2-Phenylcyclohex-1-ene-1-carboxylic acid

Base Information

• Chemical Name: 2-Phenylcyclohex-1-ene-1-carboxylic acid
• CAS No.: 108299-04-3
• Molecular Formula: C13H14O2
• Molecular Weight: 202.253
• European Community (EC) Number: 835-694-1
• Mol file: 108299-04-3.mol

Synonyms:2-phenylcyclohex-1-ene-1-carboxylic acid;108299-04-3;2-phenylcyclohexene-1-carboxylic acid;2-phenylcyclohexenic acid;SCHEMBL1751614;OSDFYCJQRZZRQZ-UHFFFAOYSA-N;AKOS033816301;2-phenyl-cyclohex-1-ene-carboxylic acid;2-phenylcyclohex-1-ene-1-carboxylicacid;EN300-245472;Z1508919718

Chemical Property of 2-Phenylcyclohex-1-ene-1-carboxylic acid

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 202.099379685
• Heavy Atom Count: 15
• Complexity: 272

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(=C(C1)C2=CC=CC=C2)C(=O)O

Technology Process of 2-Phenylcyclohex-1-ene-1-carboxylic acid

There total 11 articles about 2-Phenylcyclohex-1-ene-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: 83.0%

diphenyl(trifluoromethanesulfonato)-λ3-iodane + cyclohexene-1-carboxylic acid (636-82-8) → 3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylic acid (108299-04-3)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; silver(I) triflimide; Trimethylacetic acid; In cyclohexane; at 100 ℃; for 12h; regioselective reaction; Schlenk technique; Molecular sieve; Inert atmosphere;

DOI:10.1039/c6ob01145d

Reference yield: 72.0%

ethyl 3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylate (173277-75-3) → 3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylic acid (108299-04-3)

Guidance literature:

With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 - 70 ℃;

DOI:10.1002/anie.201403587

Reference yield: 25.0%

carbon dioxide (124-38-9,18923-20-1) + 1-Phenylcyclohexene (771-98-2) + acetonitrile (75-05-8,26809-02-9) → cis-2-acetamido-2-phenylcyclohexanecarboxylic acid + 2-phenylcyclohex-2-ene-1-carboxylic acid (24102-01-0) + 3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylic acid (108299-04-3) + 2-hydroxy-2-phenyl-cyclohexanecarboxylic acid (21472-50-4)

Guidance literature:

carbon dioxide; 1-Phenylcyclohexene; acetonitrile; With N,N,N',N'-tetramethylbenzidine; at 10 ℃; for 10h; UV-irradiation;

In chloroform; at 20 ℃; for 120h;

DOI:10.1016/j.tet.2007.02.013

upstream raw materials:

2-phenyl-cyclohex-1-enecarboxylic acid amide

1-bromo-2-phenyl-cyclohexanecarboxylic acid ethyl ester

carbon dioxide

1-Phenylcyclohexene

Downstream raw materials:

3,4-dihydro-1H-fluoren-9(2H)-one

(+/-)-cis-bicyclohexyl-2-carboxylic acid

cis-2-Phenylcyclohexanecarboxylic acid

3a-phenyl-3a,4,5,6-tetrahydro-1H-indole-2,3-dione

Refernces

• 1、 Gao, Pan,Liu, Li,Shi, Zhuangzhi,Yuan, Yu. "Iridium(III)-catalyzed regioselective direct arylation of sp2 C-H bonds with diaryliodonium salts". . p. 7109 - 7113. Retrieved 2016.
• 2、 Jolit, Anais,Walleser, Patrick M.,Yap, Glenn P. A.,Tius, Marcus A.. "Catalytic enantioselective nazarov cyclization: Construction of vicinal all-carbon-atom quaternary stereocenters". supporting information. p. 6180 - 6183. Retrieved 2014/06/23.