5-bromo-2-trifluoromethylbenzoic acid

Base Information

• Chemical Name: 5-bromo-2-trifluoromethylbenzoic acid
• CAS No.: 654-97-7
• Molecular Formula: C8H4BrF3O2
• Molecular Weight: 269.018
• Hs Code.: 2916399090
• Mol file: 654-97-7.mol

Synonyms:5-Bromo-2-(trifluoromethyl)benzoic acid;

Chemical Property of 5-bromo-2-trifluoromethylbenzoic acid

Chemical Property:

• Melting Point: 86-87 °C
• Boiling Point: 308.2±42.0 °C(Predicted)
• PKA: 2.84±0.36(Predicted)
• PSA: 37.30000
• Density: 1.773±0.06 g/cm3(Predicted)
• LogP: 3.16610
• Storage Temp.: 2-8°C

Purity/Quality:

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

5-Bromo-2-(trifluoromethyl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-bromo-2-trifluoromethylbenzoic acid

There total 4 articles about 5-bromo-2-trifluoromethylbenzoic acid 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: 95.0%

5-bromo-2-trifluoromethylbenzoic acid methyl ester (842136-32-7) → 5-bromo-2-(trifluoromethyl)benzoic acid (654-97-7)

Guidance literature:

With water; lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;

Reference yield: 82.0%

2,5-dibromobenzoic acid (610-71-9) + trifluoromethylcopper(I) (77152-08-0) → 5-bromo-2-(trifluoromethyl)benzoic acid (654-97-7)

Guidance literature:

With triethylamine tris(hydrogen fluoride); In N,N-dimethyl-formamide; at 23 ℃; for 0.166667h; Inert atmosphere;

DOI:10.1021/jo401423h

Reference yield:

5-bromo-2-iodo-benzoic acid methyl ester (181765-86-6) → 5-bromo-2-(trifluoromethyl)benzoic acid (654-97-7)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(I) bromide / 1-methyl-pyrrolidin-2-one / 5 h / 100 °C

2: lithium hydroxide; water / tetrahydrofuran / 3 h / 20 °C

With water; copper(I) bromide; lithium hydroxide; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one;

upstream raw materials:

5-bromo-2-trifluoromethylbenzoic acid methyl ester

2,5-dibromobenzoic acid

trifluoromethylcopper(I)

5-bromo-2-iodo-benzoic acid methyl ester

Downstream raw materials:

C₈H₃BrClF₃O

5-bromo-2-(trifluoromethyl)benzamide

Refernces

• 1、 Lishchynskyi, Anton,Novikov, Maxim A.,Martin, Eddy,Escudero-Adan, Eduardo C.,Novak, Petr,Grushin, Vladimir V.. "Trifluoromethylation of aryl and heteroaryl halides with fluoroform-derived CuCF3: Scope, limitations, and mechanistic features". . p. 11126 - 11146. Retrieved 2013/12/04.