41309-43-7

Basic information

• Product Name: 2-(BROMOVINYL)TRIMETHYLSILANE
• Synonyms: (E)-2-(Trimethylsilyl)vinyl bromide;trans-1-Bromo-2-(trimethylsilyl)ethene;(2-BroMovinyl)triMethylsilane approx. 90% trans, 98%;(2-BROMOVINYL)TRIMETHYLSILANE, 98%, PRED OMINANTLY TRANS;(2-BROMOVINYL)TRIMETHYLSILANE(CIS+TRANS);β-(Trimethylsilyl)vinyl bromide, 1-Bromo-2-(trimethylsilyl)ethylene;[(E)-2-BroMovinyl](triMethyl)silane;(E)-(2-Bromoethenyl)trimethylsilane
• CAS NO: 41309-43-7
• Molecular Formula: C₅H₁₁BrSi
• Molecular Weight: 179.13034
• Product Categories: Alkenyl;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 41309-43-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 50-51 °C52 mm Hg(lit.)
• Flash Point: 85 °F
• Appearance: /
• Density: 1.167 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.466(lit.)
• Storage Temp.: 2-8°C
• BRN: 1700085
• CAS DataBase Reference: 2-(BROMOVINYL)TRIMETHYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(BROMOVINYL)TRIMETHYLSILANE(41309-43-7)
• EPA Substance Registry System: 2-(BROMOVINYL)TRIMETHYLSILANE(41309-43-7)

Safety Data

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• F: 10
• TSCA: No
• HazardClass: 3.2
• PackingGroup: III
• Hazardous Substances Data: 41309-43-7(Hazardous Substances Data)

Usage

General Description

2-(Bromovinyl)trimethylsilane is a chemical compound with the molecular formula C5H11BrSi. It is a colorless liquid with a molecular weight of 177.05 g/mol. 2-(BROMOVINYL)TRIMETHYLSILANE is commonly used as a reagent in organic synthesis, particularly in the preparation of vinylsilanes through the palladium-catalyzed coupling reaction with various nucleophiles. It is also used as a cross-coupling reagent for the synthesis of functionalized organic molecules. Additionally, 2-(Bromovinyl)trimethylsilane has been utilized in the development of various pharmaceuticals and agrochemicals due to its ability to serve as a key intermediate in the synthesis of complex organic compounds. Its chemical properties make it a versatile and valuable tool in modern organic chemistry research and applications.

Upstream product

• 1066-54-2 trimethylsilylacetylene 
• 18881-62-4 1,2-dibromo-1,2-bis-trimethylsilanyl-ethane 
• 18178-59-1 (E)-1,2-bis(trimethylsilyl)ethene 
• 70737-20-1 (cis-2-bromo-vinyl)-trimethyl-silane 
• 13852-33-0 (2-bromo-vinyl)-trichloro-silane 
• 676-58-4 methylmagnesium chloride 

Downstream Products

• 57415-80-2 diethyl-(E)-2-trimethylsilyl-ethenylphosphonate 
• 126204-79-3 <2-(2-furyl)ethenyl>trimethylsilane 
• 105281-56-9 <2-(2-thienyl)ethenyl>trimethylsilane 
• 70737-20-1 (cis-2-bromo-vinyl)-trimethyl-silane 
• 70960-90-6 trimethyl-nona-1,3t-dien-t-yl-silane 
• 120501-74-8 (E)-1-trimethylsilyl-1-nonen-3-yne 
• 126231-53-6 (E)-6-trimethylsilyl-2-methyl-5-hexen-3-yn-2-ol 
• 119930-36-8 methyl-((1-phenyl-3-trimethylsilyl)-2E-propenyl)carbonate 
• 187108-26-5 (1E,5E)-1,6-Bis-trimethylsilanyl-hexa-1,5-dien-3-yne 
• 39198-04-4 (E)-1-chloro-oct-1-en-3-one 
• 261359-07-3 1-trimethylsilyl-3(E)-decen-1-yn-5-one 

Relevant articles and documents

The synthesis and chemistry of 1,3-bridged polycyclic cyclopropenes: 8-Oxatricyclo[3.2.1.02,4]octa-2,6-dienes

Three 1,3-bridged polycyclic cyclopropenes, exo-8-oxatricyclo[3.2.1.0 2,4]octa-2,6-diene (10), endo-8-oxatricyclo[3.2.1.0 2,4]octa-2,6-diene (11), and exo-6,7-benzo-1,5-diphenyl-8- oxatricyclo[3.2.1.02,4]octa-2,6-diene (12), have been synthesized by elimination of 2-chloro-3-trimethylsilyl-8-oxatricyclo[3.2.1.0 2,4]-oct-6-enes, 17,18 and 30, which were generated from 1-chloro-3-trimethylsilylcyclopropene with furan and diphenylisobenzofuran. We have demonstrated a facile route to synthesize the highly strained 1,3-fused polycyclic cyclopropenes, 10, 11, and 12. The stereochemistry of the Diels-Alder reactions of cyclopropene 16 with furan and DPIBF are different. Cyclopropene 16 was treated with furan to form exo-exo and endo-exo adducts (5:2) and treated with DPIBF to generate an exo-exo adduct. Compounds 10, 11 and 12 undergo isomerization reactions to form benzaldehyde and phenyl 4-phenyl-[1]naphthyl ketone to release strain energies via diradical mechanisms.