394698-73-8

Basic information

• Product Name: (E)-1-(2-Bromovinyl)-2-methylbenzene
• Synonyms: 1-((E)-2-Bromo-vinyl)-2-methyl-benzene
• CAS NO: 394698-73-8
• Molecular Formula: C₉H₉Br
• Molecular Weight: 197.074
• Mol File: 394698-73-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 236.4 °C at 760 mmHg
• Flash Point: 109 °C
• Density: 1.374 g/cm³
• CAS DataBase Reference: (E)-1-(2-Bromovinyl)-2-methylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(2-Bromovinyl)-2-methylbenzene(394698-73-8)
• EPA Substance Registry System: (E)-1-(2-Bromovinyl)-2-methylbenzene(394698-73-8)

Safety Data

• Hazardous Substances Data: 394698-73-8(Hazardous Substances Data)

Usage

General Description

(E)-1-(2-Bromovinyl)-2-methylbenzene is a chemical compound with the molecular formula C9H9Br. It is also known by its alternative name 2-Bromo-3-methylstyrene. (E)-1-(2-Bromovinyl)-2-methylbenzene is an organic compound consisting of a benzene ring with a methyl group and a bromovinyl group attached. It is a colorless liquid with a strong, sweet odor. (E)-1-(2-Bromovinyl)-2-methylbenzene is commonly used in research and chemical synthesis as a starting material for the production of various pharmaceuticals, agrochemicals, and other organic compounds. It is important to handle this chemical with caution, as it is a flammable and potentially harmful substance if not handled properly.

Upstream product

• 529-20-4 2-methylphenyl aldehyde 
• 2373-76-4 2-methylcinnamic acid 
• 104464-03-1 1,1-dibromo-2-(2-methylphenyl)ethene 

Downstream Products

• 832-69-9 1-methylphenanthrene 
• 67535-55-1 9-(2-methylbenzylidene)-9H-fluorene 
• 889869-30-1 trans-1-(2-bromovinyl)-2-methylbenzene 
• 1313709-36-2 trans-(2-methyl)-1-phenylthiostyrene 

Relevant articles and documents

Selective Rhodium-Catalyzed Hydroformylation of Terminal Arylalkynes and Conjugated Enynes to (Poly)enals Enabled by a π-Acceptor Biphosphoramidite Ligand

The hydroformylation of terminal arylalkynes and enynes offers a straightforward synthetic route to the valuable (poly)enals. However, the hydroformylation of terminal alkynes has remained a long-standing challenge. Herein, an efficient and selective Rh-catalyzed hydroformylation of terminal arylalkynes and conjugated enynes has been achieved by using a new stable biphosphoramidite ligand with strong π-acceptor capacity, which affords various important E-(poly)enals in good yields with excellent chemo- and regioselectivity at low temperatures and low syngas pressures.

Construction of Phenanthrenes and Chrysenes from β-Bromovinylarenes via Aryne Diels-Alder Reaction/Aromatization

A highly efficient transition-metal-free general method for the synthesis of polycyclic aromatic hydrocarbons like phenanthrenes and chrysenes (and tetraphene) from β-bromovinylarenes and arynes has been developed. The reactions proceed via an aryne Diels-Alder (ADA) reaction, followed by a facile aromatization. This is the first report on direct construction of chrysenes (and tetraphene) using the ADA approach. Unlike the literature method which is limited to only 9/10-substituted derivatives, this method gives access to a wide variety of functionalized phenanthrenes.

Ultrasonically Assisted Decarboxylative Bromination of α,β-Unsaturated Carboxylic Acids under Vilsmeier-Haack Conditions

An efficient method for decarboxylative bromination of cinnamic acids (α,β-unsaturated carboxylic acids or 3-arylpropenoic acids) was achieved under relatively mild conditions using Vilsmeier-Haack reagent and KBr in acetonitrile media. Vilsmeier-Haack reagent is prepared by using 1:1 ratio of oxychloride (SOCl2 or POCl3) and DMF under chilled condition. Ultrasonically assisted reactions underwent smoothly with highly significant rate enhancements and afforded bromostyrenes as products in very good yields even though the reactions were too sluggish.