17343-73-6

Basic information

• Product Name: (2,2-dibromo-1-methylcyclopropyl)benzene
• Synonyms: (2,2-Dibromo-1-methylcyclopropyl)benzene; 1-(2,2-dibromo-1-methylcyclopropyl)benzene; 1-Phenyl-1-methyl-2,2-dibromo-cyclopropane
• CAS NO: 17343-73-6
• Molecular Formula: C₁₀H₁₀Br₂
• Molecular Weight: 289.9944
• Mol File: 17343-73-6.mol
• Article Data: 43

Chemical Properties

• Boiling Point: 283.4°C at 760 mmHg
• Flash Point: 142.1°C
• Density: 1.779g/cm³
• Vapor Pressure: 0.00541mmHg at 25°C
• Refractive Index: 1.635
• CAS DataBase Reference: (2,2-dibromo-1-methylcyclopropyl)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: (2,2-dibromo-1-methylcyclopropyl)benzene(17343-73-6)
• EPA Substance Registry System: (2,2-dibromo-1-methylcyclopropyl)benzene(17343-73-6)

Safety Data

• Hazardous Substances Data: 17343-73-6(Hazardous Substances Data)

Usage

General Description

(2,2-dibromo-1-methylcyclopropyl)benzene is a chemical compound with the molecular formula C10H10Br2. It is a highly reactive and toxic compound that is used mainly in research laboratories for various chemical reactions. (2,2-dibromo-1-methylcyclopropyl)benzene is typically synthesized through the bromination of methylcyclopropylbenzene, resulting in the formation of a cyclic compound with two bromine atoms attached to the carbon atoms of the cyclopropyl ring. (2,2-dibromo-1-methylcyclopropyl)benzene is not widely used in industrial applications due to its toxicity and potential environmental hazards. However, it is an important compound for chemical research and can be used as a building block for the synthesis of more complex organic molecules.

Upstream product

• 617-94-7 1-methyl-1-phenylethyl alcohol 
• 75-09-2 dichloromethane 
• 558-13-4 carbon tetrabromide 
• 98-83-9 isopropenylbenzene 
• 55067-21-5 potassium 2-phenylpropan-2-olate 
• 98-86-2 acetophenone 
• 56-23-5 tetrachloromethane 
• 75-25-2 Bromoform 
• 74-95-3 1,1-dibromomethane 

Downstream Products

• 55091-64-0 1-methyl-1-phenyl-2-bromocyclopropane 
• 120059-95-2 C₁₈H₂₆ 
• 120059-95-2 C₁₈H₂₆ 
• 36673-36-6 dibromobis(triphenylphosphine)nickel(II) 
• 13665-04-8 2,2-dibromoacetophenone 
• 99-90-1 para-bromoacetophenone 
• 70-11-1 α-bromoacetophenone 
• 99-73-0 para-bromophenacyl bromide 
• 134847-44-2 [1-Methyl-2-(3-methyl-cyclopent-3-enylidene)-vinyl]-benzene 
• 134847-42-0 [2-(2-Isopropenyl-cyclopropylidene)-1-methyl-vinyl]-benzene 
• 134847-43-1 [1-Methyl-2-(2-methyl-2-vinyl-cyclopropylidene)-vinyl]-benzene 
• 134847-40-8 [1-Methyl-2-(2-vinyl-cyclopropylidene)-vinyl]-benzene 
• 107887-73-0 1-(benzoyloxybenzylidene)-2-methyl-2-phenylcyclopropane 
• 55091-64-0 trans-1-bromo-2-methyl-2-phenyl-cyclopropane 

Relevant articles and documents

gem-Dihalocyclopropane formation by iron/copper activation of tetrahalomethanes in the presence of nucleophilic olefins. Evidence for a carbene pathway

The activation of CBr4 and CCl4 by a bimetallic iron/copper couple in acetonitrile is a new, inexpensive, nontoxic and efficient procedure for gem-dibromo- and gem-dichloromethylenation of nucleophilic alkenes. This new route to gem-dihalocyclopropanes involves dihalocarbene species.

Synthesis of Quinolines via the Metal-free Visible-Light-Mediated Radical Azidation of Cyclopropenes

We report the synthesis of quinolines using cyclopropenes and an azidobenziodazolone (ABZ) hypervalent iodine reagent as an azide radical source under visible-light irradiation. Multisubstituted quinoline products were obtained in 34-81% yield. The reaction was most efficient for 3-trifluoromethylcyclopropenes, affording valuable 4-trifluoromethylquinolines. The transformation probably proceeds through the cyclization of an iminyl radical formed by the addition of the azide radical on the cyclopropene double bond, followed by ring-opening and fragmentation.

Stereoselective Synthesis of Vinylcyclopropa[ b]indolines via a Rh-Migration Strategy

A mild rhodium catalytic system has been developed to synthesize vinylcyclopropa[b]indolines through cyclopropanation of indoles with vinyl carbenoids generated from ring opening of cyclopropenes in situ. By employing a Rh-migration strategy, the products can be obtained with good to excellent E:Z ratios (≤99:1) and complete diastereoselectivity (≤99:1). This method is easy, has a low catalyst loading, and works for a broad range of functionalities.