Methyl 3-(chlorocarbonyl)-2,2-dimethylcyclopropane-1-carboxylate

Base Information

• Chemical Name: Methyl 3-(chlorocarbonyl)-2,2-dimethylcyclopropane-1-carboxylate
• CAS No.: 76842-28-9
• Molecular Formula: C₈H₁₁ClO₃
• Molecular Weight: 190.627
• DSSTox Substance ID: DTXSID50554366
• Mol file: 76842-28-9.mol

Synonyms:76842-28-9;SCHEMBL11134886;DTXSID50554366;Methyl 3-(chlorocarbonyl)-2,2-dimethylcyclopropane-1-carboxylate;Cyclopropanecarboxylic acid,3-(chlorocarbonyl)-2,2-dimethyl-,methyl ester(9ci)

Chemical Property of Methyl 3-(chlorocarbonyl)-2,2-dimethylcyclopropane-1-carboxylate

Chemical Property:

• PSA: 43.37000
• LogP: 1.19700
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.0396719
• Heavy Atom Count: 12
• Complexity: 235

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(C1C(=O)Cl)C(=O)OC)C

Technology Process of Methyl 3-(chlorocarbonyl)-2,2-dimethylcyclopropane-1-carboxylate

There total 2 articles about Methyl 3-(chlorocarbonyl)-2,2-dimethylcyclopropane-1-carboxylate 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: 96.0%

(+/-)-(1R,2S)-2-(methoxycarbonyl)-3,3-dimethyl-1-cyclopropanecarboxylic acid (27335-35-9,27335-36-0,67911-25-5,76842-27-8,81831-72-3,81873-49-6,81873-51-0,81938-58-1,83542-42-1) → (1R,3S)-3-Chlorocarbonyl-2,2-dimethyl-cyclopropanecarboxylic acid methyl ester (76842-28-9,120591-67-5)

Guidance literature:

With thionyl chloride; for 0.5h;

Reference yield:

→ (+/-)-3t-chlorocarbonyl-2,2-dimethyl-cyclopropane-r-carboxylic acid methyl ester (76842-28-9,120591-67-5)

Guidance literature:

With thionyl chloride;

DOI:10.1002/jsfa.2740020908

Reference yield: 89.0%

(1R,3S)-3-Chlorocarbonyl-2,2-dimethyl-cyclopropanecarboxylic acid methyl ester (76842-28-9,120591-67-5) → methyl (+/-)-cis-3-formyl-2,2-dimethyl-1-cyclopropanecarboxylate (26770-99-0,27335-33-7,27335-34-8,41301-44-4,51424-62-5,55701-02-5,62138-41-4,67968-42-7,84710-48-5)

Guidance literature:

With hydrogen; sodium acetate; palladium on activated charcoal; In acetone; for 0.666667h; under 1241.2 Torr; Ambient temperature;

upstream raw materials:

(+/-)-(1R,2S)-2-(methoxycarbonyl)-3,3-dimethyl-1-cyclopropanecarboxylic acid

Downstream raw materials:

methyl (+/-)-cis-3-formyl-2,2-dimethyl-1-cyclopropanecarboxylate