Benzyldimethylsilane

Base Information

• Chemical Name: Benzyldimethylsilane
• CAS No.: 1631-70-5
• Molecular Formula: C9H14 Si
• Molecular Weight: 150.296
• Hs Code.: 2931900090
• European Community (EC) Number: 624-907-1
• NSC Number: 155373
• DSSTox Substance ID: DTXSID30883702
• Mol file: 1631-70-5.mol

Synonyms:Benzyldimethylsilane;1631-70-5;benzyl(dimethyl)silicon;Benzene, [(dimethylsilyl)methyl]-;Dimethyl(phenylmethyl)silane;Silane, dimethyl(phenylmethyl)-;Benzene, ((dimethylsilyl)methyl)-;NSC 155373;dimethylbenzylsilane;?Benzyldimethylsilane;NSC155373;Benzyldimethylsilane, 99%;C([Si](C)C)c1ccccc1;DTXSID30883702;DIMETHYLBENZYLSILANE (1-D);BAA63170;MFCD00039792;AKOS008901201;NSC-155373;AS-77782;CS-0129591;FT-0622842;D89172;S00975;A903961

Chemical Property of Benzyldimethylsilane

Chemical Property:

• Melting Point: <0°C
• Refractive Index: n20/D 1.502(lit.)
• Boiling Point: 69-71 ºC (15 mmHg)
• Flash Point: 56 ºC
• PSA: 0.00000
• Density: 0.949
• LogP: 2.52140
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 149.078651949
• Heavy Atom Count: 10
• Complexity: 82.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzyldimethylsilane ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C)CC1=CC=CC=C1
• Uses: Benzyldimethylsilane, is used as an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.

Technology Process of Benzyldimethylsilane

There total 7 articles about Benzyldimethylsilane 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: 82.0%

dimethylmonochlorosilane (1066-35-9) + benzyl bromide (100-39-0) → benzyldimethylsilane (1631-70-5)

Guidance literature:

With iodine; magnesium; In tetrahydrofuran; at 0 - 20 ℃; for 17h; Inert atmosphere; Schlenk technique;

DOI:10.1021/jacs.7b04364

Reference yield: 78.0%

benzyl(chloro)dimethylsilane (1833-31-4) → benzyldimethylsilane (1631-70-5)

Guidance literature:

With sodium tetrahydroborate; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.0c03011

Reference yield: 16.5%

trichlorosilane (10025-78-2) + methylmagnesium chloride (676-58-4) + benzylmagnesium chloride (6921-34-2) → benzyldimethylsilane (1631-70-5)

Guidance literature:

In not given;

DOI:10.1021/jo01149a017

upstream raw materials:

benzylmagnesium chloride

benzyl(chloro)dimethylsilane

benzyl chloride

dimethylsilicon dichloride

Downstream raw materials:

(+/-)-(Z)-3-(benzyldimethylsilyl)-1-phenyl-2-buten-1-ol

1-hydroxy-1-phenyl-3-butanone

(Z)-5-(benzyldimethylsilyl)-4-hepten-3-one

[Rh(5,10,15,20-tetratolylporphyrinato)SiBnMe₂]

Refernces

• 1、 Shishido, Ryosuke,Uesugi, Minami,Takahashi, Rikuro,Mita, Tsuyoshi,Ishiyama, Tatsuo,Kubota, Koji,Ito, Hajime. "General Synthesis of Trialkyl-And Dialkylarylsilylboranes: Versatile Silicon Nucleophiles in Organic Synthesis". supporting information. p. 14125 - 14133. Retrieved 2020/09/16.