79015-63-7

Basic information

• Product Name: Cyclohexanol, 1-[3-(trimethylsilyl)-2-propynyl]-
• CAS NO: 79015-63-7
• Molecular Formula: C12H22OSi
• Molecular Weight: 210.392
• Mol File: 79015-63-7.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cyclohexanol, 1-[3-(trimethylsilyl)-2-propynyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanol, 1-[3-(trimethylsilyl)-2-propynyl]-(79015-63-7)
• EPA Substance Registry System: Cyclohexanol, 1-[3-(trimethylsilyl)-2-propynyl]-(79015-63-7)

Safety Data

• Hazardous Substances Data: 79015-63-7(Hazardous Substances Data)

Upstream product

• 38002-45-8 3-bromo-1-(trimethylsilyl)-1-propyne 
• 108-94-1 cyclohexanone 
• 1196787-44-6 C₁₀H₂₀BNO₂Si 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 
• 23832-16-8 3-(trimethylsilyl)propargyl lithium 
• 75-11-6 diiodomethane 
• 1066-54-2 trimethylsilylacetylene 
• 123871-69-2 BrZnCH₂CCSi(CH₃)3 
• 143798-87-2 3-trimethylsilylprop-2-ynyldiisobutyltelluronium bromide 

Downstream Products

• 160950-61-8 1-((Z)-3-Trimethylsilanyl-allyl)-cyclohexanol 
• 142636-26-8 O-<1-<3-(trimethylsilyl)prop-2-yn-1-yl>cyclohex-1-yl> Se-phenyl selenocarbonate 
• 1027586-88-4 Imidazole-1-carboxylic acid 1-(3-trimethylsilanyl-prop-2-ynyl)-cyclohexyl ester 

Relevant articles and documents

Zinc catalyzed and mediated propargylations with propargyl boronates

Chemical Equation Presented The utility of allenyl and propargyl boronates for the propargylation of aldehydes and ketones mediated by zinc is presented. The reaction is catalytic in zinc with allenyl or propargyl borolanes. The propargylation with crystalline and air-stable propargyl diethanolamine boronates was also achieved. A catalytic cycle is proposed, and preliminary mechanistic studies are discussed.

Palladium(II)-catalyzed formation of γ-butyrolactones from 4-trimethylsilyl-3-alkyn-1-ols: Synthetic and mechanistic aspects

γ-butyrolactones are obtained in good yields from 4-trimethylsilyl-3-alkyn-1-ols via Wacker-type oxidation reaction. A mechanism is proposed for this transformation: it involves two successive trans-hydroxypalladations followed by a [PdXSiMe3] syn-elimination and explains why the presence of the silyl group is essential in such a process.

Selective Mono- and Polymethylene Homologations of Copper Reagents Using (Iodomethyl)zinc Iodide

A wide range of unsaturated aryl-, alkenyl-, alkynylcopper compounds can be selectively homologated by a methylene unit using (iodomethyl)zinc iodide or bis(iodomethyl)zinc.These reactions allow the generation of mixed allylic zinc-copper compounds which can be efficiently trapped with carbonyl compounds.An application to a general preparation of functionalized α-methylene-γ-butyrolactones is described.The homologation of alkynylcoppers with (iodomethyl)zinc iodide allows a one-pot preparation of propargylic copper reagents which in the presence of a carbonyl compound provide various homopropargylic alcohols in excellent yields.In the absence of an electrophile, a clean quadruple methylene homologation of alkynylcoppers occurs to furnish dienic copper reagents.The homologation of other types of copper reagents is also possible, and carbanions at the α-position to amines as well as homoenolates of aldehydes or ketones can also be prepared by this method.