178809-30-8

Basic information

• Product Name: 3-(2-BROMOPHENYL)ACRYLONITRILE
• Synonyms: 3-(2-BROMOPHENYL)ACRYLONITRILE
• CAS NO: 178809-30-8
• Molecular Formula: C₉H₆BrN
• Molecular Weight: 208.057
• Mol File: 178809-30-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-BROMOPHENYL)ACRYLONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-BROMOPHENYL)ACRYLONITRILE(178809-30-8)
• EPA Substance Registry System: 3-(2-BROMOPHENYL)ACRYLONITRILE(178809-30-8)

Safety Data

• Hazardous Substances Data: 178809-30-8(Hazardous Substances Data)

Upstream product

• 583-55-1 1-Bromo-2-iodobenzene 
• 107-13-1 acrylonitrile 
• 6630-33-7 ortho-bromobenzaldehyde 
• 16640-68-9 cyanomethylene triphenylphosphorane 

Downstream Products

• 61698-07-5 3-(2-bromo-phenyl)-propionitrile 
• 4169-19-1 1-acetyl-1,2,3,4-tetrahydroquinoline 
• 24310-24-5 1-(Toluene-4-sulfonyl)-1,2,3,4-tetrahydro-quinoline 
• 65185-60-6 3-(2-bromophenyl)propan-1-amine 
• 178809-21-7 N-[3-(2-bromophenyl)propyl]acetamide 
• 543745-59-1 N-[(4-methylphenyl)sulfonyl]-3-(2-bromophenyl)propylamine 
• 1140633-60-8 C₁₆H₁₄N₂OS 

Relevant articles and documents

Tandem Copper-Catalyzed Regioselective N-Arylation-Aza-Michael Addition: Synthesis of Tetracyclic 5 H-Benzothiazolo[3,2- a]quinazoline Derivatives

A copper-catalyzed tandem process integrating regioselective N-arylation, followed by aza-Michael addition, is disclosed using 2-aminobenzothiazoles and ortho-halo cinnamic acid congeners. This process generated diverse tetracyclic 5H-benzothiazolo[3,2-a]quinazoline derivatives in moderate to good yields. The present tandem reaction appears to proceed through concomitant ring opening of 2-aminobenzothiazole and S-arylation to give the ortho-cyanamide-substituted diaryl thioether intermediate. The thus generated intermediate likely undergoes an unprecedented Truce-Smiles-type rearrangement involving S- to N-aryl migration, followed by reformation of the thiazole ring and intramolecular aza-Michael addition to furnish the title products.

Transition-metal-free Intramolecular C-H amination of sulfamate esters and: N -alkylsulfamides

The transition-metal-free intramolecular C-H amination of sulfamate esters using iodine oxidants, tert-butyl hypoiodite (t-BuOI) and N-iodosuccinimide (NIS) is reported. A method using NIS was also successfully applied to the oxidative cyclization of N-alkylsulfamides.

A simple route to 9-fluorenylidenes by domino Suzuki/Heck coupling reactions

A palladium catalyzed domino intermolecular Suzuki followed by intramolecular Heck coupling is described. This strategy afforded a novel and convenient synthesis of various 9-fluorenylidene derivatives in one-pot under relatively mild reaction condition.

Intramolecular palladium-catalyzed aryl amination and aryl amidation

Upon treatment with a palladium catalyst and a suitable base, aromatic halides undergo intramolecular substitution to form five, six, and seven-membered rings. In a similar fashion aryl halides with pendant amides or sulfonamides are cyclized to form five and six-membered rings.