cyclohex-3-ene-1-carboxylic acid

• ChemBase ID: 13966
• Molecular Formular: C7H10O2
• Molecular Mass: 126.1531
• Monoisotopic Mass: 126.06807956
• SMILES: C1(CCC=CC1)C(=O)O
• Canonical SMILES: OC(=O)C1CCC=CC1
• InChI: InChI=1S/C7H10O2/c8-7(9)6-4-2-1-3-5-6/h1-2,6H,3-5H2,(H,8,9)
• InChIKey: VUSWCWPCANWBFG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: cyclohex-3-ene-1-carboxylic acid
• IUPAC Traditional name: cyclohex-3-ene-1-carboxylic acid
• Synonyms: 3-CYCLOHEXENECARBOXYLIC ACID; 1,2,3,6-Tetrahydrobenzoic acid; 3-Cyclohexene-1-carboxylic acid; Cyclohex-3-ene-1-carboxylic acid; Cyclohex-3-enecarboxylic acid; 1,2,3,6-四氢苯甲酸; 3-环己烯-1-甲酸; 3-环己烯-1-羧酸

Database IDs

• CAS Number: 4771-80-6
• EC Number: 225-314-7
• MDL Number: MFCD00013781
• Beilstein Number: 1617723
• PubChem SID: 24868850; 160977273
• PubChem CID: 20903

CALCULATED PROPERTIES

• Acid pKa: 4.7230883
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.6849662
• LogD (pH = 7.4): -1.092523
• Log P: 1.5282348
• Molar Refractivity: 34.9625 cm^3
• Polarizability: 13.175363 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: V sol
• Melting Point: 16-18°C; 17 °C(lit.)
• Boiling Point: 120-122°C/10mm; 130-133 °C/4 mmHg(lit.)
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.081 g/mL at 25 °C(lit.); 1.082
• Refractive Index: 1.4815; n20/D 1.48(lit.)

Safety Information

• Storage Warning: Corrosive/Harmful; IRRITANT
• RTECS: GW3675000
• European Hazard Symbols: Corrosive (C); X
• UN Number: 3265; UN3265
• German water hazard class: 3
• Hazard Class: 8
• Packing Group: 2; III
• Risk Statements: 21-34
• Safety Statements: 20-26-36/37/39-45; 26-36/37/39-45
• TSCA Listed: false; 是
• GHS Pictograms: GHS05; GHS06; GHS07
• GHS Signal Word: Danger
• GHS Hazard statements: H311-H314-H318-H303; H312-H314
• GHS Precautionary statements: P260-P303+P361+P353-P305+P351+P338-P361-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 3265 8/PG 2

Product Information

• Purity: 97%; 98%
• Linear Formula: C6H9CO2H

DETAILS

MP Biomedicals - 05212672

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 453757

Packaging
1, 5 g in glass bottle

REFERENCES

• Bromolactonization occurs with TMS bromide in the presence of N-ethyldiisopropylamine in DMSO to give a bridged bicyclic lactone: Heterocycles, 31, 987 (1990):
  
• For Pd catalyzed lactonization in the presence of oxygen, giving a mixture of [3.2.1] and [2.2.2] bicyclic unsaturated lactones, see: J. Org. Chem., 60, 5298 (1995).