235040

1-Phenyl-1-trimethylsiloxyethylene

98%

• Synonym(s): α-(Trimethylsiloxy)styrene, Acetophenone enol trimethylsilyl ether
• Linear Formula: C₆H₅C(=CH₂)OSi(CH₃)₃
• CAS Number: 13735-81-4
• Molecular Weight: 192.33
• Beilstein: 1306914
• EC Number: 237-308-1
• MDL number: MFCD00008582
• UNSPSC Code: 12352100
• PubChem Substance ID: 24854075
• NACRES: NA.22

Properties

• vapor density: >1 (vs air)
• Assay: 98%
• form: liquid
• refractive index: n20/D 1.502 (lit.)
• bp: 88-89 °C/11 mmHg (lit.)
• density: 0.938 g/mL at 25 °C (lit.)
• storage temp.: 2-8°C
• SMILES string: C[Si](C)(C)OC(=C)c1ccccc1
• InChI: 1S/C11H16OSi/c1-10(12-13(2,3)4)11-8-6-5-7-9-11/h5-9H,1H2,2-4H3
• InChI key: AFFPCIMDERUIST-UHFFFAOYSA-N

Description

General description

1-Phenyl-1-trimethylsiloxyethylene is a styrene type silyl enol ether, reacts with formaldehyde and 2,4-pentanedione to yield the corresponding dihydropyran. It also undergoes Mukaiyama aldol reaction with aldehydes in water in the presence of amphiphilic calix[6]arene derivatives as surfactants.

Application

1-Phenyl-1-trimethylsiloxyethylene has been used in the synthesis of:

• β-amino ketones in water via Mannich-type reaction
• cis-2,6-disubstituted dihydropyrans via three-component, one-pot cascade reaction

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 3
• Flash Point(F): 168.8 °F - closed cup
• Flash Point(C): 76 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves