5000-66-8

Basic information

• Product Name: 2-Bromo-2'-chloroacetophenone
• Synonyms: 2-Bromo-1-(-2-chlorophenyl)ethanone;-Bromo-2-chloroacetophenone;2'-CHLOROPHENACYL BROMIDE;2-CHLOROPHENACYL BROMIDE;2-BROMO-1-(2-CHLOROPHENYL)-1-ETHANONE;2-BROMO-1-(2-CHLOROPHENYL)ETHAN-1-ONE;2-BROMO-2'-CHLORO ACETOPHENONE;2'-CHLORO-2-BROMOACETOPHENONE
• CAS NO: 5000-66-8
• Molecular Formula: C₈H₆BrClO
• Molecular Weight: 233.49
• Product Categories: Aromatics;C7 to C8;Carbonyl Compounds;Ketones
• Mol File: 5000-66-8.mol
• Article Data: 66

Chemical Properties

• Boiling Point: 105 °C1 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Colorless to pale yellow/Liquid
• Density: 1.602 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.5900(lit.)
• Storage Temp.: Keep Cold
• Solubility: Acetone, Chloroform, Ethyl Acetate, Methanol
• Sensitive: Lachrymatory
• CAS DataBase Reference: 2-Bromo-2'-chloroacetophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-2'-chloroacetophenone(5000-66-8)
• EPA Substance Registry System: 2-Bromo-2'-chloroacetophenone(5000-66-8)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2922 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 5000-66-8(Hazardous Substances Data)

Usage

Description

2-Bromo-2'-chloroacetophenone, also known as 2'-Chloro-2-bromoacetophenone (CAS# 5000-66-8), is an organic compound with a chemical structure that features a bromine atom at the 2nd position and a chlorine atom at the 2' position on the acetophenone molecule. It is a colorless liquid and is primarily used in the field of organic synthesis.

Uses

Used in Organic Synthesis:
2-Bromo-2'-chloroacetophenone is used as a synthetic intermediate for the production of various organic compounds. Its unique structure with both bromine and chlorine atoms allows for a range of chemical reactions, making it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Bromo-2'-chloroacetophenone is used as a key intermediate in the synthesis of certain drugs. Its reactive bromine and chlorine atoms can be utilized to form new bonds with other molecules, leading to the development of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Agrochemical Industry:
2-Bromo-2'-chloroacetophenone also finds application in the agrochemical industry, where it is used as a starting material for the synthesis of various pesticides and other crop protection agents. Its chemical properties enable the creation of compounds with targeted pest control capabilities, contributing to improved agricultural productivity and crop protection.
Used in Chemical Research:
In the field of chemical research, 2-Bromo-2'-chloroacetophenone serves as a valuable compound for studying various reaction mechanisms and exploring new synthetic pathways. Its unique structure provides researchers with opportunities to investigate the effects of bromine and chlorine substitution on the reactivity and selectivity of acetophenone derivatives, furthering the understanding of organic chemistry principles.

Upstream product

• 1056775-36-0 1-(bromoethynyl)-2-chlorobenzene 
• 2142-68-9 1-(2-chlorophenyl)ethanone 
• 17356-08-0 thiourea 
• 873-31-4 2-chlorophenylacetylene 
• 577-16-2 2-Methylacetophenone 
• 108-90-7 chlorobenzene 
• 13524-04-4 2'-chloro-sec-phenethyl alcohol 
• 186581-53-3 diazomethane 
• 609-65-4 o-chlorobenzoyl chloride 
• 2039-87-4 2-chlorostyrene 

Downstream Products

• 801149-78-0 1-(2-chloro-phenyl)-2-(2-imino-thiazolidin-3-yl)-ethanone 
• 16815-58-0 3-(N-2-Hydroxy-2-o-chlor-phenylaethyl-N-aethyl)amino-3-methyl-but-1-in 
• 18381-75-4 N-(2-Chlorphenacyl)cyclopropylamin 
• 138976-55-3 6-(2-chlorophenyl)imidazo<2,1-b>thiazole 
• 134044-46-5 2-(2-Chloro-phenyl)-imidazo[1,2-a]pyrimidine 
• 126961-64-6 4-Amino-1-[2-(2-chloro-phenyl)-2-oxo-ethyl]-4H-[1,2,4]triazol-1-ium; bromide 
• 99582-86-2 1-(2-Chloro-phenyl)-2-(2-imino-benzothiazol-3-yl)-ethanone; hydrobromide 
• 143073-61-4 1-(2-Chloro-phenyl)-2-(4,5-dinitro-imidazol-1-yl)-ethanone 
• 143073-64-7 1-(2-Chloro-phenyl)-2-(2-methyl-4,5-dinitro-imidazol-1-yl)-ethanone 
• 79965-69-8 4-(2-chlorophenyl)-2-methyloxazole 
• 145084-65-7 1-[2-(2-Chloro-phenyl)-2-oxo-ethyl]-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one 
• 175657-37-1 2-(acetylthiol)-2'-chloroacetophenone 
• 189149-13-1 4-(2-chlorophenyl)-2-thiazolyl thiol 
• 873192-76-8 2-amino-5-(2-chloro-phenyl)-1H-pyrrole-3-carboxylic acid ethyl ester 

Relevant articles and documents

Tulobuterol crystal form and preparation method thereof

The invention provides a tulobuterol crystal form and a preparation method thereof. The preparation method comprises the following steps of: dissolving tulobuterol in ethyl acetate and other good solvents, dropwisely adding n-heptane and other poor solvents into the system, filtering, taking the filter cake, and drying the filter cake to obtain the tulobuterol crystal form crystal. The crystal form is high in purity and good in stability, has superiority in process production, and is suitable for long-term storage in the preparation process.

Novel BuChE-IDO1 inhibitors from sertaconazole: Virtual screening, chemical optimization and molecular modeling studies

In our effort towards the identification of novel BuChE-IDO1 dual-targeted inhibitor for the treatment of Alzheimer's disease (AD), sertaconazole was identified through a combination of structure-based virtual screening followed by MM-GBSA rescoring. Preliminary chemical optimization was performed to develop more potent and selective sertaconazole analogues. In consideration of the selectivity and the inhibitory activity against target proteins, compounds 5c and 5d were selected for the next study. Further modification of compound 5c led to the generation of compound 10g with notably improved selectivity towards BuChE versus AChE. The present study provided us with a good starting point to further design potent and selective BuChE-IDO1 inhibitors, which may benefit the treatment of late stage AD.

Ru-Tethered (R,R)-TsDPEN with DMAB as an efficient catalytic system for high enantioselective one-pot synthesis of chiral β-aminolviaasymmetric transfer hydrogenation

This work reflects Ru-tethered-TsDPEN as an active chiral catalyst for one pot selective synthesis of optically active α-substituted alcohols and its derivatives from α-bromo ketones in the presence of dimethylamine borane (DMAB) as the hydrogen source. Various Ru-chiral catalysts have been screened and the methodology proceededviaa (R,R) Ru-tethered TsDPEN catalyst through asymmetric transfer hydrogenation (ATH) of the in-situ formed ketones to the corresponding chiral β-aminol product. Thus, the Ru-tethered TsDPEN-DMAB catalytic system works efficiently with higher yield and high enantiomeric excess over others for the ATH process. Based on a study ofortho,metaandparasubstituted α-bromo acetophenone derivatives, effective enantioselectivity has been observed fororthosubstituted β-aminol. The mechanism has been optimized depending on product analysis with the help of its kinetic AT-IR study. This work also focusses on the synthesis of various β-amino alcohol derivatives where the effect of an EWG and EDG on enantio-selectivity has been studied.