55270-71-8

Basic information

• Product Name: 2-Chloro-4'-hydroxybenzophenone
• Synonyms: 2-Chloro-4'-hydroxybenzophenone;2-Chlorophenyl-4-hydroxyphenyl-Methanone;Methanone,(2-chlorophenyl)(4-hydroxyphenyl)-;2-Chlorobenzoyl phenol;2-Chloro-4a€-hydroxybenzophenone
• CAS NO: 55270-71-8
• Molecular Formula: C₁₃H₉ClO₂
• Molecular Weight: 232.66236
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 55270-71-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 165°C
• Boiling Point: 346.9°Cat760mmHg
• Flash Point: 163.6°C
• Appearance: /
• Density: 1.307g/cm³
• Vapor Pressure: 2.78E-05mmHg at 25°C
• Refractive Index: 1.623
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• CAS DataBase Reference: 2-Chloro-4'-hydroxybenzophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4'-hydroxybenzophenone(55270-71-8)
• EPA Substance Registry System: 2-Chloro-4'-hydroxybenzophenone(55270-71-8)

Safety Data

• Hazardous Substances Data: 55270-71-8(Hazardous Substances Data)

Usage

Chemical Properties

Solid

Preparation

Preparation by Fries rearrangement of phenyl o-chloro-benzoate in the presence of aluminium chloride, without solvent for 2 h at 160° or in nitrobenzene at 60° (31%).

InChI:InChI=1/C13H9ClO2/c14-11-7-3-1-5-9(11)13(16)10-6-2-4-8-12(10)15/h1-8,15H

Upstream product

• 1095-03-0 triphenylborane 
• 609-65-4 o-chlorobenzoyl chloride 
• 54118-74-0 2-chloro-4'-methoxybenzophenone 
• 1174327-78-6 (2-chlorophenyl)(4-methoxyphenyl)methanol 
• 89-98-5 2-chloro-benzaldehyde 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 100-66-3 methoxybenzene 
• 118-91-2 ortho-chlorobenzoic acid 
• 108-95-2 phenol 
• 41998-16-7 phenyl 2-chlorobenzoate 

Downstream Products

• 83355-27-5 Acetic acid (2S,3R,4S,5R)-4,5-diacetoxy-2-[4-(2-chloro-benzoyl)-phenoxy]-tetrahydro-pyran-3-yl ester 
• 185606-03-5 (4-acetyloxyphenyl)-(2-chlorophenyl)-methanone 
• 83357-06-6 N-{(2S,3R,4R,5S,6R)-2-[4-(2-Chloro-benzoyl)-phenoxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-acetamide 
• 83354-73-8 (2-Chloro-phenyl)-[4-((2S,3R,4S,5R)-3,4,5-trihydroxy-tetrahydro-pyran-2-yloxy)-phenyl]-methanone 

Relevant articles and documents

Highly Enantioselective Cobalt-Catalyzed Hydroboration of Diaryl Ketones

A highly enantioselective cobalt-catalyzed hydroboration of diaryl ketones with pinacolborane was developed using chiral imidazole iminopyridine as a ligand to access chiral benzhydrols in good to excellent yields and ee. This protocol could be carried out in a gram scale under mild reaction conditions with good functional group tolerance. Chiral biologically active 3-substituted phthalide and (S)-neobenodine could be easily constructed through asymmetric hydroboration as a key step.

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.

Process for ring acylation of phenols

Mono- and poly-phenols and derivatives thereof are ring acylated by a Friedel-Crafts acylation reaction in which the hydroxy groups are protected by prior silylation.