805041

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

• Empirical Formula (Hill Notation): C₉H₁₆OSi
• CAS Number: 72162-99-3
• Molecular Weight: 168.31
• MDL number: MFCD11502410
• UNSPSC Code: 12352100
• PubChem Substance ID: 329768917
• NACRES: NA.22

Properties

• description: Fp: 15.8°F
• Quality Level: 100
• form: liquid
• refractive index: n20/D 1.4524
• density: 0.8680 g/mL at 25 °C
• functional group: ketone
• 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.

Other Notes

Cycloadditions of Cyclohexynes and Cyclopentyne

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

Safety Information

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H228,H302
• pcodes: P210 - P301 + P312 + P330 - P370 + P378
• Hazard Classifications: Acute Tox. 4 Oral - Flam. Sol. 2
• Storage Class: 4.1B - Flammable solid hazardous materials
• wgk_germany: WGK 3
• flash_point_f: 15.8 °F
• flash_point_c: -9 °C