1-Methyl-2,5-cyclohexadiene-1-carbonyl chloride

Base Information

• Chemical Name: 1-Methyl-2,5-cyclohexadiene-1-carbonyl chloride
• CAS No.: 85215-58-3
• Molecular Formula: C₈H₉ClO
• Molecular Weight: 156.612
• DSSTox Substance ID: DTXSID60462564
• Nikkaji Number: J2.090.811D
• Mol file: 85215-58-3.mol

Synonyms:1-METHYL-2,5-CYCLOHEXADIENE-1-CARBONYL CHLORIDE;85215-58-3;SCHEMBL1892092;DTXSID60462564

Chemical Property of 1-Methyl-2,5-cyclohexadiene-1-carbonyl chloride

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 156.0341926
• Heavy Atom Count: 10
• Complexity: 191

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(C=CCC=C1)C(=O)Cl

Technology Process of 1-Methyl-2,5-cyclohexadiene-1-carbonyl chloride

There total 2 articles about 1-Methyl-2,5-cyclohexadiene-1-carbonyl chloride 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: 89.0%

3-Methylcyclohexa-1,4-diene-3-carboxylic acid (52457-01-9) → 3-methylcyclohexa-1,4-diene-3-carbonyl chloride (85215-58-3)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane; for 1h; Heating;

DOI:10.1021/jo049617f

Reference yield:

1,4-dihydrobenzoic acid (4794-04-1) → 3-methylcyclohexa-1,4-diene-3-carbonyl chloride (85215-58-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1 h / -78 - 20 °C

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

DOI:10.1021/acs.joc.1c02523

Reference yield: 97.0%

3-methylcyclohexa-1,4-diene-3-carbonyl chloride (85215-58-3) + benzylamine (100-46-9) → N-benzyl-1-methylcyclohexa-2,5-diene-1-carboxamide (502612-26-2)

Guidance literature:

With dmap; triethylamine; In dichloromethane; for 5h; Heating;

DOI:10.1039/b313932h

upstream raw materials:

3-Methylcyclohexa-1,4-diene-3-carboxylic acid

1,4-dihydrobenzoic acid

Downstream raw materials:

hex-5-enyl 3-methylcyclohexa-1,4-diene-3-carboxylate

1-Methyl-cyclohexa-2,5-dienecarboxylic acid benzhydryl ester

tert-butyl 3-methylcyclohexa-1,4-diene-3-carboxylate

benzyl 3-methylcyclohexa-1,4-diene-3-carboxylate