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144819

Sigma-Aldrich

1-(Trimethylsiloxy)cyclohexene

99%

Synonym(s):
Cyclohexanone enol trimethylsilyl ether, 1-Cyclohexenyloxytrimethylsilane
Linear Formula:
C6H9OSi(CH3)3
CAS Number:
Molecular Weight:
170.32
Beilstein:
1859394
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

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

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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 Δ1,9- octalone. It is intermediate to many complex compounds including natural products.

Packaging

5, 25 g in glass bottle

Pictograms

Flame

Signal Word

Warning

Hazard Statements

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

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

Organotin triflate as practical catalyst for Michael addition of enol silyl ethers.
Sato T, et al.
Tetrahedron, 47(47), 9773-9782 (1991)

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