3-Cyclohexene-1-carboxylic acid, methyl ester

Base Information

• Chemical Name: 3-Cyclohexene-1-carboxylic acid, methyl ester
• CAS No.: 6493-77-2
• Deprecated CAS: 49543-03-5
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 2916209090
• European Community (EC) Number: 229-376-6
• NSC Number: 93912
• DSSTox Substance ID: DTXSID30884315
• Nikkaji Number: J45.100B
• Mol file: 6493-77-2.mol

Synonyms:6493-77-2;Methyl cyclohex-3-enecarboxylate;methyl cyclohex-3-ene-1-carboxylate;3-Cyclohexene-1-carboxylic Acid Methyl Ester;3-Cyclohexene-1-carboxylic acid, methyl ester;Methyl 3-cyclohexenecarboxylate;Methyl 3-cyclohexene-1-carboxylate;1-Carbomethoxy-3-cyclohexene;Methyl 4-cyclohexenecarboxylate;EINECS 229-376-6;Methyl 1,2,3,6-tetrahydrobenzoate;AI3-28337;Methylcyclohex-3-enecarboxylate;3-CYCLOHEXENE-1-CARBOXYLICACIDMETHYLESTER;SCHEMBL91215;methyl 3-cyclohexene carboxylate;DTXSID30884315;Methyl 1,3,6-tetrahydrobenzoate;Methyl-3-cyclohexene-1-carboxylate;NSC93912;MFCD00053266;NSC 93912;NSC-93912;AKOS006229745;3-Cyclohexene-1-carboxylic acid methyl;SB13640;SB13641;PS-11883;FT-0615563;EN300-159788;H10726;Methyl ester of 3-cyclohexene-1-carboxylic acid;A867788;CYCLOHEXENE-4-CARBOXYLIC ACID METHYL ESTER;Z18245232;3-Cyclohexene-1-carboxylic acid, methyl ester, (1R)-

Chemical Property of 3-Cyclohexene-1-carboxylic acid, methyl ester

Chemical Property:

• Vapor Pressure: 1.18mmHg at 25°C
• Refractive Index: 1.468
• Boiling Point: 174.9 °C at 760 mmHg
• Flash Point: 49.4 °C
• PSA: 26.30000
• Density: 1.02 g/cm³
• LogP: 1.51570
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

99% ^*data from raw suppliers

3-Cyclohexene-1-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1CCC=CC1

Technology Process of 3-Cyclohexene-1-carboxylic acid, methyl ester

There total 64 articles about 3-Cyclohexene-1-carboxylic acid, methyl ester 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: 92.0%

1,2,5,6-tetrahydrobenzoic acid (4771-80-6) + tert-butyl methyl ether (1634-04-4) → methyl cyclohex-3-ene-1-carboxylate (6493-77-2)

Guidance literature:

With iron(III) trifluoromethanesulfonate; at 90 ℃; Schlenk technique;

DOI:10.1039/c8gc00037a

Reference yield: 90.0%

methanol (67-56-1) + 1,2,5,6-tetrahydrobenzoic acid (4771-80-6) → methyl cyclohex-3-ene-1-carboxylate (6493-77-2)

Guidance literature:

With sulfuric acid; Reflux;

DOI:10.5012/bkcs.2010.31.6.1732

Reference yield: 85.0%

methanol (67-56-1) + 3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9) → methyl cyclohex-3-ene-1-carboxylate (6493-77-2)

Guidance literature:

With dipyridinium dichromate; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0040-4039(00)95480-7

upstream raw materials:

methanol

1,2,5,6-tetrahydrobenzoic acid

4-methoxycyclohexanecarboxylic acid

cis-3-Methoxycyclohexanecarboxylic acid

Downstream raw materials:

trans-4-carbomethoxy-2-cyclohexen-1-yl acetate

trans-5-carbomethoxy-2-cyclohexen-1-yl acetate

1-prop-2-ynyl-cyclohex-3-enecarboxylic acid methyl ester

cyclohex-3-enylmethanol

Refernces

• 1、 Xia, Shi-Ping,Ding, Guang-Rong,Zhang, Rui,Han, Li-Jun,Xu, Bao-Hua,Zhang, Suo-Jiang. "Ruthenium complex immobilized on supported ionic-liquid-phase (SILP) for alkoxycarbonylation of olefins with CO2". . p. 3073 - 3080. Retrieved 2021/05/05.
• 2、 Zhu, Xiaotao,Qian, Bo,Wei, Rongbiao,Huang, Jian-Dong,Bao, Hongli. "Protection of COOH and OH groups in acid, base and salt free reactions". supporting information. p. 1444 - 1447. Retrieved 2018/04/12.