152211-16-0

Basic information

• Product Name: Benzenemethanol, 2,6-bis(trifluoromethyl)-
• CAS NO: 152211-16-0
• Molecular Formula: C9H6F6O
• Molecular Weight: 244.136
• Mol File: 152211-16-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzenemethanol, 2,6-bis(trifluoromethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenemethanol, 2,6-bis(trifluoromethyl)-(152211-16-0)
• EPA Substance Registry System: Benzenemethanol, 2,6-bis(trifluoromethyl)-(152211-16-0)

Safety Data

• Hazardous Substances Data: 152211-16-0(Hazardous Substances Data)

Usage

Chemical compound

Benzenemethanol, 2,6-bis(trifluoromethyl)-

Also known as

2,6-Bis(trifluoromethyl)benzyl alcohol

Physical appearance

Colorless to pale yellow liquid

Primary use

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Other uses

Production of insecticides, fungicides, and herbicides

Properties

Potent antimicrobial and antifungal properties

Additional applications

Solvent in chemical and pharmaceutical industries

Safety precautions

Should be handled with caution to avoid irritation to skin, eyes, and respiratory system.

Upstream product

• 50-00-0 formaldehyd 
• 402-31-3 1,3-bis(trifluoromethyl)benzene 
• 24821-22-5 2,6-bis(trifluoromethyl)benzoic acid 
• 24821-24-7 2,6-bis(trifluoromethyl)benzoyl fluoride 

Downstream Products

• 862374-11-6 2,6-bis(trifluoromethyl)benzyl bromide 

Relevant articles and documents

THERAPEUTIC COMPOUNDS

The invention provides compounds of formula Ia′, Ib′, Ic′, and Id′: and pharmaceutically acceptable salts thereof, wherein the variables A, R6, R7, R8, R9, Rx, L, X, Y, and Z have the meaning as described herein. The compounds are useful for reducing endoplasmic reticulum stress and for producing analgesia in an animal.

KINASE INHIBITORS

ABSTRACT The present invention provides kinase inhibitors of Formula I: .

A site selective functionalisation of 1,3-bis(trifluoromethyl)benzene

1,3-Bis(trifluoromethyl)benzene was regioselectively metalated and subsequently carboxylated at position 2 to give 2,6- bis(trifluoromethyl)benzoic acid. Treatment of the acid with sulphur tetrafluoride gave 2,6-bis(trifluoromethyl)benzoyl fluoride which was readily convened to 2,6-bis(trifluoromethyl)benzyl alcohol and further to 2,6- bis(trifluoromethyl)benzaldehyde. Bromination of 2,6- bis(trifluoromethyl)benzoic acid with 1,1-dibromo-5,5-dimethylhydantoin proceeded regioselectively affording 4-bromo-2,6-bis(trifluoromethyl)benzoic acid almost quantitatively. The latter was fluorinated to the corresponding acid fluoride which on treatment with methanolic sodium methoxide gave 4- methoxy-2,6-bis(trifluoromethyl)benzoic acid or its methyl ester, depending on the reaction conditions. 4-Methoxy-2,6-bis(trifluoromethyl)benzoic acid, via its acid fluoride, was also transformed, first to the corresponding benzyl alcohol, then to the benzaldehyde. Lithiation of 4-methoxy-2,6- bis(triflouromethyl)benzoic acid, followed by methylation, proceeded with low selectivity, nevertheless, methyl 4-methoxy-3-methyl-2,6- bis(trifluoromethyl)benzoate was formed as the main product which was stepwise converted to 4-methoxy-3-methyl-2,6-bis(trifluoromethyl)benzyl alcohol and 4-methoxy-3-methyl-2,6-bis(trifluoromethyl) benzaldehyde, albeit in low total yield.