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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:
Molecular Weight:
120.65
Beilstein:
1737688
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Flam. Liq. 2 - Skin Corr. 1B

Supplementary Hazards

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

23.0 °F - closed cup

Flash Point(C)

-5 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Schertzer BM.
The Development of Tandem Reactions Involving Enyne Metathesis to Form Substituted Cyclic Dienes, 209-209 (2006)
Katritzky AR, et al.
Comprehensive Organic Functional Group Transformations: Synthesis: carbon with two heteroatoms, each attached by a single bond, 4, 611-611 (1995)
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

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