60655-80-3

Basic information

• Product Name: (E)-1-(2-Bromovinyl)-4-methylbenzene
• Synonyms: 1-[(E)-2-Bromoethenyl]-4-methylbenzene
• CAS NO: 60655-80-3
• Molecular Formula: C₉H₉Br
• Molecular Weight: 197.074
• Mol File: 60655-80-3.mol
• Article Data: 64

Chemical Properties

• Boiling Point: 242.798 °C at 760 mmHg
• Flash Point: 113.128 °C
• Density: 1.375 g/cm³
• CAS DataBase Reference: (E)-1-(2-Bromovinyl)-4-methylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(2-Bromovinyl)-4-methylbenzene(60655-80-3)
• EPA Substance Registry System: (E)-1-(2-Bromovinyl)-4-methylbenzene(60655-80-3)

Safety Data

• Hazardous Substances Data: 60655-80-3(Hazardous Substances Data)

Usage

General Description

(E)-1-(2-Bromovinyl)-4-methylbenzene, also known as 4-methyl-alpha-bromo styrene, is a chemical compound with the molecular formula C9H9Br. It is a derivative of styrene with a bromine atom attached to the carbon atom at position 2 in the styrene ring, and a vinyl group (C=C double bond) at position 1. (E)-1-(2-Bromovinyl)-4-methylbenzene is commonly used as a building block for the synthesis of various organic compounds, particularly in the field of organic chemistry. It is typically used as a reagent in organic reactions, such as in the production of pharmaceuticals, agrochemicals, and other fine chemicals. (E)-1-(2-Bromovinyl)-4-methylbenzene may have potential applications in the development of new materials and biologically active compounds. Additionally, it is important to handle this chemical with caution as it may pose health and safety hazards if not handled properly.

Upstream product

• 60512-56-3 1-(2,2-dibromovinyl)-4-methylbenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 1866-39-3 trans-p-methylcinnamic acid 
• 292638-85-8 acrylic acid methyl ester 
• 104-87-0 4-methyl-benzaldehyde 
• 1866-39-3 4-methylcinnamic acid 
• 52916-86-6 2,3-dibromo-3-p-tolyl-propionic acid 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 
• 52916-86-6 (2RS,3SR)-2,3-dibromo-3-(4-methylphenyl)propanoic acid 
• 149777-84-4 4,4,5,5-tetramethyl-2-[(E)-2-p-tolylethenyl]-1,3,2-dioxaborolane 
• 60655-81-4 2-bromo-1-(p-tolyl)ethanol 
• 17497-85-7 1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione 
• 104-81-4 4-Methylbenzyl bromide 

Downstream Products

• 80959-78-0 (E)-1-methyl-4-(3,3,3-trifluoroprop-1-en-1-yl)benzene 
• 642093-53-6 (S,E)-1-methyl-4-(3-phenylbut-1-en-1-yl)benzene 
• 154796-08-4 1-methyl-3-(4-methylphenyl)-1H-indole 
• 69957-45-5 (E)-1-(2-methanesulfonyl-vinyl)-4-methyl-benzene 
• 30166-88-2 (E)-2-(4-methylphenyl)ethenyl phenyl sulfone 
• 80743-35-7 4-((E)-2-p-Tolyl-vinyl)-morpholine 
• 1059590-28-1 butyl (2E,4E,6E)-7-(4-methylphenyl)-4,5-diphenyl-2,4-6-heptatrienoate 
• 60824-70-6 (5-(4-methylbenzylidene)cyclopenta-1,3-diene-1,2,3,4-tetrayl)tetrabenzene 
• 1059544-53-4 5-phenyl-2-((Z)-2-p-tolyl-vinyl)-oxazole 
• 1059544-25-0 5-phenyl-2-((E)-2-p-tolyl-vinyl)-oxazole 
• 1198306-61-4 (Z)-1-(4-methylstyryl)-1H-imidazole 
• 1198306-62-5 C₁₇H₁₆N₂ 
• 1198306-63-6 C₁₃H₁₄N₂ 

Relevant articles and documents

Skeletally Tunable Seven-Membered-Ring Fused Pyrroles

We describe a copper-mediated method that enables the synthesis of seven-membered-ring fused pyrroles (7-mrFPs). The protocol proceeds via an in situ spiro-intermediate ring expansion and tolerates a library of 7-mrFP derivatives with a broad range of functional groups in a simple step with tangible parameters and substrate adaptations. These rare 7-mrFPs are now accessible on a millimolar scale, and selected examples exhibit high antioxidant activity.

Illuminatinganti-hydrozirconation: controlled geometric isomerization of an organometallic species

A general strategy to enable the formalanti-hydrozirconation of arylacetylenes is reported that mergescis-hydrometallation using the Schwartz Reagent (Cp2ZrHCl) with a subsequent light-mediated geometric isomerization atλ= 400 nm. Mechanistic delineation of thecontra-thermodynamic isomerization step indicates that a minor reaction product functions as an efficientin situgenerated photocatalyst. Coupling of theE-vinyl zirconium species with an alkyne unit generates a conjugated diene: this has been leveraged as a selective energy transfer catalyst to enableE→Zisomerization of an organometallic species. Through anUmpolungmetal-halogen exchange process (Cl, Br, I), synthetically useful vinyl halides can be generated (up toZ?:?E= 90?:?10). This enabling platform provides a strategy to access nucleophilic and electrophilic alkene fragments in both geometric forms from simple arylacetylenes.

Zirconium-Catalyzed Synthesis of Alkenylaminoboranes: From a Reliable Preparation of Alkenylboronates to a Direct Stereodivergent Access to Alkenyl Bromides

A simple procedure has been optimized for the preparation of alkenylaminoborane from alkynes using diisopropylaminoborane and HZrCp2Cl. Coupled with a magnesium-catalyzed dehydrogenation, it allowed for the use of air- and moisture-stable diisopropylamine. This synthesis has been extended to a one-pot sequence leading directly to bromoalkenes with controlled stereochemistry. As such, it provides an easy, scalable, cheap process to access alkenylboronates and both (E)- and (Z)-bromoalkenes from commercially available alkynes.