2,2,2,2'-Tetrafluoroacetophenone

Base Information

• Chemical Name: 2,2,2,2'-Tetrafluoroacetophenone
• CAS No.: 124004-75-7
• Molecular Formula: C8H4F4O
• Molecular Weight: 192.113
• Hs Code.: 2914700090
• Mol file: 124004-75-7.mol

Synonyms:2-Fluorophenyltrifluoromethyl ketone;2,2,2-trifluoro-1-(2-fluorophenyl)ethanone;Ethanone, 2,2,2-trifluoro-1-(2-fluorophenyl)-;

Chemical Property of 2,2,2,2'-Tetrafluoroacetophenone

Chemical Property:

• Boiling Point: 166.7 °C at 760 mmHg
• Flash Point: 59.8 °C
• PSA: 17.07000
• Density: 1.357 g/cm³
• LogP: 2.57070

Purity/Quality:

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

2,2,2-Trifluoro-1-(2-fluorophenyl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,2,2,2'-Tetrafluoroacetophenone

There total 3 articles about 2,2,2,2'-Tetrafluoroacetophenone 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: 84.0%

α-(trifluoromethyl)-2-fluorobenzenemethanol (124004-74-6) → α,α,α-trifluoro-2-fluoroacetophenone (124004-75-7)

Guidance literature:

With potassium dichromate; sulfuric acid; In water; for 72h;

DOI:10.1007/s11172-014-0733-1

Reference yield: 71.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + 2-Fluorobenzoyl chloride (393-52-2) → α,α,α-trifluoro-2-fluoroacetophenone (124004-75-7)

Guidance literature:

(trifluoromethyl)trimethylsilane; With silver(I) fluoride; at 20 ℃; for 2h;

2-Fluorobenzoyl chloride; With dmap; In dichloromethane; at 20 ℃; for 48h; Further stages.;

DOI:10.1016/j.jfluchem.2007.06.009

Reference yield:

2-Fluorobenzaldehyde (446-52-6) → α,α,α-trifluoro-2-fluoroacetophenone (124004-75-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 46 percent / Zn / pyridine / 4 h / 1520 - 2660 Torr

2: 65 percent / potassium dichromate, concd. H₂SO₄ / acetic acid; H₂O / 72 h

With potassium dichromate; sulfuric acid; zinc; In pyridine; water; acetic acid;

upstream raw materials:

α-(trifluoromethyl)-2-fluorobenzenemethanol

2-Fluorobenzaldehyde

(trifluoromethyl)trimethylsilane

2-Fluorobenzoyl chloride

Downstream raw materials:

(S)-2,2,2-trifluoro-1-<2-<2-(methoxymethyl)-1-pyrrolidinyl>phenyl>ethanone

(R)-2,2,2-trifluoro-1-<2-(2-methyl-1-pyrrolidinyl)phenyl>ethanone

C₈H₃ClF₄O₃S

C₈H₅ClF₄O₄S

Refernces

• 1、 Kelly, Christopher B.,Mercadante, Michael A.,Hamlin, Trevor A.,Fletcher, Madison H.,Leadbeater, Nicholas E.. "Oxidation of α-trifluoromethyl alcohols using a recyclable oxoammonium salt". . p. 8131 - 8141. Retrieved 2013/01/15.
• 2、 Nijhuis, W. H. N.,Verboom, W.,Harkema, S.,Reinhoudt, D. N.. "The "tert-amino effect" in heterocyclic chemistry: synthesis of 3,1-benzoxazines and 3,1-benzothiazines". . p. 147 - 160. Retrieved 2007/10/02.