Chlorodifluoroacetyl chloride

Base Information

• Chemical Name: Chlorodifluoroacetyl chloride
• CAS No.: 354-24-5
• Molecular Formula: C2Cl2F2O
• Molecular Weight: 148.924
• Hs Code.: 2915900090
• European Community (EC) Number: 206-551-5
• DSSTox Substance ID: DTXSID1059864
• Nikkaji Number: J193.826F
• Wikidata: Q81988975
• Mol file: 354-24-5.mol

Synonyms:Chlorodifluoroacetyl chloride;354-24-5;2-chloro-2,2-difluoroacetyl chloride;chloro(difluoro)acetyl chloride;Acetyl chloride, chlorodifluoro-;Chlorodifluoroacetylchloride;Acetyl chloride,2-chloro-2,2-difluoro-;EINECS 206-551-5;MFCD00039317;Acetyl chloride, 2-chloro-2,2-difluoro-;C2Cl2F2O;SCHEMBL19397;C2-Cl2-F2-O;DTXSID1059864;BBL015053;AKOS005173359;FS-4404;FT-0623648

Chemical Property of Chlorodifluoroacetyl chloride

Chemical Property:

• Appearance/Colour: Colorless volatile liquid with pungent odor.
• Vapor Pressure: 627mmHg at 25°C
• Melting Point: 20 ºC
• Refractive Index: 1.378
• Boiling Point: 30.1 °C at 760 mmHg
• PSA: 17.07000
• Density: 1.612 g/cm³
• LogP: 1.58340
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 147.9294263
• Heavy Atom Count: 7
• Complexity: 91.7

Purity/Quality:

99%, ^*data from raw suppliers

Chlorodifluoroacetyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 20-35-37
• Safety Statements: 9-26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=O)(C(F)(F)Cl)Cl
• Uses: Chlorodifluoroacetyl Chloride (CAS# 354-24-5) is used in the preparation of chlorodifluoroacetylchloride and its derivatives and has application in in medicine and pesticides.

Technology Process of Chlorodifluoroacetyl chloride

There total 16 articles about Chlorodifluoroacetyl 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: 93.0%

1,1-difluorotetrachloroethane (76-11-9) → chlordifluoroacetyl chloride (354-24-5)

Guidance literature:

Reference yield: 26.0%

2-chloro-2,2-difluoroacetic acid (76-04-0) → chlordifluoroacetyl chloride (354-24-5)

Guidance literature:

With phosphorus pentachloride; at 35 - 60 ℃;

DOI:10.1002/ejoc.200600146

Reference yield:

1,1'-dichloro-2,2'-difluoroethene (79-35-6) → phosgene (75-44-5) + Carbonyl fluoride (353-50-4) + chlordifluoroacetyl chloride (354-24-5) + 1,1-dichlorodifluoroethene epoxide (22940-91-6)

Guidance literature:

With oxygen; Nitrogen dioxide; at -15.9 ℃; under 18.4 Torr; Further byproducts given. Title compound not separated from byproducts; further temp., further pressure;

DOI:10.1016/S0022-1139(00)82372-6

upstream raw materials:

difluoroethanol

1,3-dichloro-1,1,3,3-tetrafluoro-propan-2-one

2-chloro-2,2-difluoroacetic acid

3-Chloro-3-(chloro-difluoro-methyl)-4,4-difluoro-2-trifluoromethyl-[1,2]oxazetidine

Downstream raw materials:

4-chloro-4,4-difluoro-3-oxo-butyric acid ethyl ester

5-chlorothiophene-2-carbonyl chloride

2-chloro-2,2-difluoroacetic acid

1-chloro-4-ethoxy-1,1-difluoro-3-buten-2-one

Refernces

• 1、 Ramos, Luis A.,Ulic, Sonia E.,Romano, Rosana M.,Vishnevskiy, Yury V.,Mitzel, Norbert W.,Beckers, Helmut,Willner, Helge,Tong, Shengrui,Ge, Maofa,Vedova, Carlos O. Della. "Chlorodifluoroacetyl isothiocyanate, ClF2CC(O)NCS: Preparation and structural and spectroscopic studies". . p. 5597 - 5606. Retrieved 2013.
• 2、 Chow et al.. "". . p. 2491. Retrieved 1969.
• 3、 Ramos, Luis A.,Zeng, Xiaoqing,Ulic, Sonia E.,Beckers, Helmut,Willner, Helge,Della Vedova, Carlos O.. "Chlorodifluoroacetyl azide, ClF2CC(O)N3: Preparation, properties, and decomposition". . p. 6456 - 6462. Retrieved 2012.
• 4、 Bock, Leonard,Schulthei?, Stefanie K.,Maschauer, Simone,Lasch, Roman,Gradl, Susanne,Prante, Olaf,Zard, Samir Z.,Heinrich, Markus R.. "Synthesis of 2-(Chlorodifluoromethyl)indoles for Nucleophilic Halogen Exchange with [18F]Fluoride". supporting information. p. 6258 - 6262. Retrieved 2021/12/17.
• 5、 -. "Synthesis production process of difluorochloroacetic acid". Paragraph 0015-0021. . Retrieved 2017/05/10.