621-38-5

Basic information

• Product Name: 3'-BROMOACETANILIDE
• Synonyms: 3'-BROMOACETANILIDE;CHEMBRDG-BB 5475603;3’-bromo-acetanilid;Acetamide, N-(3-bromophenyl)-;Acetanilide, 3'-bromo-;m-bromoacetanilide;n-(3-bromophenyl)-acetamid;3'-Bromoacetoanilide
• CAS NO: 621-38-5
• Molecular Formula: C₈H₈BrNO
• Molecular Weight: 214.06
• Product Categories: Anilines, Amides & Amines;Bromine Compounds
• Mol File: 621-38-5.mol
• Article Data: 65

Chemical Properties

• Melting Point: 87-89 °C
• Boiling Point: 349.2°C at 760 mmHg
• Flash Point: 165°C
• Appearance: /
• Density: 1.5097 (rough estimate)
• Vapor Pressure: 4.77E-05mmHg at 25°C
• Refractive Index: 1.6120 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.45±0.70(Predicted)
• CAS DataBase Reference: 3'-BROMOACETANILIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3'-BROMOACETANILIDE(621-38-5)
• EPA Substance Registry System: 3'-BROMOACETANILIDE(621-38-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 621-38-5(Hazardous Substances Data)

Usage

General Description

3'-Bromoacetanilide is an aromatic compound derived from acetanilide in which a bromine atom has been substituted in the para position of the phenyl ring. It is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 3'-Bromoacetanilide is a white to off-white crystalline solid that is insoluble in water but soluble in organic solvents. It is classified as a mild irritant to the skin, eyes, and respiratory system and may cause irritation upon contact. The compound is also considered a potential environmental hazard due to its toxicity to aquatic organisms. Overall, 3'-Bromoacetanilide is a versatile chemical with important applications in the pharmaceutical and agricultural industries.

InChI:InChI=1/C8H8BrNO/c1-6(11)10-8-4-2-3-7(9)5-8/h2-5H,1H3,(H,10,11)

Upstream product

• 75-36-5 acetyl chloride 
• 591-19-5 m-Bromoaniline 
• 585-79-5 m-nitrobromobenzene 
• 13125-68-3 1-bromo-3-nitrosobenzene 
• 431-03-8 dimethylglyoxal 
• 2033-24-1 cycl-isopropylidene malonate 
• 75-05-8 acetonitrile 
• 2142-63-4 1-(3-Bromophenyl)ethanone 
• 123-54-6 acetylacetone 
• 64-19-7 acetic acid 
• 127-19-5 N,N-dimethyl acetamide 
• 187672-17-9 (E)-1-(3-bromophenyl)ethan-1-one oxime 
• 24280-05-5 N-[1-(3-bromophenyl)ethylidene]hydroxyl amine 
• 1039764-29-8 N-benzyl-3-bromobenzenecarboximidamide 

Downstream Products

• 29551-87-9 acetic acid-(3-bromo-N-chloro-anilide) 
• 59974-52-6 1-(2-bromophenyl)adamantane 
• 5228-61-5 5-bromo-2-nitroaniline 
• 40787-96-0 3-bromo-4-nitroaniline 
• 288156-86-5 4-[3-(methylamidyl)benzoyl]-1-methylpiperidine 
• 104581-30-8 2-methyl-4-(3-acetylaminophenyl)-3-butyn-2-ol 
• 1627211-59-9 C₁₃H₁₆N₄O₃S 

Relevant articles and documents

Z-Selective Fluoroalkenylation of (Hetero)Aromatic Systems by Iodonium Reagents in Palladium-Catalyzed Directed C?H Activation

The direct and catalytic incorporation of fluorine containing molecular motifs into organic compounds resulting high-value added chemicals represents a rapidly evolving part of synthetic methodologies, thus this area is in the focus of pharmaceutical and agrochemical research. Herein we report a stereoselective procedure for direct fluorovinylation of aromatic and heteroaromatic scaffolds. This methodology development has been realized by palladium-catalyzed ortho C?H activation reaction of aniline derivatives featuring the regioselectivity via directing groups such as secondary of tertiary amides, ureas or ketones. The application of non-symmetrical aryl(fluoroalkenyl)-iodonium salts as fluoroalkenylating agents allowed mild reaction conditions in general for this transformation. The scope and limitations have been thoroughly investigated and the feasibility has been demonstrated by more than 50 examples.

Chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes using carbon-supported palladium catalytic system in water

Developing and/or modifying fundamental chemical reactions using chemical industry-favorite heterogeneous recoverable catalytic systems in the water solvent is very important. In this paper, we developed convenient, green, and efficient approaches for the chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes in the presence of the recoverable heterogeneous carbon-supported palladium (Pd/C) catalytic system in water. The utilize of the simple, effective, and recoverable catalyst and also using of water as an entirely green solvent along with relatively short reaction times and good-to-excellent yields of the desired products are some of the noticeable features of the presented synthetic protocols. Graphic abstract: [Figure not available: see fulltext.].

Meta -Non-flat substituents: A novel molecular design to improve aqueous solubility in small molecule drug discovery

Aqueous solubility is a key requirement for small-molecule drug candidates. Here, we investigated the regioisomer-physicochemical property relationships of disubstituted benzenes. We found that meta-isomers bearing non-flat substituents tend to possess the lowest melting point and the highest thermodynamic aqueous solubility among the regioisomers. The examination of pharmaceutical compounds containing a disubstituted benzene moiety supported the idea that the introduction of a non-flat substituent at the meta position of a benzene substructure would be a promising approach for medicinal chemists aiming to improve the thermodynamic aqueous solubility of drug candidates, even though it might not be universally effective. This journal is