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235040 Sigma-Aldrich

1-Phenyl-1-trimethylsiloxyethylene

98%

Synonym: α-(Trimethylsiloxy)styrene, Acetophenone enol trimethylsilyl ether

  • CAS Number 13735-81-4

  • Linear Formula C6H5C(=CH2)OSi(CH3)3

  • Molecular Weight 192.33

  •  Beilstein/REAXYS Number 1306914

  •  EC Number 237-308-1

  •  MDL number MFCD00008582

  •  PubChem Substance ID 24854075

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Properties

Related Categories Building Blocks, Chemical Synthesis, Enol Ethers, Organic Building Blocks, Oxygen Compounds More...
vapor density   >1 (vs air)
InChI Key   AFFPCIMDERUIST-UHFFFAOYSA-N
assay   98%
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

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

Packaging

5, 25 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
Flash Point(F) 
168.8 °F
Flash Point(C) 
76 °C

Documents

Certificate of Analysis

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Protocols & Articles
Peer-Reviewed Papers
15

References

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