76557-94-3

Basic information

• Product Name: Benzene, 1-[(1E)-2-bromoethenyl]-4-methyl-
• CAS NO: 76557-94-3
• Molecular Formula: C9H9Br
• Molecular Weight: 197.074
• Mol File: 76557-94-3.mol
• Article Data: 55

Chemical Properties

• Melting Point: 46-48 °C
• Boiling Point: 242.8±9.0 °C(Predicted)
• Density: 1.374±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Benzene, 1-[(1E)-2-bromoethenyl]-4-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-[(1E)-2-bromoethenyl]-4-methyl-(76557-94-3)
• EPA Substance Registry System: Benzene, 1-[(1E)-2-bromoethenyl]-4-methyl-(76557-94-3)

Safety Data

• Hazardous Substances Data: 76557-94-3(Hazardous Substances Data)

Upstream product

• 622-97-9 1-ethenyl-4-methylbenzene 
• 1866-39-3 trans-p-methylcinnamic acid 
• 52916-86-6 2,3-dibromo-3-p-tolyl-propionic acid 
• 33458-08-1 1-(1,2-dibromoethyl)-4-methylbenzene 
• 60512-56-3 1-(2,2-dibromovinyl)-4-methylbenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 292638-85-8 acrylic acid methyl ester 
• 1034-49-7 (bromomethyl)triphenyl phosphonium bromide 
• 104-87-0 4-methyl-benzaldehyde 
• 1866-39-3 4-methylcinnamic acid 
• 149777-84-4 4,4,5,5-tetramethyl-2-[(E)-2-p-tolylethenyl]-1,3,2-dioxaborolane 
• 60655-80-3 2-bromo-1-(4-methylphenyl)ethylene 
• 60655-81-4 2-bromo-1-(p-tolyl)ethanol 
• 17497-85-7 1,3,5-tribromo-1,3,5-triazinane-2,4,6-trione 

Downstream Products

• 72033-82-0 trans,trans-1,4-bis(4-methylphenyl)-1,3-butadiene 
• 642093-53-6 (S,E)-1-methyl-4-(3-phenylbut-1-en-1-yl)benzene 
• 1055329-94-6 4-methylphenyl E-(4-methyl)styryl ether 
• 125951-09-9 (E)-1-methyl-4-[2-(phenylsulfanyl)ethenyl]benzene 
• 1055329-92-4 (E)-4-(2-phenoxyvinyl)toluene 
• 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 
• 1233923-51-7 trans-[Pd(CHCHC₆H₄Me)Br(diphenylmethylphosphine)2] 
• 1558003-92-1 (E)-1-methoxy-4-((4-methylstyryl)oxy)benzene 

Relevant articles and documents

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.

The hydrodebromination of 1,1-dibromoalkenes via visible light catalysis

Vinyl bromides are versatile synthetic intermediates and widely applied in organic synthesis and pharmaceuticals. Herein, a hydrodebromination reaction of 1,1-dibromoalkenes was established via visible light catalysis. A variety of structurally different vinyl bromides were obtained in moderate to excellent yields.

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.