70737-22-3

Basic information

• Product Name: Silane, (2-iodoethenyl)trimethyl-, (E)-
• CAS NO: 70737-22-3
• Molecular Formula: C5H11ISi
• Molecular Weight: 226.132
• Mol File: 70737-22-3.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Silane, (2-iodoethenyl)trimethyl-, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, (2-iodoethenyl)trimethyl-, (E)-(70737-22-3)
• EPA Substance Registry System: Silane, (2-iodoethenyl)trimethyl-, (E)-(70737-22-3)

Safety Data

• Hazardous Substances Data: 70737-22-3(Hazardous Substances Data)

Usage

General Description

Silane, (2-iodoethenyl)trimethyl-, (E)-, also known as vinyltrimethylsilane, is a chemical compound with the molecular formula C5H11ISi. It is a colorless liquid that is used in various organic synthesis reactions as a source of the vinyl group. It is also utilized in the preparation of polymers and as a chemical intermediate. Vinyltrimethylsilane is a highly flammable and reactive compound, and it should be handled with caution due to its potential for hazardous reactions. It is important to follow proper safety protocols when handling and storing this chemical.

Upstream product

• 58207-97-9 (2-trimethylsilylethenyl)tributylstannane 
• 1066-54-2 trimethylsilylacetylene 
• 58207-97-9 tributyl[(E)-2-trimethylsilylethenyl]stannane 

Downstream Products

• 881920-65-6 (S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-(trimethylsilyl)prop-2-en-1-ol 
• 881920-67-8 (R,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-(trimethylsilyl)prop-2-en-1-ol 
• 1192815-55-6 C₃₁H₃₈O₉Si 
• 1192815-54-5 C₃₁H₃₈O₉Si 
• 1140528-12-6 (1E,5E)-1-(4-chlorophenyl)seleno-6-trimethylsilylhexa-1,5-dien-3-yne 
• 1140528-16-0 (1E,5E)-1-(4-methylphenyl)seleno-6-trimethylsilylhexa-1,5-dien-3-yne 
• 1140528-07-9 (1E,5E)-1-phenylseleno-6-trimethylsilylhexa-1,5-dien-3-yne 
• 881920-81-6 (9H-fluoren-9-yl)methyl (R,E)-3-((1S,2S,5R)-2-isopropyl-5-methylcyclohexyl)-1-(trimethylsilyl)allylcarbamate 
• 881920-95-2 (R,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-(trimethylsilyl)allyl carbamate 
• 881920-71-4 (S,E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-(trimethylsilyl)allyl carbamate 
• 881920-77-0 ((R,E)-1-isocyanato-3-((1S,2S,5R)-2-isopropyl-5-methylcyclohexyl)allyl)-trimethylsilane 
• 881920-89-4 (E)-1-((1R,2S,5R)-2-isopropyl-5-methylcyclohexyl)-3-(trimethylsilyl)prop-2-en-1-one 

Relevant articles and documents

Oxidative Addition of Alkenyl and Alkynyl Iodides to a AuI Complex

The first isolated examples of intermolecular oxidative addition of alkenyl and alkynyl iodides to AuI are reported. Using a 5,5′-difluoro-2,2′-bipyridyl ligated complex, oxidative addition of geometrically defined alkenyl iodides occurs readily, reversibly and stereospecifically to give alkenyl-AuIII complexes. Conversely, reversible alkynyl iodide oxidative addition generates bimetallic complexes containing both AuIII and AuI centers. Stoichiometric studies show that both new initiation modes can form the basis for the development of C?C bond forming cross-couplings.

Sterically biased 3,3-sigmatropic rearrangement of chiral allylic azides: Application to the total syntheses of alkaloids

(Chemical Equation Presented) We describe a tandem Mitsunobu/3,3- sigmatropic rearrangement of allylic azides on a chiral auxiliary system that favors one regioisomer thanks to its exceptional steric bias. The sequence may be completed by the oxidative cleavage of the auxiliary or by a ring-closing metathesis reaction that produces a carbo-or heterocycle directly and a recyclable form of the chiral auxiliary. Applications of the methodology to the total synthesis of (+)-coniine, (+)-lentiginosin, and (+)-pumiliotoxin C are reported.