2,2-Dimethylcyclopropanecarbonyl chloride

Base Information

• Chemical Name: 2,2-Dimethylcyclopropanecarbonyl chloride
• CAS No.: 50675-57-5
• Molecular Formula: C₆H₉ClO
• Molecular Weight: 132.59
• Hs Code.: 2916209090
• DSSTox Substance ID: DTXSID30451581
• Mol file: 50675-57-5.mol

Synonyms:2,2-Dimethylcyclopropanecarbonyl chloride;50675-57-5;2,2-dimethylcyclopropane-1-carbonyl Chloride;SCHEMBL3105678;DTXSID30451581;QQNQOWHUBGUGQI-UHFFFAOYSA-N;MFCD10703531;AKOS006303447;2,2-dimethylcyclopropanecarbonylchloride;2,2-dimethylcyclopropane-1-carbonylChloride;FT-0730508;EN300-248632;2,2-dimethylcyclopropanecarboxylic acid chloride

Chemical Property of 2,2-Dimethylcyclopropanecarbonyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 1.79790
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 132.0341926
• Heavy Atom Count: 8
• Complexity: 129

Purity/Quality:

99%, ^*data from raw suppliers

2,2-Dimethylcyclopropanecarbonylchloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC1C(=O)Cl)C

Technology Process of 2,2-Dimethylcyclopropanecarbonyl chloride

There total 8 articles about 2,2-Dimethylcyclopropanecarbonyl 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%

2,2-dimethylcyclopropane-1-carboxylic acid (75885-59-5,931-26-0) → dl-2,2-dimethylcyclopropane-1-carboxylic acid chloride (50675-57-5,89312-77-6,103554-20-7)

Guidance literature:

With thionyl chloride;

DOI:10.1021/jo01300a046

Reference yield:

rac-2,2-dimethylcyclopropanecarbonitrile (5722-11-2,157728-61-5) → dl-2,2-dimethylcyclopropane-1-carboxylic acid chloride (50675-57-5,89312-77-6,103554-20-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaOH / H₂O / 48 h / Heating

2: 89 percent / Thionyl chloride

With sodium hydroxide; thionyl chloride; In water;

DOI:10.1021/jo01300a046

Reference yield:

(R)-2,2-dimethylcyclopropanecarboxylic acid (28624-52-4,931-26-0) → dl-2,2-dimethylcyclopropane-1-carboxylic acid chloride (50675-57-5,89312-77-6,103554-20-7)

Guidance literature:

(R)-2,2-dimethylcyclopropanecarboxylic acid; With thionyl chloride; In hexane; for 2.5h; Reflux; Large scale;

at 135 - 140 ℃; for 3h; Inert atmosphere; Large scale;

DOI:10.1016/j.molcatb.2014.02.005

upstream raw materials:

2,2-dimethylcyclopropane-1-carboxylic acid

[(1RS)-2,2-dimethylcyclopropyl]methanol

3-methyl-2-buten-1-ol

rac-2,2-dimethylcyclopropanecarbonitrile

Downstream raw materials:

4,5-bis-benzyloxy-2-methyl-benzoic acid 2-(2,2-dimethyl-cyclopropanecarbonyloxy)-3-{1,1-dimethyl-2-[(tetrahydro-furan-3-carbonyl)-amino]-ethylamino}-propyl ester

(2,2-dimethyl-cyclopropyl)-[4-(3-methoxy-phenyl)-piperidin-1-yl]-methanone

N-(2-aminophenyl)-2,2-dimethylcyclopropanecarboxamide

1,2-bis(2,2-dimethylcyclopropyl-1-carbonylamino)benzene