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Sigma-Aldrich

Chloro(dimethyl)vinylsilane

97%

Synonym(s):

Dimethylvinylchlorosilane, Vinyldimethylchlorosilane

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About This Item

Linear Formula:
H2C=CHSi(CH3)2Cl
CAS Number:
1719-58-0
Molecular Weight:
120.65
Beilstein/REAXYS Number:
1737688
EC Number:
217-007-1
MDL number:
MFCD00018090
UNSPSC Code:
12352100
PubChem Substance ID:
24864164
NACRES:
NA.22

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.414 (lit.)

bp

82-83 °C (lit.)

density

0.874 g/mL at 25 °C (lit.)

SMILES string

C[Si](C)(Cl)C=C

InChI

1S/C4H9ClSi/c1-4-6(2,3)5/h4H,1H2,2-3H3

InChI key

XSDCTSITJJJDPY-UHFFFAOYSA-N

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General description

Chloro(dimethyl)vinylsilane (Dimethylvinylchlorosilane, Vinyldimethylchlorosilane, C4H9ClSi) is an organosilicon compound. It participates in the preparation of 1,1,2,2-tetramethyl-1,2-divinyldisilane. It undergoes [2+4] cycloaddition reaction with t-butyllithium in the presence of 2,3-dimethyl-1,3-butadiene to afford cycloadducts.

Application

Chloro(dimethyl)vinylsilane may be used in the synthesis of dimethyl(prop-2-ynyloxy)(vinyl)silane.
Chloro(dimethyl)vinylsilane may be used to prepare silicon-containing polymers, silaheterocycles, and new chelating ligands.

pictograms

FlameCorrosion
GHS02,GHS05

signalword

Danger

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

supp_hazards

EUH014

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

23.0 °F - closed cup

flash_point_c

-5 °C - closed cup

ppe

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

Certificates of Analysis (COA)

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Vinylmetalloids: I. Coupling reactions of group IV metalloidal halides with magnesium in tetrahydrofuran.
Soderquist JA and Hassner A
Journal of Organometallic Chemistry, 156(1), 227-233 (1978)
Zeitschrift fur Anorganische und Allgemeine Chemie, 608, 43-43 (1992)
Karolina Rachuta et al.
Physical chemistry chemical physics : PCCP, 21(36), 20384-20392 (2019-09-10)
In the course of studying silicon modifications to improve emission properties of commonly used organic compounds, biphenyl with dimethylsilylvinyl groups in the para position (3-Si) was investigated. A comparative study was performed on the exact C-analogue (3-C) and expanded to
The Journal of Organic Chemistry, 57, 5279-5279 (1992)
Schertzer BM.
The Development of Tandem Reactions Involving Enyne Metathesis to Form Substituted Cyclic Dienes, 209-209 (2006)
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