Methyl 3-(chlorocarbonyl)cyclohexanecarboxylate

Base Information

• Chemical Name: Methyl 3-(chlorocarbonyl)cyclohexanecarboxylate
• CAS No.: 25090-40-8
• Molecular Formula: C₉H₁₃ClO₃
• Molecular Weight: 204.653
• DSSTox Substance ID: DTXSID101241729
• Mol file: 25090-40-8.mol

Synonyms:Methyl 3-(chlorocarbonyl)cyclohexanecarboxylate;SCHEMBL12265848;DTXSID101241729;25090-40-8

Chemical Property of Methyl 3-(chlorocarbonyl)cyclohexanecarboxylate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 204.0553220
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1CCCC(C1)C(=O)Cl

Technology Process of Methyl 3-(chlorocarbonyl)cyclohexanecarboxylate

There total 3 articles about Methyl 3-(chlorocarbonyl)cyclohexanecarboxylate 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:

cis-1,3-cyclohexanedicarboxylic acid monoester (25090-39-5,227783-07-5) → 3-Carbomethoxy-cyclohexan-1-carbonylchlorid (25090-40-8)

Guidance literature:

With thionyl chloride;

DOI:10.1021/jo00281a043

Reference yield:

dimethyl cyclohexane-1,3-dicarboxylate (62638-06-6) → 3-Carbomethoxy-cyclohexan-1-carbonylchlorid (25090-40-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / water, Ba(OH)2

2: SOCl₂

With barium dihydroxide; thionyl chloride; water;

DOI:10.1021/jo00281a043

Reference yield:

→ 3-Carbomethoxy-cyclohexan-1-carbonylchlorid (25090-40-8)

Guidance literature:

Monoester (5), Thionylchlorid;

DOI:10.1021/jo00833a040

upstream raw materials:

cis-1,3-cyclohexanedicarboxylic acid monoester

dimethyl cyclohexane-1,3-dicarboxylate

Downstream raw materials:

tert-butyl 3-((tosyloxy)methyl)cyclohexanecarboxylate

tert-butyl 3-(hydroxymethyl)cyclohexanecarboxylate

tert-butyl 3-(iodomethyl)cyclohexanecarboxylate

tert-butyl 3-methylenecyclohexanecarboxylate