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805041 Sigma-Aldrich

2-(trimethylsilyl)-2-cyclohexen-1-one

  • CAS Number 72162-99-3

  • Empirical Formula (Hill Notation) C9H16OSi

  • Molecular Weight 168.31

  •  MDL number MFCD11502410

  •  PubChem Substance ID 329768917

  •  NACRES NA.22

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Properties

Related Categories Alkenes, Building Blocks, Chemical Synthesis, Cyclic, Organic Building Blocks More...
Quality Level   100
description   Fp: 15.8°F
form   liquid
refractive index   n20/D 1.4524
density   0.8680 g/mL at 25 °C
storage temp.   −20°C
SMILES string   O=C1C([Si](C)(C)C)=CCCC1
InChI   1S/C9H16OSi/c1-11(2,3)9-7-5-4-6-8(9)10/h7H,4-6H2,1-3H3
InChI key   SXGCQSJRVVKTOH-UHFFFAOYSA-N

Description

General description

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

Application

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.

Packaging

500 mg in glass bottle

Other Notes

Cycloadditions of Cyclohexynes and Cyclopentyne

Modular synthesis of the pentacyclic core of batrachotoxin and select batrachotoxin analogue designs

Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN1325 - class 4.1 - PG 3 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
WGK 3
Flash Point(F) 
15.8 °F
Flash Point(C) 
-9 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
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