1-(4-Chlorophenyl)-2,2,2-trifluoroethanone

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-2,2,2-trifluoroethanone
• CAS No.: 321-37-9
• Molecular Formula: C8H4ClF3O
• Molecular Weight: 208.567
• Hs Code.: 29147000
• European Community (EC) Number: 626-800-5
• NSC Number: 405747
• DSSTox Substance ID: DTXSID2059807
• Nikkaji Number: J758.121A
• Wikidata: Q72460039
• Mol file: 321-37-9.mol

Synonyms:321-37-9;1-(4-chlorophenyl)-2,2,2-trifluoroethanone;4'-Chloro-2,2,2-trifluoroacetophenone;1-(4-chlorophenyl)-2,2,2-trifluoroethan-1-one;2,2,2-Trifluoro-4'-chloroacetophenone;Ethanone, 1-(4-chlorophenyl)-2,2,2-trifluoro-;MFCD00018686;1-(4-Chlorophenyl)-2,2,2-trifluoro-ethanone;NSC405747;4-Chloro-alpha,alpha,alpha-trifluoroacetophenone;SCHEMBL978677;DTXSID2059807;OMEGA,OMEGA,OMEGA-TRIFLUORO-P-CHLORO ACETOPHENONE;BDBM108235;AMY18972;CK2589;STL444354;4-Chloro-A,A,A-trifluoroacetophenone;AKOS009157676;NSC 405747;NSC-405747;AS-65301;Acetophenone, 4'-chloro, 2,2,2-trifluoro;C1738;CS-0097747;FT-0631952;EN300-56242;4'-Chloro-2,2,2-trifluoroacetophenone, 99%;1-(4-chloro-phenyl)-2,2,2-trifluoro-ethanone;4'-Chloro-alpha,alpha,alpha-trifluoroacetophenone;A821171;J-503274;1‐(4‐chlorophenyl)‐2,2,2‐trifluoroethanone (Hit 3)

Chemical Property of 1-(4-Chlorophenyl)-2,2,2-trifluoroethanone

Chemical Property:

• Vapor Pressure: 0.127mmHg at 25°C
• Melting Point: 24-26 °C(lit.)
• Refractive Index: n20/D 1.489(lit.)
• Boiling Point: 218.3 °C at 760 mmHg
• Flash Point: 85.9 °C
• PSA: 17.07000
• Density: 1.396 g/cm³
• LogP: 3.08500
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 207.9902769
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

98%,99%, ^*data from raw suppliers

4'-Chloro-2,2,2-trifluoroacetophenone >97.0%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 1-(4-Chlorophenyl)-2,2,2-trifluoroethanone

There total 41 articles about 1-(4-Chlorophenyl)-2,2,2-trifluoroethanone 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: 97.0%

1-(4-chlorophenyl)-2,2,2-trifluoroethanol (72487-06-0,80418-11-7,446-66-2) → 4'-chloro-2,2,2-trifluoroacetophenone (321-37-9)

Guidance literature:

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In ethyl acetate; for 22h; Reflux;

DOI:10.1016/j.tetlet.2013.06.045

Reference yield: 90.0%

2,2-difluoro-1-(4'-chloro-phenyl)-1-trimethylsiloxyethene (243845-56-9) → 4'-chloro-2,2,2-trifluoroacetophenone (321-37-9)

Guidance literature:

With Selectfluor; In dichloromethane; acetonitrile; at -78 - 0 ℃;

DOI:10.1016/S0022-1139(03)00039-3

Reference yield: 90.0%

Methyl 4-chlorobenzoate (1126-46-1) + (trifluoromethyl)trimethylsilane (81290-20-2) → 4'-chloro-2,2,2-trifluoroacetophenone (321-37-9)

Guidance literature:

Methyl 4-chlorobenzoate; (trifluoromethyl)trimethylsilane; With tetrabutylammonium acetate; In toluene; at 0 - 20 ℃; for 1h;

With hydrogenchloride; In tetrahydrofuran; toluene; for 16h;

DOI:10.1246/bcsj.79.1133

upstream raw materials:

(4-chlorphenyl)magnesium bromide

trifluoroacetic acid

trifluoracetyl chloride

chlorobenzene

Downstream raw materials:

1-(4-chlorophenyl)-2,2,2-trifluoroethanol

4-chlorophenyl trifluoroacetate

(R)-2-(4-chlorophenyl)-1,1,1-trifluoro-3-nitropropan-2-ol

1-(4-chlorophenyl)-2,2,2-trifluoro-1-(1H-indole-3-yl)ethanol

Refernces

• 1、 Bao, Robert Li-Yuan,Fu, Kang,Shi, Lei. "Highly enantioselective construction of CF3-bearing all-carbon quaternary stereocenters: Hiral spiro-fused bisoxazoline ligands with 1,1′-binaphthyl sidearm for asymmetric Michael-type Friedel-Crafts reaction". supporting information. . Retrieved 2021/11/27.
• 2、 Berkowitz, David B.,Kudalkar, Gaurav P.,Lee, Joshua D.,Tiwari, Virendra K.. "A Hammett Study of Clostridium acetobutylicum Alcohol Dehydrogenase (CaADH): An Enzyme with Remarkable Substrate Promiscuity and Utility for Organic Synthesis". supporting information. p. 237 - 247. Retrieved 2020/02/18.