3',4'-Dichloro-2,2,2-trifluoroacetophenone

Base Information

• Chemical Name: 3',4'-Dichloro-2,2,2-trifluoroacetophenone
• CAS No.: 125733-43-9
• Molecular Formula: C8H3Cl2F3O
• Molecular Weight: 243.01
• Hs Code.: 2914700090
• European Community (EC) Number: 675-517-3
• DSSTox Substance ID: DTXSID10374229
• Wikidata: Q72468441
• Mol file: 125733-43-9.mol

Synonyms:125733-43-9;3',4'-Dichloro-2,2,2-trifluoroacetophenone;1-(3,4-dichlorophenyl)-2,2,2-trifluoroethanone;1-(3,4-dichlorophenyl)-2,2,2-trifluoroethan-1-one;MFCD01319995;Ethanone, 1-(3,4-dichlorophenyl)-2,2,2-trifluoro-;1-(3,4-dichloro-phenyl)-2,2,2-trifluoro-ethanone;SCHEMBL1466166;DTXSID10374229;YWBUNUGOMAFWHQ-UHFFFAOYSA-N;AKOS005259537;AB08945;FS-5511;CS-0268723;E98613;EN300-1936464;A889960;3',4'-dichloro-2,2,2-trifluoroacetophenone, AldrichCPR

Chemical Property of 3',4'-Dichloro-2,2,2-trifluoroacetophenone

Chemical Property:

• Boiling Point: 269.2 °C at 760 mmHg
• Flash Point: 116.6 °C
• PSA: 17.07000
• Density: 1.506 g/cm³
• LogP: 3.73840
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 241.9513046
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%min ^*data from raw suppliers

1-(3,4-Dichlorophenyl)-2,2,2-trifluoroethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)C(F)(F)F)Cl)Cl
• Uses: 1-(3,4-Dichlorophenyl)-2,2,2-trifluoroethanone is used as a reactant in organic synthesis.

Technology Process of 3',4'-Dichloro-2,2,2-trifluoroacetophenone

There total 6 articles about 3',4'-Dichloro-2,2,2-trifluoroacetophenone 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: 98.0%

1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethanol (106044-11-5) → 1-(3,4-dichlorophenyl)-2,2,2-trifluoroethan-1-one (125733-43-9)

Guidance literature:

1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethanol; With 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate; In dichloromethane; at 20 ℃; for 0.0833333h;

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; Sealed tube;

DOI:10.1039/c9cc04265b

Reference yield: 86.1%

→ 1-(3,4-dichlorophenyl)-2,2,2-trifluoroethan-1-one (125733-43-9)

Guidance literature:

With hydrogenchloride; water; at 80 ℃;

Reference yield: 72.0%

N-(trifluoroacetyl)piperidine (340-07-8) + 4-bromo-1,2-dichlorobenzene (18282-59-2) → 1-(3,4-dichlorophenyl)-2,2,2-trifluoroethan-1-one (125733-43-9)

Guidance literature:

4-bromo-1,2-dichlorobenzene; With iodine; magnesium; In tetrahydrofuran; for 2h; Heating;

N-(trifluoroacetyl)piperidine; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.bmc.2003.12.011

upstream raw materials:

N-(trifluoroacetyl)piperidine

4-bromo-1,2-dichlorobenzene

ethyl trifluoroacetate,

1-(3,5-dichloro-4-fluorophenyl)-2,2,2-trifluoroethanol

Downstream raw materials:

1,2-dichloro-4-(3,3,3-trifluoroprop-1-en-2-yl)benzene

Refernces

• 1、 Wiles, Rebecca J.,Phelan, James P.,Molander, Gary A.. "Metal-free defluorinative arylation of trifluoromethyl alkenes: Via photoredox catalysis". supporting information. p. 7599 - 7602. Retrieved 2019/07/05.
• 2、 Schenck, Hilary A.,Lenkowski, Paul W.,Choudhury-Mukherjee, Indrani,Ko, Seong-Hoon,Stables, James P.,Patel, Manoj K.,Brown, Milton L.. "Design, synthesis and evaluation of novel hydroxyamides as orally available anticonvulsants". . p. 979 - 993. Retrieved 2007/10/03.