74315-07-4

Basic information

• Product Name: N-(2-BROMOBENZYL)ACETAMIDE
• Synonyms: N-(2-BROMOBENZYL)ACETAMIDE;AcetaMide, N-[(2-broMophenyl)Methyl]-
• CAS NO: 74315-07-4
• Molecular Formula: C9H10BrNO
• Molecular Weight: 228.09
• Mol File: 74315-07-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 78-80℃
• Boiling Point: 389.7 °C at 760 mmHg
• Flash Point: 189.5 °C
• Appearance: /
• Density: 1.417 g/cm³
• Vapor Pressure: 2.79E-06mmHg at 25°C
• Refractive Index: 1.556
• PKA: 15.44±0.46(Predicted)
• CAS DataBase Reference: N-(2-BROMOBENZYL)ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-BROMOBENZYL)ACETAMIDE(74315-07-4)
• EPA Substance Registry System: N-(2-BROMOBENZYL)ACETAMIDE(74315-07-4)

Safety Data

• Hazardous Substances Data: 74315-07-4(Hazardous Substances Data)

Usage

General Description

N-(2-Bromobenzyl)acetamide is a chemical compound with the molecular formula C9H10BrNO. This molecule consists of an acetamide group linked to a 2-bromobenzyl group. The bromine atom present in this compound makes it a potential candidate for use in a variety of organic synthesis operations due to its ability to undergo nucleophilic substitution reactions. The compound itself is usually available as a clear liquid, although this can depend on the conditions it is kept under. Its molecular weight is approximately 228.09 g/mol. As with many chemicals of this type, N-(2-Bromobenzyl)acetamide needs to be handled with care due to its potential for causing harm.

InChI:InChI=1/C9H10BrNO/c1-7(12)11-6-8-4-2-3-5-9(8)10/h2-5H,6H2,1H3,(H,11,12)

Upstream product

• 108-24-7 acetic anhydride 
• 100-46-9 benzylamine 
• 5465-63-4 2-bromobenzylamine hydrochloride 
• 3959-05-5 2-bromobenzylamine 
• 95-46-5 2-methylphenyl bromide 
• 75-05-8 acetonitrile 
• 74-90-8 hydrogen cyanide 
• 88-65-3 2-bromobenzoic-acid 

Relevant articles and documents

Synthesis of (Z)-β-(Carbonylamino)alkenylindium through Regioselective anti-Carboindation of Ynamides and Its Transformation to Multisubstituted Enamides

The regioselective anti-carboindation of ynamides by using InBr3 and silylated nucleophiles was developed to synthesize (Z)-β-(carbonylamino)alkenylindiums. The X-ray crystallographic analysis of an alkenylindium suggested that the reaction proceeded in an anti-addition fashion. In contrast to reported syn-carbometalations of ynamides by using organometallics, a cooperation of InBr3 and silylated nucleophiles to ynamides achieved an anti-addition, which was supported by DFT calculations. The scope of substrates included various ynamides and silylated nucleophiles, such as silyl ketene acetals and silyl ketene imines. The transformation of synthesized alkenylindiums by iodination, radical coupling, and Pd-catalyzed cross-coupling successfully afforded trisubstituted enamines with high regio- and stereoselectivities.

Acetonitrile and benzonitrile as versatile amino sources in copper-catalyzed mild electrochemical C-H amidation reactions

A mild, efficient electrochemical approach to the site-selective direct C-H amidation of benzene and its derivatives with acetonitrile and benzonitrile has been developed. It has been shown that joint electrochemical oxidation of various arenes in the presence of a copper salt as a catalyst and nitriles leads to the formation of N-phenylacetamide from benzene and N-benzylacetamides from benzyl derivatives (up to 78% yield). A favorable feature of the process is mild conditions (room temperature, ambient pressure, no strong oxidants) that meet the criteria of green chemistry.

Formation of indoles, dihydroisoquinolines, and dihydroquinolines by ruthenium-catalyzed heterocyclizations

Indoles, dihydroisoquinolines, and dihydroquinolines were efficiently prepared by ruthenium-catalyzed heterocyclizations of aromatic homo- and bis-homopropargyl amines/amides in the presence of an amine/ammonium base-acid pair. These regioselective 5-endo and 6-endo cyclizations most probably occur by nucleophilic trapping of key ruthenium-vinylidene intermediates. Georg Thieme Verlag Stuttgart · New York.