17343-75-8

Basic information

• Product Name: Benzene, 1-(2,2-dibromocyclopropyl)-4-methyl-
• CAS NO: 17343-75-8
• Molecular Formula: C10H10Br2
• Molecular Weight: 289.997
• Mol File: 17343-75-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2,2-dibromocyclopropyl)-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2,2-dibromocyclopropyl)-4-methyl-(17343-75-8)
• EPA Substance Registry System: Benzene, 1-(2,2-dibromocyclopropyl)-4-methyl-(17343-75-8)

Safety Data

• Hazardous Substances Data: 17343-75-8(Hazardous Substances Data)

Upstream product

• 104-87-0 4-methyl-benzaldehyde 

Downstream Products

• 77133-98-3 1-((1S,2R)-2-Bromo-cyclopropyl)-4-methyl-benzene 
• 77133-98-3 1-((1S,2S)-2-Bromo-cyclopropyl)-4-methyl-benzene 
• 704-33-6 1-(3,3-difluoroprop-1-en-2-yl)-4-methylbenzene 
• 1217436-05-9 (Z)-2-(1-(p-tolyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1402235-29-3 2-(3-(4-methylphenyl)prop-1-en-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 1600528-32-2 (E)-1-(2,3-dichloroprop-1-en-1-yl)-4-methylbenzene 
• 1600528-35-5 C₁₀H₁₀Cl₂ 
• 1600528-29-7 (Z)-1-(2,3-dichloroprop-1-en-1-yl)-4-methylbenzene 
• 1234935-50-2 2-(dimethylphenylsilyl)-3-(4-methylphenyl)-1-propene 
• 1644189-03-6 N¹,N¹,N³,N³-tetrabenzyl-2-(4-methylbenzylidene)propane-1,3-diamine 
• 2749-96-4 4-methylphenylallene 

Relevant articles and documents

Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B

A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.

Polymerization of Allenes by Using an Iron(II) β-Diketiminate Pre-Catalyst to Generate High Mn Polymers

Herein, we report an iron(II)-catalyzed polymerization of arylallenes. This reaction proceeds rapidly at room temperature in the presence of a hydride co-catalyst to generate polymers of weight up to Mn=189 000 Da. We have determined the polymer structure and chain length for a range of monomers through a combination of NMR, differential scanning calorimetry (DSC) and gel permeation chromatography (GPC) analysis. Mechanistically, we postulate that the co-catalyst does not react to form an iron(II) hydride in situ, but instead the chain growth is proceeding via a reactive Fe(III) species. We have also performed kinetic and isotopic experiments to further our understanding. The formation of a highly unusual 1,3-substituted cyclobutane side-product is also investigated.

Fluorinative Rearrangements of Substituted Phenylallenes Mediated by (Difluoroiodo)toluene: Synthesis of α-(Difluoromethyl)styrenes

Phenylallenes undergo fluorinative rearrangement upon the action of (difluoroiodo)toluene in the presence of 20 mol % BF3?OEt2 to yield α-difluoromethyl styrenes. This unprecedented reaction was entirely chemoselective for the internal allene π bond, and showed remarkable regioselectivity during the fluorination event. Substituted phenylallenes, phenylallenes possessing both phenyl- and α-allenyl substituents, and diphenylallenes were investigated, and good functional-group compatibility was observed throughout. The ease with which allenes can be prepared on a large scale, and the operational simplicity of this reaction allowed us to rapidly access fluorine-containing building blocks that have not been accessed by conventional deoxyfluorination strategies.