯酸; 4-烯戊酸

Database IDs

• CAS Number: 591-80-0
• EC Number: 209-732-7
• MDL Number: MFCD00004408
• Beilstein Number: 1633696
• PubChem SID: 160971788; 24901344; 24845888; 24854769
• PubChem CID: 61138
• FEMA ID: 2843
• Council of Europe Number: 2004
• Flavis Number: 8.048

CALCULATED PROPERTIES

• Acid pKa: 4.8872814
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.35534742
• LogD (pH = 7.4): -1.4118145
• Log P: 1.0623394
• Molar Refractivity: 26.5167 cm^3
• Polarizability: 10.226851 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Soluble in alcohol, Slightly soluble in water
• Melting Point: -22.5 °C(lit.); -22.5°C; -22°C; -25 - -23°C
• Boiling Point: 187-189°C; 83-84 °C/12 mmHg(lit.); 83-84°C/12mm
• Flash Point: 192.2 °F; 89 °C; 89°C(192°F)
• Density: 0.891; 0.978 g/mL at 20 °C; 0.98 g/ml; 0.981; 0.981 g/mL at 25 °C(lit.)
• Refractive Index: 1.4283; n20/D 1.428(lit.); n20/D 1.429
• Vapor Density: >1 (vs air)
• Hydrophobicity(logP): 0.909
• Organoleptic: butter; cheese; fruity

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: TOXIC, CORROSIVE
• RTECS: SB2800000
• European Hazard Symbols: Corrosive (C); X; Harmful (Xn)
• UN Number: 1760; 2810; UN3265
• German water hazard class: 1
• Hazard Class: 6.1; 8
• Packing Group: 3; III
• Australian Hazchem: 2X
• Risk Statements: 22-34; R:22-36
• Safety Statements: 26-36/37/39-45; S:26-36/37/39
• EU Classification: T1
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 153
• TSCA Listed: true; 是
• GHS Pictograms: GHS05; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H302-H314; H314-H318-H302-H227
• GHS Precautionary statements: P210-P260-P303+P361+P353-P305+P351+P338-P405-P501A; 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
• RID/ADR: UN 1760 8/PG 3
• Storage Temperature: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FDA 21 CFR (172.515)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98%; ≥98.0% (GC); 95%; 95+%; 97%; 98%; 99%
• Grade: FG; Halal; Kosher; purum
• Contains: 0.10% alpha-tocopherol, synthetic as antioxidant
• Linear Formula: CH2=CHCH2CH2COOH

DETAILS

MP Biomedicals - 02156103

Purity: 99%
1 ml = approx. 0.98 g

Sigma Aldrich - W284300

Packaging
100 g in glass bottle

Sigma Aldrich - 245925

Packaging
5, 25 g in glass bottle
Application
Sulfonation yields the corresponding γ-lactone.1

Sigma Aldrich - 05950

Other Notes
Hypoglycemic agent and inhibitor of fatty acid oxidation1,2,3