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371440

Sigma-Aldrich

(1-tert-Butylvinyloxy)trimethylsilane

98%

Synonym(s):

(2,2-Dimethyl-1-methylenepropoxy)trimethylsilane, 3,3-Dimethyl-2-trimethylsiloxy-1-butene, Pinacolone enol trimethylsilyl ether

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About This Item

Linear Formula:
(CH3)3CC(=CH2)OSi(CH3)3
CAS Number:
Molecular Weight:
172.34
Beilstein/REAXYS Number:
2204704
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

liquid

refractive index

n20/D 1.409 (lit.)

bp

140-142 °C (lit.)

density

0.798 g/mL at 25 °C (lit.)

SMILES string

CC(C)(C)C(=C)O[Si](C)(C)C

InChI

1S/C9H20OSi/c1-8(9(2,3)4)10-11(5,6)7/h1H2,2-7H3

InChI key

PEHJULPJEVIIFJ-UHFFFAOYSA-N

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General description

(1-tert-Butylvinyloxy)trimethylsilane is a silyl enol. It belongs to organosilicone class of compounds. Enthalpy of vaporization of (1-tert-Butylvinyloxy)trimethylsilane at boiling point has been reported.

Application

(1-tert-Butylvinyloxy)trimethylsilane ((2,2-Dimethyl-1-methylenepropoxy)trimethylsilane) may be used in the synthesis of cis-3,3-dimethyl-1-(6-phenethyl-3,6-dihydro-2H-pyran-2-yl)butan-2-one.
(1-tert-Butylvinyloxy)trimethylsilane may be used in the preparation of 1-(4-bromophenyl)-4,4-dimethylpentan-3-one.

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

75.2 °F - closed cup

flash_point_c

24 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Yaws CL.
Thermophysical Properties of Chemicals and Hydrocarbons, 574-574 (2014)
Salvatore Ferla et al.
Journal of medicinal chemistry, 57(18), 7702-7715 (2014-08-26)
The synthesis of imidazole styrylbenzamide, tert-butyl styrylimidazole, and tert-butyl styrylsulfonate derivatives is described. Evaluation of binding affinity and inhibitory activity against CYP24A1 identified the imidazole styrylbenzamides as potent inhibitors of CYP24A1, having selectivity with respect to CYP27B1 comparable with or
Robert J Hinkle et al.
Tetrahedron, 65(34), 6834-6839 (2010-02-18)
The rapid synthesis of cis-2,6-disubstituted dihydropyrans is achieved in a three-component, one-pot cascade reaction. BiBr(3)-ediated addition of ketene silyl acetals or silyl enol ethers to beta,gamma-unsaturated cis-4-trimethylsilyl-3-butenal provides a Mukaiyama aldol adduct containing a vinylsilane moiety tethered to a silyl

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