3-Cyclohexene-1-carboxylic acid, 3-cyclohexen-1-ylmethyl ester

Base Information

• Chemical Name: 3-Cyclohexene-1-carboxylic acid, 3-cyclohexen-1-ylmethyl ester
• CAS No.: 2611-00-9
• Molecular Formula: C14H20O2
• Molecular Weight: 220.312
• Hs Code.: 2916209090
• European Community (EC) Number: 220-031-5
• NSC Number: 49615
• UNII: E31OX8KGAL
• DSSTox Substance ID: DTXSID9027493
• Nikkaji Number: J48.230G
• Wikidata: Q27276802
• Mol file: 2611-00-9.mol

Synonyms:2611-00-9;Cyclohex-3-en-1-ylmethyl cyclohex-3-enecarboxylate;3-Cyclohexene-1-carboxylic acid, 3-cyclohexen-1-ylmethyl ester;Diene 221;cyclohex-3-en-1-ylmethyl cyclohex-3-ene-1-carboxylate;3-CYCLOHEXENYLMETHYL 3-CYCLOHEXENECARBOXYLATE;HSDB 5887;EINECS 220-031-5;UNII-E31OX8KGAL;Cyclohex-3-enylmethyl cyclohex-3-enecarboxylate;NSC 49615;E31OX8KGAL;NSC-49615;NSC49615;1-cyclohex-3-enylmethyl cyclohex-3-ene-1-carboxylate;3-Cyclohexenyl3-cyclohexene1-carboxylate;Diene-221;SCHEMBL472104;DTXSID9027493;WLN: L6UTJ DVO1- CL6UTJ;3-CYCLOHEXENE-1-CARBOXYLIC ACID 3-CYCLOHEXENYLMETHYL ESTER;AKOS015915506;BS-52128;LS-166014;CS-0199063;FLUOREN-9-YL-METHYLAMINEHYDROCHLORIDE;FT-0615566;1-(cyclohex-3-enyl)cyclohex-3-enecarboxylate;3-Cyclohexenylmethyl-3'-cyclohexenecarboxylate;A18542;Cyclohex-3-en-1-ylmethylcyclohex-3-enecarboxylate;W-107202;Q27276802;3-CYCLOHEXEN-1-YLMETHYL 3-CYCLOHEXENECARBOXYLATE;3-CYCLOHEXENYL 3-CYCLOHEXENE 1-CARBOXYLATE [HSDB];3-CYCLOHEXENYLMETHYL 3'-CYCLOHEXENE-1-CARBOXYLATE;1,2,5,6-TETRAHYDROBENZYL 1,2,5,6-TETRAHYDROBENZOATE

Chemical Property of 3-Cyclohexene-1-carboxylic acid, 3-cyclohexen-1-ylmethyl ester

Chemical Property:

• Appearance/Colour: Colorless liquid
• Boiling Point: 303.8 °C at 760 mmHg
• Flash Point: 130.2 °C
• PSA: 26.30000
• Density: 1.033 g/cm³
• LogP: 3.24220
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 220.146329876
• Heavy Atom Count: 16
• Complexity: 291

Purity/Quality:

99.0%, ^*data from raw suppliers

Cyclohex-3-en-1-ylmethylcyclohex-3-enecarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Other Organic Compounds
• Canonical SMILES: C1CC(CC=C1)COC(=O)C2CCC=CC2

Technology Process of 3-Cyclohexene-1-carboxylic acid, 3-cyclohexen-1-ylmethyl ester

There total 3 articles about 3-Cyclohexene-1-carboxylic acid, 3-cyclohexen-1-ylmethyl 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: 99.0%

3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9) → 3-cyclohexene-1-carboxylic acid 3-cyclohexen-1-ylmethyl ester (2611-00-9)

Guidance literature:

With trimethylaluminum; isopropyl alcohol; 2,7-dimethyl-1,8-biphenylenediol; In hexane; toluene; at 21 ℃; for 0.25h;

DOI:10.1055/s-2002-19802

Reference yield: 67.0%

cyclohex-3-enylmethanol (72581-32-9,1679-51-2) → 3-cyclohexene-1-carboxylic acid 3-cyclohexen-1-ylmethyl ester (2611-00-9)

Guidance literature:

With potassium carbonate; butanone; amino alcohol-based Ir bifunctional catalyst; at 20 ℃; for 96h;

DOI:10.1055/s-2005-868492

Reference yield:

→ 3-cyclohexene-1-carboxylic acid 3-cyclohexen-1-ylmethyl ester (2611-00-9)

Guidance literature:

DOI:10.1021/jo00947a049 DOI:10.1021/jo01039a007

upstream raw materials:

3-Cyclohexene-1-carboxaldehyde

cyclohex-3-enylmethanol

Downstream raw materials:

3,4-epoxycyclohexylmethyl 3,4-epoxycyclohexanecarboxylate

Refernces

• 1、 Waddell, Daniel C.,Mack, James. "An environmentally benign solvent-free Tishchenko reaction". body text. p. 79 - 82. Retrieved 2010/04/22.
• 2、 Suzuki, Takeyuki,Matsuo, Tomohito,Watanabe, Kazuhiro,Katoh, Tadashi. "Iridium-catalyzed oxidative dimerization of primary alcohols to esters using 2-butanone as an oxidant". . p. 1453 - 1455. Retrieved 2007/10/03.