3-Cyclohexene-1-carboxylic acid

Base Information

• Chemical Name: 3-Cyclohexene-1-carboxylic acid
• CAS No.: 4771-80-6
• Deprecated CAS: 49543-08-0,114774-78-6
• Molecular Formula: C7H10O2
• Molecular Weight: 126.155
• Hs Code.: 2916209090
• European Community (EC) Number: 225-314-7
• ICSC Number: 1654
• NSC Number: 44883,44712
• UN Number: 3077
• DSSTox Substance ID: DTXSID40871099
• Nikkaji Number: J23.491E
• Wikipedia: Naphthenic_acid
• Mol file: 4771-80-6.mol

Synonyms:3-cyclohexene-1-carboxylic acid;3-cyclohexene-1-carboxylic acid, potassium salt

Chemical Property of 3-Cyclohexene-1-carboxylic acid

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.012mmHg at 25°C
• Melting Point: 17 °C(lit.)
• Refractive Index: n20/D 1.48(lit.)
• Boiling Point: 241.7 °C at 760 mmHg
• PKA: 4.67±0.20(Predicted)
• Flash Point: 109.9 °C
• PSA: 37.30000
• Density: 1.126 g/cm³
• LogP: 1.42730
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: V sol
• Water Solubility.: insoluble
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 126.068079557
• Heavy Atom Count: 9
• Complexity: 138

Purity/Quality:

98% min ^*data from raw suppliers

3-CyclohexenylcarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C, Xi
• Hazard Codes: C,Xi
• Statements: 21-34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: C1CC(CC=C1)C(=O)O
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is irritating to the eyes and skin. The substance may cause effects on the central nervous system.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. The substance may have effects on the liver and central nervous system.

Technology Process of 3-Cyclohexene-1-carboxylic acid

There total 50 articles about 3-Cyclohexene-1-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + acrylic acid (79-10-7) → 1,2,5,6-tetrahydrobenzoic acid (4771-80-6)

Guidance literature:

4-tert-Butylcatechol; In benzene; at 120 ℃; for 2h;

Reference yield: 99.0%

3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9) → 1,2,5,6-tetrahydrobenzoic acid (4771-80-6)

Guidance literature:

With C₄H₁₁FeMo₆NO₂₄^(3-)*3C₁₆H₃₆N⁽¹⁺⁾; water; oxygen; sodium carbonate; at 50 ℃; for 8h; under 760.051 Torr; Green chemistry;

DOI:10.1002/anie.201612225

Reference yield: 89.1%

but-3-enoic acid (625-38-7) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) → 1,2,5,6-tetrahydrobenzoic acid (4771-80-6)

Guidance literature:

With hydroquinone; at 240 ℃; under 3750.38 Torr; Temperature; Autoclave; Inert atmosphere;

upstream raw materials:

β-Propiolactone

buta-1,3-diene

trans-4-bromo-cyclohexanecarboxylic acid

trans-3-Methoxycyclohexanecarboxylic acid

Downstream raw materials:

(1RS,4SR,5RS)-4-bromo-6-oxabicyclo<3.2.1>octan-7-one

3,4-dibromo-cyclohexanecarboxylic acid

cyclohex-3-enecarboxylic acid (3-fluoro-phenyl)-amide

(1R*,3S*,4S*)-3,4-dibromocyclohexanecarboxylic acid

Refernces

• 1、 Hanack,Dolde. "". . p. 321,322. Retrieved 1966.
• 2、 Buckley, Benjamin R.,Elmorsy, Saad S.,Malkov, Andrei V.,Mashaly, Mohammad A.,Said, Samy B.,Sheta, Ahmed M.. "Selective α,δ-hydrocarboxylation of conjugated dienes utilizing CO2and electrosynthesis". . p. 9109 - 9114. Retrieved 2020/09/17.
• 3、 Yu, Han,Ru, Shi,Zhai, Yongyan,Dai, Guoyong,Han, Sheng,Wei, Yongge. "An Efficient Aerobic Oxidation Protocol of Aldehydes to Carboxylic Acids in Water Catalyzed by an Inorganic-Ligand-Supported Copper Catalyst". . p. 1253 - 1257. Retrieved 2018/02/16.