176548-88-2

Basic information

• Product Name: 1-(3-chloro-5-methylphenyl)ethanone
• Synonyms: 1-(3-chloro-5-methylphenyl)ethanone
• CAS NO: 176548-88-2
• Molecular Weight: 168.623
• Mol File: 176548-88-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 264.7±28.0 °C(Predicted)
• Density: 1.130±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1-(3-chloro-5-methylphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-chloro-5-methylphenyl)ethanone(176548-88-2)
• EPA Substance Registry System: 1-(3-chloro-5-methylphenyl)ethanone(176548-88-2)

Safety Data

• Hazardous Substances Data: 176548-88-2(Hazardous Substances Data)

Usage

Physical state

Pale yellow to amber liquid

Odor

Strong, aromatic

Uses

a. Intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds
b. Manufacturing of fragrances and flavors
c. Solvent in various industrial processes

Potential properties

a. Antimicrobial
b. Anti-inflammatory

Applications

a. Medical and healthcare (due to potential antimicrobial and anti-inflammatory properties)

Upstream product

• 75-16-1 methylmagnesium bromide 
• 189161-09-9 3-chloro-5-methylbenzonitrile 

Relevant articles and documents

Cyanation of arenes via iridium-catalyzed borylation

We report a method to conduct one-pot meta cyanation of arenes by iridium-catalyzed C-H borylation and copper-mediated cyanation of the resulting arylboronate esters. This process relies on a method to conduct the cyanation of arylboronic esters, and conditions for this new transformation are reported. Conditions for the copper-mediated cyanation of arylboronic acids are also reported. By the resulting sequence of borylation and cyanation, 1,3-disubstituted and 1,2,3-trisubstituted arenes and heteroarenes containing halide, ketone, ester, amide, and protected alcohol functionalities are converted to the corresponding meta-substituted aryl nitriles. The utility of this methodology is demonstrated through the conversion of a protected 2,6-disubstituted phenol to 4-cyano-2,6-dimethylphenol, which is an intermediate in the synthesis of the pharmaceutical etravirine. The utility of the method is further demonstrated by the conversion of 3-chloro-5-methylbenzonitrile, produced through the one-pot C-H borylation and cyanation sequence, to the corresponding 3,5-disubstituted aldehydes, ketones, amides, carboxylic acids, tetrazoles, and benzylamines.