27387-23-1

Basic information

• Product Name: 2-(2-bromo-5-methoxyphenyl)acetonitrile
• Synonyms: 2-(2-bromo-5-methoxyphenyl)acetonitrile;2-BroMo-5-Methoxybenzyl cyanide;2-Bromo-5-methoxyphenylacetonitrile
• CAS NO: 27387-23-1
• Molecular Formula: C₉H₈BrNO
• Molecular Weight: 226.06992
• Mol File: 27387-23-1.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(2-bromo-5-methoxyphenyl)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-bromo-5-methoxyphenyl)acetonitrile(27387-23-1)
• EPA Substance Registry System: 2-(2-bromo-5-methoxyphenyl)acetonitrile(27387-23-1)

Safety Data

• Hazardous Substances Data: 27387-23-1(Hazardous Substances Data)

Usage

General Description

2-(2-Bromo-5-methoxyphenyl)acetonitrile is a chemical compound with the molecular formula C9H8BrNO. It is a white to off-white solid that is used as an intermediate in the synthesis of pharmaceuticals and agrochemicals. 2-(2-Bromo-5-methoxyphenyl)acetonitrile is known for its ability to inhibit the growth of certain cancer cell lines, making it a potential candidate for anti-cancer drug development. It is also used in the production of dyes and other organic compounds. 2-(2-Bromo-5-methoxyphenyl)acetonitrile is handled and stored with care due to its toxic and potentially hazardous nature.

Upstream product

• 19924-43-7 3-methoxyphenylacetonitrile 
• 19614-12-1 2-bromo-5-methoxybenzyl bromide 
• 333-20-0 potassium thioacyanate 
• 773837-37-9 sodium cyanide 
• 824-98-6 m-methoxybenzyl chloride 
• 27060-75-9 4-bromo-3-methylanisole 
• 7726-95-6 bromine 
• 151-50-8 potassium cyanide 
• 7677-24-9 trimethylsilyl cyanide 

Downstream Products

• 51506-70-8 (2-bromo-5-hydroxy-phenyl)-acetonitrile 
• 1174642-22-8 (Z)-2-(2-bromo-5-methoxyphenyl)-3-(1-N-methyl-3-indolyl)-3-methylthio-2-propenenitrile 
• 1174642-12-6 (Z)-2-(2-bromo-5-methoxyphenyl)-3-methylthio-3-phenyl-2-propenenitrile 
• 1206451-14-0 2-(2-bromo-5-methoxyphenyl)-2-propylpentanenitrile 
• 173026-39-6 2-(2-bromo-5-methoxyphenyl)-2-methylpropanenitrile 
• 1312716-67-8 4-((4-bromo-3-(1-formylcyclohexyl)phenoxy)methyl)benzaldehyde 
• 1312716-69-0 1-(2-bromo-5-(2-oxo-2-phenylethoxy)phenyl)cyclohexanecarbaldehyde 
• 1312716-84-9 1-(2-bromo-5-hydroxyphenyl)cyclohexanecarbonitrile 
• 1312716-86-1 1-(2-bromo-5-hydroxyphenyl)cyclohexanecarbaldehyde 
• 1312716-85-0 4-((4-bromo-3-(1-cyanocyclohexyl)phenoxy)methyl)benzonitrile 
• 1312716-72-5 4-((3-cyclohexenylphenoxy)methyl)benzaldehyde 
• 1312716-74-7 2-(3-cyclohexenylphenoxy)-1-phenylethanone 
• 1344029-39-5 2-bromo-5-methoxyphenethylamine hydrochloride 
• 1085540-18-6 N-{2-[(2-bromo-5-methoxyphenyl)ethyl]}-2-methylpropanamide 

Relevant articles and documents

Chiral Magnesium Bisphosphate-Catalyzed Asymmetric Double C(sp3)-H Bond Functionalization Based on Sequential Hydride Shift/Cyclization Process

Described herein is a chiral magnesium bisphosphate-catalyzed asymmetric double C(sp3)-H bond functionalization triggered by a sequential hydride shift/cyclization process. This reaction consists of stereoselective domino C(sp3)-H bond functionalization: (1) a highly enantio- and diastereoselective C(sp3)-H bond functionalization by chiral magnesium bisphosphate (first [1,5]-hydride shift), and (2) a highly diastereoselective C(sp3)-H bond functionalization by an achiral catalyst (Yb(OTf)3, second [1,5]-hydride shift).

Highly diastereoselective synthesis of tetralin-fused spirooxindoles via lewis acid-catalyzed C(sp3)H bond functionalization

A highly diastereoselective synthesis of tetralin-fused spirooxindole derivatives was described. Treatment of benzylidene oxindoles with a catalytic amount of Sc(OTf)3 in refluxing hexane afforded the target compounds in good chemical yields with excellent diastereoselectivities (up to >20:1). Detailed investigation of the reaction mechanism revealed that both interconversion of the two diastereomers and their solubility difference in reaction medium were the key to achieving excellent diastereoselectivities.

Copper-catalyzed domino coupling reaction: An efficient method to synthesize oxindoles

An efficient and novel procedure for a copper catalyzed domino coupling reaction has been developed, which afforded various oxindoles in good to excellent yields with tolerance of various substituents. In addition, this method could be applied to synthesize horsfiline and coerulescine in few steps with high total yields. The Royal Society of Chemistry 2012.