Diphenylvinylchlorosilane

Base Information

• Chemical Name: Diphenylvinylchlorosilane
• CAS No.: 18419-53-9
• Molecular Formula: C14H13ClSi
• Molecular Weight: 244.796
• Hs Code.: 2931900090
• European Community (EC) Number: 242-297-1
• NSC Number: 139835
• UNII: SAG3631D8G
• DSSTox Substance ID: DTXSID80885039
• Nikkaji Number: J266.166G
• Wikidata: Q82863666
• Mol file: 18419-53-9.mol

Synonyms:18419-53-9;Diphenylvinylchlorosilane;Chlorodiphenylvinylsilane;chloro-ethenyl-diphenylsilane;Vinyldiphenylchlorosilane;Silane, chloroethenyldiphenyl-;Silane, chlorodiphenylvinyl-;Benzene, 1,1'-(chloroethenylsilylene)bis-;SAG3631D8G;Chlorodiphenyl(vinyl)silane;EINECS 242-297-1;NSC 139835;NSC-139835;C14H13ClSi;UNII-SAG3631D8G;C14-H13-Cl-Si;SCHEMBL296342;DTXSID80885039;CHLORO(ETHENYL)DIPHENYLSILANE;MFCD00039298;NSC139835;AKOS024462618;FT-0637690;1,1'-(CHLOROETHENYLSILYLENE)BIS(BENZENE);BENZENE,1,1'-(CHLOROETHENYLSILYLENE)BIS-

Chemical Property of Diphenylvinylchlorosilane

Chemical Property:

• Melting Point: < 0 °C
• Refractive Index: 1.5790
• Boiling Point: 303.7 °C at 760 mmHg
• Flash Point: 126.7 °C
• PSA: 0.00000
• Density: 1.108 g/cm³
• LogP: 2.71030
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 244.0475046
• Heavy Atom Count: 16
• Complexity: 209

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-20/21/22-14
• Safety Statements: 26-36/37/39-45-27-22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C[Si](C1=CC=CC=C1)(C2=CC=CC=C2)Cl

Technology Process of Diphenylvinylchlorosilane

There total 7 articles about Diphenylvinylchlorosilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 70.0%

trichlorovinylsilane (75-94-5) + phenylmagnesium chloride → vinyldiphenylchlorosilane (18419-53-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; 20 deg C, 50 h; reflux, 8 h;

DOI:10.1002/ardp.19843170305

Reference yield: 69.0%

diphenyl(vinyl)silane (18414-59-0) → vinyldiphenylchlorosilane (18419-53-9)

Guidance literature:

With iron(III) chloride; acetyl chloride; In dichloromethane; for 24h;

DOI:10.1021/om300066v

Reference yield: 66.0%

trichlorovinylsilane (75-94-5) + phenylmagnesium bromide (100-58-3) → vinyldiphenylchlorosilane (18419-53-9)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 ℃; for 9h; Inert atmosphere; Schlenk technique; Glovebox; Reflux;

DOI:10.1039/c7cc06622h

upstream raw materials:

trichlorovinylsilane

phenylvinyldichlorosilane

diphenyl(vinyl)silane

phenylmagnesium bromide

Downstream raw materials:

α,α-Dimethylbenzylperoxy-vinyldiphenylsilan

vinyldiphenylmethoxysilane

1,1'-bis(diphenylvinylsilyl)ferrocene

trans-Ph₂SiClCH=CHPh

Refernces

• 1、 Tacke,Strecker. "Sila-Drugs, XXIX: Bioisosteric C/Si exchange in parasympatholytics of the pridinol type". . p. 207 - 214. Retrieved 1984.
• 2、 Johansen,Hagen,Hassler,Richardson,P?tzold,Stolevik. "Vinyl dichlorosilane and vinyl dibromosilane (H2C=CH-SiHX2, X = Cl, Br): Conformational structure and vibrational properties determined by gas-phase electron diffraction, ab initio molecular orbital calculations, and variable-temperature Raman spectroscopy". . p. 257 - 279. Retrieved 2007/10/03.