124276-75-1

Basic information

• Product Name: 1-(2-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE
• Synonyms: 1-(2-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE;1-(2-Bromophenyl)-1-cyanocyclopropane
• CAS NO: 124276-75-1
• Molecular Formula: C10H8BrN
• Molecular Weight: 222.08122
• EINECS: 604-604-1
• Mol File: 124276-75-1.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE(124276-75-1)
• EPA Substance Registry System: 1-(2-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE(124276-75-1)

Safety Data

• Hazardous Substances Data: 124276-75-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-(2-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE is used as a chemical intermediate for the synthesis of various drugs. It plays a crucial role in the development of new pharmaceutical compounds, contributing to the advancement of medicinal chemistry.
Used in Agrochemical Industry:
In the agrochemical sector, 1-(2-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE is used as a precursor in the production of crop protection products. Its applications extend to the development of pesticides and other agrochemicals that protect crops from pests and diseases, ensuring increased agricultural productivity.
Used in Organic Chemistry:
1-(2-BROMO-PHENYL)-CYCLOPROPANECARBONITRILE is employed as a useful building block in organic chemistry for the preparation of different types of heterocyclic compounds. Its unique structure allows for the synthesis of a wide range of organic compounds with diverse applications in various fields.

Upstream product

• 19472-74-3 2-(2-bromophenyl)acetonitrile 
• 107-04-0 1-Bromo-2-chloroethane 
• 1393491-97-8 2-(2-bromophenyl)acrylonitrile 
• 6630-33-7 ortho-bromobenzaldehyde 
• 864910-02-1 1-(cyclopropylidenemethyl)-2-bromobenzene 

Relevant articles and documents

Nickel-Catalyzed Favorskii-Type Rearrangement of Cyclobutanone Oxime Esters to Cyclopropanecarbonitriles

A nickel-catalyzed base-promoted rearrangement of cyclobutanone oxime esters to cyclopropanecarbonitriles was developed. The ring opening of cyclobutanone oxime esters occurs at the sterically less hindered side. A base-promoted nickelacyclobutane intermediate, formed in situ, is assumed to be involved in the formation of the product.

Bromomethyl Silicate: A Robust Methylene Transfer Reagent for Radical-Polar Crossover Cyclopropanation of Alkenes

A general protocol for visible-light-induced cyclopropanation of alkenes was developed with bromomethyl silicate as a methylene transfer reagent, offering a robust tool for accessing highly valuable cyclopropanes. In addition to α-aryl or methyl-substituted Michael acceptors and styrene derivatives, the unactivated 1,1-dialkyl ethylenes were also shown to be viable substrates. Apart from realizing the cyclopropanation of terminal alkenes, the methyl transfer reaction has been further demonstrated to be amenable to the internal olefins. The photocatalytic cyclopropanation of 1,3-bis(1-arylethenyl)benzenes was also achieved, giving polycyclopropane derivatives in excellent yields. With late-stage cyclopropanation as the key strategy, the synthetic utility of this transformation was also demonstrated by the total synthesis of LG100268.

The diastereoselective synthesis of 2,3-diaryl-3-cyano-substituted pyrrolidines via the MgI2 mediated ring expansion of aryl cyclopropyl nitriles

The MgI2 mediated reaction of aryl substituted cyclopropyl nitriles with tosyl aldimines to give 2,3-diaryl-3-cyano-substituted pyrrolidines has been demonstrated. In all cases, the trans-diastereoisomer was determined to be the major product.

Redox-Neutral Photocatalytic Cyclopropanation via Radical/Polar Crossover

A benchtop stable, bifunctional reagent for the redox-neutral cyclopropanation of olefins has been developed. Triethylammonium bis(catecholato)iodomethylsilicate can be readily prepared on multigram scale. Using this reagent in combination with an organic photocatalyst and visible light, cyclopropanation of an array of olefins, including trifluoromethyl- and pinacolatoboryl-substituted alkenes, can be accomplished in a matter of hours. The reaction is highly tolerant of traditionally reactive functional groups (carboxylic acids, basic heterocycles, alkyl halides, etc.) and permits the chemoselective cyclopropanation of polyolefinated compounds. Mechanistic interrogation revealed that the reaction proceeds via a rapid anionic 3-exo-tet ring closure, a pathway consistent with experimental and computational data.

Efficient cyclopropanation of aryl/heteroaryl acetates and acetonitriles with vinyl diphenyl sulfonium triflate

A convenient method was developed for the cyclopropanation of aryl acetates and aryl acetonitrile using vinyl diphenyl sulfonium triflate salt. The newly developed conditions are simple, mild, and compatible with a wide range of functional groups, without the need to apply an inert atmosphere, or alkali bases.

NEW INDANYLOXYDIHYDROBENZOFURANYLACETIC ACID DERIVATIVES AND THEIR USE AS GPR40 RECEPTOR AGONISTS

The present invention relates to compounds of general formula (I), wherein the groups R1, R2 and m are defined as in claim 1, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.