22459-81-0

Basic information

• Product Name: 4-BROMO-3-CHLOROACETANILIDE
• Synonyms: 4'-BROMO-3'-CHLOROACETANILIDE;4-BROMO-3-CHLOROACETANILIDE;N1-(4-BROMO-3-CHLOROPHENYL)ACETAMIDE;3'-Chloro-4'-bromoacetoanilide;N-(4-Bromo-3-chlorophenyl)acetamide;N-Acetyl 4-bromo-3-chloroaniline
• CAS NO: 22459-81-0
• Molecular Formula: C₈H₇BrClNO
• Molecular Weight: 248.5
• Product Categories: Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Anilines, Amides & Amines;Bromine Compounds;Chlorine Compounds
• Mol File: 22459-81-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 125 °C
• Boiling Point: 382.3 °C at 760 mmHg
• Flash Point: 185 °C
• Appearance: /
• Density: 1.649 g/cm³
• Storage Temp.: Room temperature.
• BRN: 2967800
• CAS DataBase Reference: 4-BROMO-3-CHLOROACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-3-CHLOROACETANILIDE(22459-81-0)
• EPA Substance Registry System: 4-BROMO-3-CHLOROACETANILIDE(22459-81-0)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-37/39
• Hazardous Substances Data: 22459-81-0(Hazardous Substances Data)

Usage

General Description

4-Bromo-3-chloroacetanilide is a chemical compound characterized by the presence of a bromine atom, a chlorine atom, and an acetanilide group. It is commonly used as an intermediate in the synthesis of various pharmaceutical and agrochemical products. 4-BROMO-3-CHLOROACETANILIDE has a wide range of applications, including its use as a building block in the synthesis of dyes, pigments, and other organic compounds. It is also used as a reagent in organic synthesis and as a precursor for the production of other chemical compounds. The compound is known for its moderate toxicity and should be handled with care when used in laboratory settings.

Upstream product

• 588-07-8 3-Chloroacetanilide 
• 21402-26-6 4-bromo-3-chloroaniline 
• 108-24-7 acetic anhydride 
• 108-42-9 3-chloro-aniline 
• 103-88-8 4-bromoacetanilide 

Downstream Products

• 1187368-76-8 N-(4-bromo-3-chloro-phenyl)-N-methyl-acetamide 
• 1331753-30-0 N-(11-phenyl-5H-dibenzo[b,e][1,4]diazepin-8-yl)acetamide 
• 1331753-48-0 N-(4-((2-benzoylphenyl)amino)-3-chlorophenyl)acetamide 
• 1300731-18-3 N-(3-chloro-4-(2-hydroxyethyl)phenyl)acetamide 
• 1300731-19-4 C₁₀H₁₀ClNO 
• 80026-15-9 2,4-dibromo-3-chloro-aniline 
• 56978-48-4 4-bromo-2,3-dichloro-phenylamine 
• 19230-27-4 2-chloro-1,3-dibromobenzene 
• 56961-77-4 1-bromo-2,3-dichlorobenzene 
• 1940-27-8 2,5-dichloro-4-bromo-aniline 
• 1435-50-3 2-bromo-1,4-dichlorobenzene 
• 20925-27-3 4-amino-2-chlorobenzonitrile 
• 51572-25-9 2-chloro-4-isocyanatobenzonitrile 
• 22304-33-2 C₉H₇ClN₂O 

Relevant articles and documents

Crystal packing: An examination of the packing of molecules approximately isosteric with 4,5-dichlorophthalic anhydride

The crystal structures of five 5,6-disubstituted benzofurazan 1-oxides are presented and compared with five previously reported structures: three polymorphs of 5,6-dichlorobenzofurazan 1-oxide plus 4,5-dichloro- and 4,5-dibromophthalic anhydride. All but one of these compounds pack with similar two-dimensional layers. The benzofurazan oxides all show disorder about a crystallographic twofold or pseudo-twofold axis. In addition, six complexes of phthalic anhydride and benzofurazan oxides are reported. With the packing in the complexes principally directed by the π complexing, the disorder, invariably found in the uncomplexed benzofurazan oxides, is diminished, and, in two cases, eliminated.

Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol

Regioselective halogenation of arenes and heterocycles with N-halosuccinimides in fluorinated alcohols is disclosed. Under mild condition reactions, a wide diversity of halogenated arenes are obtained in good yields with high regioselectivity. Additionally, the versatility of the method is demonstrated by the development of one-pot sequential halogenation and halogenation-Suzuki cross-coupling reactions.

Combining Eosin y with Selectfluor: A Regioselective Brominating System for Para-Bromination of Aniline Derivatives

A mild, metal-free, and absolutely para-selective bromination of aniline derivatives has been developed in excellent yields, wherein the organic dye Eosin Y is employed as the bromine source in company with Selectfluor. Neither air nor moisture sensitive, this facile reaction proceeds smoothly at room temperature and completes within a short time. Mechanistic studies indicate a radical pathway; therefore, the existence of an in situ generated brominating reagent, "Selectbrom", is postulated, which may reasonably account for the unique regioselectivity for the para-bromination of N-acyl- as well as N-sulfonylanilines.