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

Base Information

• Chemical Name: 2,5-Cyclohexadiene-1-carboxylic acid, 2-methyl-1-(1-methylethyl)-
• CAS No.: 31689-42-6
• Molecular Formula: C11H16O2
• Molecular Weight: 180.247
• DSSTox Substance ID: DTXSID60452526
• Nikkaji Number: J1.926.066F
• Mol file: 31689-42-6.mol

Synonyms:31689-42-6;2,5-Cyclohexadiene-1-carboxylic acid, 2-methyl-1-(1-methylethyl)-;SCHEMBL7181603;DTXSID60452526;1-Isopropyl-2-methyl-2,5-cyclohexadiene-1-carboxylic acid

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

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 180.115029749
• Heavy Atom Count: 13
• Complexity: 274

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CCC=CC1(C(C)C)C(=O)O

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

There total 4 articles about 2,5-Cyclohexadiene-1-carboxylic acid, 2-methyl-1-(1-methylethyl)- 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: 98.0%

ortho-methylbenzoic acid (118-90-1) + isopropyl bromide (75-26-3) → 2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid (31689-42-6)

Guidance literature:

ortho-methylbenzoic acid; With ammonia; lithium; at -60 ℃;

isopropyl bromide; at -60 - 20 ℃;

DOI:10.1002/anie.200351087

Reference yield:

ortho-methylbenzoic acid (118-90-1) → 2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid (31689-42-6)

Guidance literature:

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

2-halopropane; for 1h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02487

Reference yield:

ortho-methylbenzoic acid (118-90-1) + isopropyl chloride (75-29-6) → 2-methyl-1-(1-methylethyl)cyclohexa-2,5-diene-1-carboxylic acid (31689-42-6)

Guidance literature:

Multistep reaction; (i) Li, liq. NH₃, (ii) /BRN= 1730782/;

DOI:10.1039/P19740002339

upstream raw materials:

ortho-methylbenzoic acid

isopropyl chloride

isopropyl bromide

Downstream raw materials:

2-methylisopropylbenzene

1-isopropyl-2-methyl-2,5-cyclohexadiene-1-methanol

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