CAS 1719-58-0 Chloro(dimethyl)vinylsilane (HCID 519368)

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Basic information

CAS: 1719-58-0
Standard SMILES: C=C[Si](C)(C)Cl
InChIKey: XSDCTSITJJJDPY-UHFFFAOYSA-N
Molecular formula: C4H9ClSi
Average molar mass: 120.65 g/mol
Monoisotopic mass: 120.0162045

Names & identifiers

Preferred name: Chloro(dimethyl)vinylsilane
IUPAC: chloro-ethenyl-dimethylsilane
English name: Chlorodimethylvinylsilane
Molecular formula: C4H9ClSi
Molecular weight: 120.65

Names & synonyms

Chlorodimethylvinylsilane1719-58-0DimethylvinylchlorosilaneVinyldimethylchlorosilaneChloro(dimethyl)vinylsilaneSilane, chloroethenyldimethyl-Vinylchlorodimethylsilanevinyldimethylsilyl chloridedimethylchlorovinylsilaneDTXSID5042378XJA6N5221Tdimethylvinylsilyl chloride

Show more names

DK581DK109CV-4720DMVS-ClDIMETHYLVINYLSILYLCHLORID

EINECS 217-007-1AI3-25204Stannane, chloroethenyldimethyl-DTXCID3022378EC 217-007-1RefChem:575717Silane, chloroethenyldimethyl217-007-1

Database identifiers

CAS: 1719-58-0
PubChem CID: 519368
DTXSID: DTXSID5042378
ChEMBL: CHEMBL3561435
UNII: XJA6N5221T
EC Number: 217-007-1
Nikkaji: J203.112D

Properties

Computed structural properties

Topological polar surface area: 0 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 0
Rotatable bonds: 1
Heavy atoms: 6
Formal charge: 0
Complexity: 58.6

Experimental & physicochemical properties

Chemical ClassesToxic Gases & Vapors -> Chlorosilanes

SpringerMaterials Properties29Si nuclear magnetic resonance spectrum

Physical Description · 2 items

Liquid

Colorless or brown liquid; [Alfa Aesar MSDS]

Physicochemical properties

Boiling point: 82 · 82-83 °C(lit.)
Density: 0.874 g/mL · 0.874 g/mL at 25 °C(lit.)
vapor pressure: 95 hPa · 95hPa at 20℃
refractive index: 20 · n20/D 1.414(lit.)
Flash point: 23 °F · 23 °F
storage temp.: 2 · Inert atmosphere,2-8°C
solubility: 2 Cl2 · most aprotic organic solvents, but CH2Cl2 is most commonly used; reacts with H2O and other protic solvents.
form: clear liquid
color: Colorless to Light yellow to Light orange

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 132 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Silane, chloroethenyldimethyl-

Silane, chloroethenyldimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Silane, chloroethenyldimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 16-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/16026

Silane, chloroethenyldimethyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryReacts with water; Causes burns; Inhalation may cause corrosive injuries to upper respiratory tract and lungs; [Alfa Aesar MSDS] See Trichlorovinylsilane. See Vinyltrimethylsilane.

Hazard Classes and CategoriesFlam. Liq. 2 (100%)

Safety & protection

Exposure Control and Personal Protection · 1 item

TIH (Toxic Inhalation Hazard) - Term used to describe gases and volatile liquids that are toxic when inhaled. Some are TIH materials themselves, e.g., chlorine, and some release TIH gases when spilled in water, e.g., chlorosilanes. [ERG 2016].

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 1,000,000 - <8,500,000 lb

Industry UsesIntermediate

General Manufacturing Information · 2 items

All Other Basic Inorganic Chemical Manufacturing

Silane, chloroethenyldimethyl-: ACTIVE

Applications · 3 items

UsesChlorodimethylvinylsilane is used to prepare silicon-containing polymers, silaheterocycles and new chelating ligands.

UsesMetallacycloalkanones have been prepared by the cyclic hydroboration of dialkenyl silanes. In order to obtain one such dialkenyl silane, chlorodimethylvinylsilane was allylated with allyl magnesium bromide (eq 4).The dialkenyl silane was then hydroborated sequentially with thexylborane, followed by treatment with potassium cyanide, trifluoroacetic anhydride, and finally hydrogen peroxide in sodium hydroxide to produce the silacycloheptanone (eq 4).Cyclic silylketones were then further reacted to form acyclic compounds with chiral centers that are difficult to introduce without the use of the silicon tether.

General DescriptionChloro(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.