144819

1-(Trimethylsiloxy)cyclohexene

99%

• Synonym(s): 1-Cyclohexenyloxytrimethylsilane, Cyclohexanone enol trimethylsilyl ether
• Linear Formula: C₆H₉OSi(CH₃)₃
• CAS Number: 6651-36-1
• Molecular Weight: 170.32
• Beilstein: 1859394
• EC Number: 229-675-1
• MDL number: MFCD00001541
• UNSPSC Code: 12352100
• PubChem Substance ID: 24848686
• NACRES: NA.22

Properties

• Assay: 99%
• form: liquid
• refractive index: n20/D 1.447 (lit.)
• bp: 64-65 °C/15 mmHg (lit.)
• density: 0.875 g/mL at 25 °C (lit.)
• SMILES string: C[Si](C)(C)OC1=CCCCC1
• InChI: 1S/C9H18OSi/c1-11(2,3)10-9-7-5-4-6-8-9/h7H,4-6,8H2,1-3H3
• InChI key: SBEMOANGDSSPJY-UHFFFAOYSA-N

Description

General description

1-(Trimethylsiloxy)cyclohexene undergoes Michael addition reaction with methyl vinyl ketone in the presence of dibutyltin bis(triflate).

Application

1-(Trimethylsiloxy)cyclohexene was used in one-pot synthesis of Δ^1,9- octalone. It is intermediate to many complex compounds including natural products.

Safety Information

• Pictograms: GHS02
• Signal Word: Warning
• Hazard Statements: H226
• Hazard Classifications: Flam. Liq. 3
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 105.8 °F - closed cup
• Flash Point(C): 41 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves