80594-32-7

Basic information

• Product Name: Silane, (1,1-dimethylethyl)dimethyl(1-oxo-2-propenyl)-
• CAS NO: 80594-32-7
• Molecular Formula: C9H18OSi
• Molecular Weight: 170.327
• Mol File: 80594-32-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Silane, (1,1-dimethylethyl)dimethyl(1-oxo-2-propenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, (1,1-dimethylethyl)dimethyl(1-oxo-2-propenyl)-(80594-32-7)
• EPA Substance Registry System: Silane, (1,1-dimethylethyl)dimethyl(1-oxo-2-propenyl)-(80594-32-7)

Safety Data

• Hazardous Substances Data: 80594-32-7(Hazardous Substances Data)

Upstream product

• 85807-85-8 Allyloxy-tert-butyl-dimethyl-silane 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 107-18-6 allyl alcohol 

Downstream Products

• 80594-32-7 1-<(tert-butyl)dimethylsilyl>-2-propen-1-ol 
• 1025884-27-8 4-bromo-5-(tert-butyl-dimethyl-silanyl)-5-oxo-2-phenyl-pentanenitrile 
• 617693-38-6 2-[3-(tert-butyl-dimethyl-silanyl)-3-oxo-propyl]-4-cyclohexyl-2-(1-ethoxy-ethoxy)-but-3-enenitrile 
• 100184-29-0 1-(tert-Butyl-dimethyl-silanyl)-3-cyclohex-2-enyl-propan-1-one 

Relevant articles and documents

Syntheses of Cyclopropyl Silyl Ketones

The synthesis of the cyclopropyl silyl ketones 1-4 is described.The trimethylsilyl ketone 1 was prepared from geraniol ((E)-5) in ca. 10percent overall yield by cyclopropanation leading to 6, CrO3 oxidation to the aldehyde 8, reaction of the latter with trimethylsilyl anion to 14A+B, and CrO3 oxidation to 1.Also for the (t-butyl)dimethylsilyl ketones 2-4, an efficient four-step synthesis with overall yields of 48percent, 85percent, and 13percent, respectively, was elaborated, starting from the allylic alcohols (E)-5, (Z)-5, and 23.The method for the preparation involves as the key step a Wittig rearrangement of the silylalyl ethers ((E/Z)-20, 24) to the silyl alcohols ((E/Z)-21, 25), subsequent cyclopropanation (19A+B, 22A+B, 26), and oxidation to the cyclopropyl silyl ketones 2-4.

Switchable C-H Functionalization of N-Tosyl Acrylamides with Acryloylsilanes

A controllable Rh-catalyzed protocol to access alkylation and alkenylation-annulation of N-tosyl acrylamide with acryloyl silane is reported. In contrast to the directing group or catalyst-dependent divergent sp2 C-H alkylation/alkenylation, the intrinsic property of acryloylsilane allows the switchable reaction manifold, thereby affording either alkylation or annulation products with slight modification of the reaction conditions.

Synthesis of acylsilanes via nickel-catalyzed reactions of α-hydroxyallylsilanes

The redox isomerization processes and tandem isomerization-aldolization reactions, mediated by nickel catalysts, offer new versatile entries to acylsilanes. For the second reaction, high diastereoselectivities, up to 98:2, have been obtained with bulky substituents on silicon.