2,5-Cyclohexadiene-1-carboxylic acid, 2-methyl-1-(phenylmethyl)-

Base Information

• Chemical Name: 2,5-Cyclohexadiene-1-carboxylic acid, 2-methyl-1-(phenylmethyl)-
• CAS No.: 55262-12-9
• Molecular Formula: C15H16O2
• Molecular Weight: 228.291
• Mol file: 55262-12-9.mol

Synonyms:2,5-Cyclohexadiene-1-carboxylic acid,2-methyl-1-(phenylmethyl);1-benzyl-2-methyl-2,5-cyclohexadiene-1-carboxylic acid;1-Benzyl-2-methylcyclohexa-2,5-dien-1-carbonsaeure;

Chemical Property of 2,5-Cyclohexadiene-1-carboxylic acid, 2-methyl-1-(phenylmethyl)-

Chemical Property:

• Melting Point: 125 °C
• Boiling Point: 373.2±31.0 °C(Predicted)
• PSA: 37.30000
• Density: 1.141±0.06 g/cm3(Predicted)
• LogP: 3.20630

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,5-Cyclohexadiene-1-carboxylic acid, 2-methyl-1-(phenylmethyl)-

There total 3 articles about 2,5-Cyclohexadiene-1-carboxylic acid, 2-methyl-1-(phenylmethyl)- 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: 87.0%

ortho-methylbenzoic acid (118-90-1) + benzyl bromide (100-39-0) → 1-benzyl-2-methyl-2,5-cyclohexadiene-1-carboxylic acid (55262-12-9)

Guidance literature:

ortho-methylbenzoic acid; With ammonia; lithium; In water; at -60 ℃; for 0.5h;

benzyl bromide; In water; regioselective reaction;

DOI:10.1002/chem.200901774

Reference yield:

ortho-methylbenzoic acid (118-90-1) → 1-benzyl-2-methyl-2,5-cyclohexadiene-1-carboxylic acid (55262-12-9)

Guidance literature:

With ammonia; lithium; at -78 ℃; for 1.25h;

DOI:10.1021/acs.orglett.8b00486

Reference yield:

ortho-methylbenzoic acid (118-90-1) → 1-benzyl-2-methyl-2,5-cyclohexadiene-1-carboxylic acid (55262-12-9)

Guidance literature:

ortho-methylbenzoic acid; With ammonia; lithium; at -78 ℃; for 1h; Inert atmosphere;

(halomethyl)benzene; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02487

upstream raw materials:

ortho-methylbenzoic acid

benzyl bromide

Downstream raw materials:

2-benzyltoluene

1-Benzyl-2-methylcyclohexa-2,5-dien-1-carbonsaeuremethylester

Refernces

• 1、 Chang, Chi-Hao,Chou, Chih-Ming. "Palladium-Catalyzed Decarboxylative γ-Olefination of 2,5-Cyclohexadiene-1-carboxylic Acid Derivatives with Vinyl Halides". supporting information. p. 1949 - 1952. Retrieved 2018/04/16.