72162-99-3

Basic information

• Product Name: 2-(trimethylsilyl)cyclohex-2-enone
• Synonyms: 2-(trimethylsilyl)cyclohex-2-enone
• CAS NO: 72162-99-3
• Molecular Weight: 168.311
• Mol File: 72162-99-3.mol
• Article Data: 10

Chemical Properties

• Flash Point: -9℃
• Density: 0.8680 g/mL at 25 °C
• Refractive Index: n20/D1.4524
• CAS DataBase Reference: 2-(trimethylsilyl)cyclohex-2-enone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(trimethylsilyl)cyclohex-2-enone(72162-99-3)
• EPA Substance Registry System: 2-(trimethylsilyl)cyclohex-2-enone(72162-99-3)

Safety Data

• Hazardous Substances Data: 72162-99-3(Hazardous Substances Data)

Usage

Uses

The following silyl enone can be converted into a highly useful cyclohexyne precursor as reported by the Garg and DuBois groups. The resulting silyltriflate adduct can be subjected to various dienes and dipolarophiles in the presence of Cesium Fluoride.

General Description

2-(Trimethylsilyl)-2-cyclohexen-1-one is a silyl enone.

Upstream product

• 50870-61-6 2-bromocyclohex-2-en-1-one 
• 119547-57-8 t-1-iodo-c,t-2,6-dimethoxy-r-1-trimethylsilylcyclohexane 
• 71559-38-1 t-1-iodo-c-2-methoxy-r-1-trimethylsilylcyclohexane 
• 71559-41-6 2-trimethylsilyl-3-methoxycyclohexene 
• 108-94-1 cyclohexanone 
• 930-66-5 1-chlorocyclohexene 
• 17874-17-8 cyclohex-1-enyl-trimethyl-silane 
• 71352-18-6 2-Trimethylsilanyl-cyclohex-2-enol 
• 119547-58-9 1,3-dimethoxy-2-trimethylsilylcyclohex-1-ene 
• 75-77-4 chloro-trimethyl-silane 
• 70156-98-8 6-bromo-1,4-dioxaspiro[4,5]dec-6-ene 
• 930-68-7 cyclohexenone 

Downstream Products

• 130199-20-1 Trifluoro-methanesulfonic acid 6-trimethylsilanyl-cyclohexa-1,5-dienyl ester 
• 118297-89-5 3-methyl-2-(trimethylsilyl)cyclohexenyl diphenyl phosphate 
• 118297-88-4 2-(trimethylsilyl)cyclohexenyl diphenyl phosphate 
• 33948-36-6 2-iodocyclohex-2-en-1-one 
• 207505-17-7 2-(trimethylsilyl)cyclohexen-1-yl triflate 
• 1103591-39-4 (E)-2-[(E)-hex-2-enylidene]-3-methylcyclohexanone 
• 79643-73-5 2-(trimethylsilyl)cyclohexanone 
• 1202173-90-7 2-methyl-2-(trimethylsilyl)cyclohexanone 
• 1378309-44-4 2-(hydroxydimethylsilyl)cyclohex-2-enone 
• 14847-23-5 1,2-cyclohexadiene 

Relevant articles and documents

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Five- and six-membered cyclic α-acylvinyl anionic synthons: Synthesis of α-trimethylsilyl-α,β-unsaturated cycloalkenones and their conversion into 2-(hydroxydimethylsilyl)cycloalk-2-enones through carbon-silicon bond scission

Five- and six-membered α-trimethylsilyl-α,β-unsaturated cycloalkenones were prepared by the Wurtz-Fittig coupling reaction of the corresponding 6-bromo-1,4-dioxaspiro[4,n]cycloalk-6-enes with sodium and chlorotrimethylsilane. Upon treatment with anhydrous

One-pot synthesis of α-trimethylsilyl enones from vinylsilanes

Photooxygenation of vinylsilanes in the presence of acetic anhydride and pyridine afforded α-trimethylsilyl enones 1 in moderate to good yields. Since the required starting materials are readily available, the present approach constitutes a useful alterna