61002-52-6

Basic information

• Product Name: 3-Chloro-4'-hydroxybenzophenone
• Synonyms: (3-Chlorophenyl)(4-hydroxyphenyl)Methanone;4-(3-chlorobenzoyl)phenol;3-Chloro-4a€-hydroxybenzophenone
• CAS NO: 61002-52-6
• Molecular Formula: C₁₃H₉ClO₂
• Molecular Weight: 232.66236
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 61002-52-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 172°C
• Appearance: /
• CAS DataBase Reference: 3-Chloro-4'-hydroxybenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Chloro-4'-hydroxybenzophenone(61002-52-6)
• EPA Substance Registry System: 3-Chloro-4'-hydroxybenzophenone(61002-52-6)

Safety Data

• Hazardous Substances Data: 61002-52-6(Hazardous Substances Data)

Usage

Chemical Properties

Solid

Preparation

Preparation by Fries rearrangement of phenyl m-chloro-benzoate, ? in the presence of aluminium chloride without solvent at 120° or at 160°; ? in the presence of Nafion-H, a polymeric perfluorinated resin sulfonic acid, in refluxing nitrobenzene for 12 h (54%).

Upstream product

• 41998-17-8 phenyl 3-chlorobenzoate 
• 766-83-6 m-chlorophenylacetylene 
• 106-51-4 p-benzoquinone 
• 535-80-8 3-chlorobenzoate 
• 100-66-3 methoxybenzene 
• 618-46-2 m-Chlorobenzoyl chloride 
• 13389-51-0 (3-chlorophenyl)(4-methoxyphenyl)methanone 
• 1095-03-0 triphenylborane 
• 108-95-2 phenol 
• 784-41-8 2-amino-5-chloro-4'-hydroxy-benzophenone 
• 63503-60-6 3-chlorophenylboronic acid 
• 123-08-0 4-hydroxy-benzaldehyde 

Downstream Products

• 670221-38-2 [4-(3-chloro-benzoyl)-phenoxy]-acetic acid ethyl ester 
• 185606-02-4 (4-acetyloxyphenyl)-(3-chlorophenyl)-methanone 

Relevant articles and documents

Visible Light-Mediated [2 + 2] Cycloaddition Reactions of 1,4-Quinones and Terminal Alkynes

A single-step synthesis of 4-hydroxy-functionalized bi-aryl and aryl/alkyl ketones via oxidative coupling of terminal alkynes with benzoquinones is reported. Furthermore, with naphthoquinones, owing to the cross-resonance of carbonyl with the aromatic ring, alkene-alkyne cycloaddition is more favored to give four-membered carbocyclic adducts, thereby precluding the requirement of preactivated alkynes.

Tandem catalysis: Access to ketones from aldehydes and arylboronic acids via rhodium-catalyzed addition/oxidation

Direct cross-coupling reactions of aromatic aldehydes with arylboronic acids afforded ketones in high yields and under mild conditions in the presence of a rhodium catalyst, acetone and a base. This new reaction, involving a formal aldehyde C-H bond activation, is believed to proceed via a tandem process involving addition of the organometallic species to the aldehyde followed by oxidation by β-hydride transfer.

Synthesis and structure-activity relationships of benzophenone hydrazone derivatives with insecticidal activity

A broad range of benzophenone hydrazone derivatives was prepared and tested against selected chewing insect pests, allowing the analysis of structure-activity relationships. Good activity was found only when the aromatic rings were substituted at the 4-positions with an halogen atom and a triflate or perhaloalkoxy group. In contrast, a number of substituents on the hydrazone part led to active compounds, the best results being achieved with acyl-type substituents. The excellent laboratory and greenhouse activity of the best representatives was confirmed in semi-field trials against Spodoptera littoralis. ° 2001 Society of Chemical Industry.