90110-32-0

Basic information

• Product Name: 5'-CHLORO-2',4'-DIHYDROXYACETOPHENONE
• Synonyms: 5'-CHLORO-2',4'-DIHYDROXYACETOPHENONE;IFLAB-BB F2108-0137;1-(5-CHLORO-2,4-DIHYDROXY-PHENYL)-ETHANONE;ETHANONE, 1-(5-CHLORO-2,4-DIHYDROXYPHENYL)-
• CAS NO: 90110-32-0
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.59
• Mol File: 90110-32-0.mol
• Article Data: 19

Chemical Properties

• Melting Point: 175-177°C
• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5'-CHLORO-2',4'-DIHYDROXYACETOPHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5'-CHLORO-2',4'-DIHYDROXYACETOPHENONE(90110-32-0)
• EPA Substance Registry System: 5'-CHLORO-2',4'-DIHYDROXYACETOPHENONE(90110-32-0)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-43-36-22
• Safety Statements: 26-36/37/39-36/37
• Hazardous Substances Data: 90110-32-0(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of acetic acid on 4-chlororesorcinol with zinc chloride at 145° (Nencki reaction) (31%).

Upstream product

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 95-88-5 4-Chlororesorcinol 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 625-60-5 ethyl thioacetate 
• 373-61-5 boron trifluoride diacetate 
• 2161-86-6 2,4-diacetylphloroglucinol 
• 108-22-5 Isopropenyl acetate 
• 2466-76-4 N-Acetylimidazole 

Downstream Products

• 705963-54-8 1-[2,4-bis(benzyloxy)-5-chlorophenyl]ethan-1-one 
• 1361551-76-9 5-chloro-4-O-(propargyl)resacetophenone 
• 719287-30-6 4-[3-(5-chloro-2,4-dihydroxy-phenyl)-1H-pyrazol-4-yl]-piperazine-1-carboxylic acid tert-butyl ester 
• 116265-99-7 1-(5-chloro-2-hydroxy-4-methoxyphenyl)ethanone 
• 1228276-99-0 2,4-bis(benzyloxy)-5-chlorobenzoyl chloride 
• 912545-04-1 2,4-bis(benzyloxy)-5-chlorobenzoic acid 

Relevant articles and documents

2-OXO-5H-CHROMENO[4,3-B]PYRIDINES FOR USE IN THE TREATMENT OF HEPATITIS B

The present invention discloses compounds according to Formula (I), wherein R1, R2a, R2b, R3, R4, and R5 are as defined herein. The present invention relates to compounds, methods for their production, pharmaceutical compositions comprising the same, and methods of treatment using the same, for the prophylaxis and/or treatment of diseases involving hepatitis B by administering the compound of the invention.

Biocatalytic Friedel–Crafts Acylation and Fries Reaction

The Friedel–Crafts acylation is commonly used for the synthesis of aryl ketones, and a biocatalytic version, which may benefit from the chemo- and regioselectivity of enzymes, has not yet been introduced. Described here is a bacterial acyltransferase which can catalyze Friedel–Crafts C-acylation of phenolic substrates in buffer without the need of CoA-activated reagents. Conversions reach up to >99 %, and various C- or O-acyl donors, such as DAPG or isopropenyl acetate, are accepted by this enzyme. Furthermore the enzyme enables a Fries rearrangement-like reaction of resorcinol derivatives. These findings open an avenue for the development of alternative and selective C?C bond formation methods.

RadH: A Versatile Halogenase for Integration into Synthetic Pathways

Flavin-dependent halogenases are useful enzymes for providing halogenated molecules with improved biological activity, or intermediates for synthetic derivatization. We demonstrate how the fungal halogenase RadH can be used to regioselectively halogenate a range of bioactive aromatic scaffolds. Site-directed mutagenesis of RadH was used to identify catalytic residues and provide insight into the mechanism of fungal halogenases. A high-throughput fluorescence screen was also developed, which enabled a RadH mutant to be evolved with improved properties. Finally we demonstrate how biosynthetic genes from fungi, bacteria, and plants can be combined to encode a new pathway to generate a novel chlorinated coumarin “non-natural” product in E. coli.