70288-96-9

Basic information

• Product Name: (2-CHLOROPHENYL)(2-HYDROXYPHENYL)METHANONE
• Synonyms: (2-CHLOROPHENYL)(2-HYDROXYPHENYL)METHANONE
• CAS NO: 70288-96-9
• Molecular Formula: C₁₃H₉ClO₂
• Molecular Weight: 232.66
• Mol File: 70288-96-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 92°C
• Appearance: /
• CAS DataBase Reference: (2-CHLOROPHENYL)(2-HYDROXYPHENYL)METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: (2-CHLOROPHENYL)(2-HYDROXYPHENYL)METHANONE(70288-96-9)
• EPA Substance Registry System: (2-CHLOROPHENYL)(2-HYDROXYPHENYL)METHANONE(70288-96-9)

Safety Data

• Hazardous Substances Data: 70288-96-9(Hazardous Substances Data)

Usage

Preparation

Obtained by total dealkylation of 5-tert-butyl-2?-chloro- 2-methoxybenzophenone with aluminium chloride in benzene at 65–70° for 45 h (60–80%).

Upstream product

• 57999-46-9 2-(tetrahydropyran-2-yloxy)phenyl bromide 
• 95-56-7 2-hydroxybromobenzene 
• 5162-03-8 (2-chlorophenyl)(phenyl)methanone 
• 103573-58-6 5-tert-butyl-2'-chloro-2-methoxy-benzophenone 

Downstream Products

• 90-47-1 xanth-9-one 
• 62665-92-3 C₁₇H₁₆ClNO₃ 

Relevant articles and documents

Asymmetric Transfer Hydrogenation of o-Hydroxyphenyl Ketones: Utilizing Directing Effects That Optimize the Asymmetric Synthesis of Challenging Alcohols

A systematic range of o-hydroxyphenyl ketones were reduced under asymmetric transfer hydrogenation conditions using the C3-tethered catalyst 2. Two directing effects, i.e., an o-hydroxyphenyl coupled to a bulky aromatic on the opposite side of the ketone substrate, combine in a matched manner to deliver reduction products with very high enantiomeric excess.

Ruthenium-Catalyzed Direct Asymmetric Reductive Amination of Diaryl and Sterically Hindered Ketones with Ammonium Salts and H2

A Ru-catalyzed direct asymmetric reductive amination of ortho-OH-substituted diaryl and sterically hindered ketones with ammonium salts is reported. This method represents a straightforward route toward the synthesis of synthetically useful chiral primary diarylmethylamines and sterically hindered benzylamines (up to 97 % yield, 93–>99 % ee). Elaborations of the chiral amine products into bioactive compounds and a chiral ligand were demonstrated through manipulation of the removable and convertible -OH group.

Broadening the catalyst and reaction scope of regio- and chemoselective C-H oxygenation: A convenient and scalable approach to 2-acylphenols by intriguing Rh(ii) and Ru(ii) catalysis

A unique Rh(ii) and Ru(ii) catalyzed C-H oxygenation of aryl ketones and other arenes has been developed for the facile synthesis of diverse functionalized phenols. The reaction demonstrates excellent reactivity, regio- and chemoselectivity, good functional group compatibility and high yields. The practicality of this method has been proved by gram-scale synthesis of a few different 2-acylphenols. Its utility has been well exemplified in further applications in heterocycle synthesis and direct modifications of drug Fenofibrate.