423424

2-(Trimethylsiloxy)-1,3-cyclohexadiene

95%

• Empirical Formula (Hill Notation): C₉H₁₆OSi
• CAS Number: 54781-19-0
• Molecular Weight: 168.31
• Beilstein: 2079140
• MDL number: MFCD00274202
• UNSPSC Code: 12352100
• PubChem Substance ID: 24866492
• NACRES: NA.22

Properties

• Assay: 95%
• form: liquid
• refractive index: n20/D 1.462 (lit.)
• bp: 65 °C/7 mmHg (lit.)
• density: 0.899 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: C[Si](C)(C)OC1=CCCC=C1
• InChI: 1S/C9H16OSi/c1-11(2,3)10-9-7-5-4-6-8-9/h5,7-8H,4,6H2,1-3H3
• InChI key: WPIRVUXAMPRMAY-UHFFFAOYSA-N

Description

General description

2-(Trimethylsiloxy)-1,3-cyclohexadiene ((cyclohexa-1,5-dien-1-yloxy)trimethylsilane) is silyl enol ether of cyclohexenone. The Diels–Alder reactions with dienophiles α-acetoxyacrylonitrile, acrylonitrile and α-chloroacrylonitrile has been studied.

Application

2-(Trimethylsiloxy)-1,3-cyclohexadiene may be used as a diene in the synthesis of isoquinuclidinone 2-aza[2.2.2]octa-3,5-dione by reacting with p-toluenesulfonyl cyanide.

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): 116.6 °F - closed cup
• Flash Point(C): 47 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves