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144819

Sigma-Aldrich

1-(Trimethylsiloxy)cyclohexene

99%

Synonym(s):

1-Cyclohexenyloxytrimethylsilane, Cyclohexanone enol trimethylsilyl ether

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About This Item

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

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.

Pictograms

Flame
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

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC2106V
BGBB0048
08704DW
17803JR
07509AB

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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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