2,2-Dichlorocyclopropanecarbonyl chloride

Base Information

• Chemical Name: 2,2-Dichlorocyclopropanecarbonyl chloride
• CAS No.: 5365-15-1
• Molecular Formula: C₄H₃Cl₃O
• Molecular Weight: 173.426
• DSSTox Substance ID: DTXSID20513384
• Mol file: 5365-15-1.mol

Synonyms:2,2-Dichlorocyclopropanecarbonyl chloride;5365-15-1;2,2-Dichlorocyclopropane-1-carbonyl chloride;2,2-dichlorocyclopropanecarboxylic acid chloride;SCHEMBL5117376;DTXSID20513384;OJJYTODFFFMXNA-UHFFFAOYSA-N;AKOS006229645;FT-0716464

Chemical Property of 2,2-Dichlorocyclopropanecarbonyl chloride

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 171.924948
• Heavy Atom Count: 8
• Complexity: 131

Purity/Quality:

99%min. ^*data from raw suppliers

2,2-Dichlorocyclopropanecarbonyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C1(Cl)Cl)C(=O)Cl

Technology Process of 2,2-Dichlorocyclopropanecarbonyl chloride

There total 2 articles about 2,2-Dichlorocyclopropanecarbonyl 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: 90.0%

2,2-dichlorocyclopropanecarboxylic acid (5365-14-0) → 2,2-dichloro-1-cyclopropanecarboxylic acid chloride (5365-15-1)

Guidance literature:

With phosphorus pentachloride; In tetrachloromethane; for 1h; Heating;

DOI:10.1055/s-1982-29773

Reference yield:

→ 2,2-dichloro-1-cyclopropanecarboxylic acid chloride (5365-15-1)

Guidance literature:

Saeure (13C), SOCl2;

Reference yield: 86.0%

2,2-dichloro-1-cyclopropanecarboxylic acid chloride (5365-15-1) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 1-Benzoyl-2,2-dichlorocyclopropane (56058-22-1)

Guidance literature:

With aluminium trichloride; In tetrachloromethane; for 1h;

upstream raw materials:

2,2-dichlorocyclopropanecarboxylic acid

Downstream raw materials:

2,2-dichlorocyclopropyl methyl ketone

1-Benzoyl-2,2-dichlorocyclopropane

1-(4-methoxybenzoyl)-2,2-dichlorocyclopropane

2,2-dichlorocyclopropanecarboxamide

Refernces

• 1、 DeWeese, F. Thane,Minter, David E.,Nosovitch, John T.,Rudel, Michael G.. "REGIOSPECIFICITY IN THE NUCLEOPHILIC RING OPENING REACTIONS OF gem-DICHLOROCYCLOPROPYLCARBINYL CATIONS". . p. 239 - 244. Retrieved 2007/10/02.
• 2、 Kulinkovich, O.G.,Tishchenko, I.G.,Masalov, N.V.. "CONVENIENT METHOD FOR THE PRODUCTION OF 2,2-DICHLOROCYCLOPROPYL ALKYL AND ARYL KETONES". . p. 859 - 862. Retrieved 2007/10/02.