3-(4-Chlorophenyl)-1,1,1-trifluoropropan-2-one

Base Information

• Chemical Name: 3-(4-Chlorophenyl)-1,1,1-trifluoropropan-2-one
• CAS No.: 79611-55-5
• Molecular Formula: C9H6ClF3O
• Molecular Weight: 222.594
• DSSTox Substance ID: DTXSID60568439
• Nikkaji Number: J3.195.593I
• Wikidata: Q82454690
• Mol file: 79611-55-5.mol

Synonyms:79611-55-5;3-(4-Chlorophenyl)-1,1,1-trifluoropropan-2-one;3-(4-CHLOROPHENYL)-1,1,1-TRIFLUORO-2-PROPANONE;MFCD03844189;3-(4-Chlorophenyl)-1,1,1-trifluoro-propan-2-one;p-chloro-phenyl-trifluoroacetone;SCHEMBL8799245;DTXSID60568439;AKOS010285942;AS-81835;CS-0268197;EN300-1928220;3-(p-Chlorophenyl)-1,1,1-trifluoro-2-propanone;A864830

Chemical Property of 3-(4-Chlorophenyl)-1,1,1-trifluoropropan-2-one

Chemical Property:

• Vapor Pressure: 0.117mmHg at 25°C
• Boiling Point: 219.7oC at 760 mmHg
• Flash Point: 86.7oC
• PSA: 17.07000
• Density: 1.355g/cm3
• LogP: 3.01390
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 222.0059270
• Heavy Atom Count: 14
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Chlorophenyl)-1,1,1-trifluoro-2-propanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1CC(=O)C(F)(F)F)Cl

Technology Process of 3-(4-Chlorophenyl)-1,1,1-trifluoropropan-2-one

There total 4 articles about 3-(4-Chlorophenyl)-1,1,1-trifluoropropan-2-one 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%

ethyl trifluoroacetate, (383-63-1) + 2-(4-chlorophenyl)-1-phenylethanone (6332-83-8) → benzoic acid ethyl ester (93-89-0,99341-95-4) + 3-(p-chlorophenyl)-1,1,1-trifluoro-2-propanone (79611-55-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 4h; Inert atmosphere; Reflux; Schlenk technique;

DOI:10.1021/jo400280p

Reference yield:

ethyl trifluoroacetate, (383-63-1) + 1-Chloro-4-(chloromethyl)benzene (104-83-6) → 3-(p-chlorophenyl)-1,1,1-trifluoro-2-propanone (79611-55-5)

Guidance literature:

1-Chloro-4-(chloromethyl)benzene; With magnesium; In diethyl ether;

ethyl trifluoroacetate,;

DOI:10.1002/ps.2780410312

Reference yield:

1-[2-bromo-3,3,3-trifluoro-1-propenyl]-4-chlorobenzene → 3-(p-chlorophenyl)-1,1,1-trifluoro-2-propanone (79611-55-5)

Guidance literature:

1-[2-bromo-3,3,3-trifluoro-1-propenyl]-4-chlorobenzene; With potassium tert-butylate; In N,N-dimethyl-formamide; at 0 - 20 ℃;

With hydrogen bromide; acetic acid; In water; N,N-dimethyl-formamide; at 20 ℃; for 48h;

DOI:10.1016/j.jfluchem.2008.06.014

upstream raw materials:

ethyl trifluoroacetate,

1-Chloro-4-(chloromethyl)benzene

2-(4-chlorophenyl)-1-phenylethanone

4-chlorobenzylmagnesium chloride

Downstream raw materials:

3-(4-Chlorophenyl)-1,1,1-trifluorohex-5-en-2-one

3-(4-Chlorophenyl)-1,1,1-trifluoro-2-propanone oxime

2-amino-4-trifluoromethyl-5-(4-chlorophenyl)thiophene trifluoroacetic acid salt

3-(4-chlorophenyl)-1,1,1-trifluoropropan-2-ol

Refernces

• 1、 Yang, Dongmei,Zhou, Yuhan,Xue, Na,Qu, Jingping. "Synthesis of trifluoromethyl ketones via tandem Claisen condensation and retro-Claisen C-C bond-cleavage reaction". . p. 4171 - 4176. Retrieved 2013/06/05.
• 2、 Kuhn, David G.,Kamhi, Victor M.,Furch, Joseph A.,Diehl, Robert E.,Lowen, Gregory T.,Kameswaran, Venkataraman. "The Synthesis of Pyrroles with Insecticidal Activity". . p. 279 - 286. Retrieved 2007/10/03.