144819
1-(Trimethylsiloxy)cyclohexene
99%
Synonym(s):
1-Cyclohexenyloxytrimethylsilane, Cyclohexanone enol trimethylsilyl ether
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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.
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Organotin triflate as practical catalyst for Michael addition of enol silyl ethers.
Tetrahedron, 47(47), 9773-9782 (1991)
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