Benzoyldimethylphenylsilane

Base Information

• Chemical Name: Benzoyldimethylphenylsilane
• CAS No.: 17909-51-2
• Molecular Formula: C15H16OSi
• Molecular Weight: 240.377
• DSSTox Substance ID: DTXSID00453931
• Nikkaji Number: J1.465.252C
• Mol file: 17909-51-2.mol

Synonyms:Benzoyldimethylphenylsilane;Silane, benzoyldimethylphenyl-;17909-51-2;SCHEMBL10863561;DTXSID00453931

Chemical Property of Benzoyldimethylphenylsilane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 240.097041664
• Heavy Atom Count: 17
• Complexity: 260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Benzoyldimethylphenylsilane

There total 40 articles about Benzoyldimethylphenylsilane 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: 96.0%

(α,α-dibromobenzyl)dimethylphenylsilane (17909-55-6) → (dimethyl(phenyl)silyl)(phenyl)methanone (17909-51-2)

Guidance literature:

With silica gel; at 50 ℃; for 20h;

DOI:10.1016/0040-4039(80)80219-X

Reference yield: 93.0%

benzoic acid anhydride (93-97-0) + dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane (185990-03-8) → (dimethyl(phenyl)silyl)(phenyl)methanone (17909-51-2)

Guidance literature:

With CuF(PPh₃)3; tetrabutylammonium triphenyldifluorosilicate; In toluene; at 20 ℃; for 6h; Reagent/catalyst; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/adsc.201300621

Reference yield: 85.0%

dimethyl(phenyl)silyl lithium (3839-31-4) + N-(p-Toluolsulfonyl)-benzimidsaeure-methylester (22158-84-5) → (dimethyl(phenyl)silyl)(phenyl)methanone (17909-51-2)

Guidance literature:

dimethyl(phenyl)silyl lithium; N-(p-Toluolsulfonyl)-benzimidsaeure-methylester; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; water; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/ol301194e

upstream raw materials:

(α,α-dibromobenzyl)dimethylphenylsilane

benzoic acid methyl ester

dimethyl(phenyl)silyllithium

benzoic acid phenyl ester

Downstream raw materials:

1,1-dimethyl-3-phenyl-1,3-dihydrobenzo[c][1,2]oxasilole

1-(dimethyl(phenyl)silyl)-1-phenylethene

trimethyl(1-phenylvinyl)silane

1,1-Diphenylmethanol

Refernces

• 1、 Lu, Xiunan,Zhang, Jian,Xu, Liangyao,Shen, Wenzhou,Yu, Feifei,Ding, Liyuan,Zhong, Guofu. "Ruthenium-Catalyzed Brook Rearrangement Involved Domino Sequence Enabled by Acylsilane-Aldehyde Corporation". supporting information. p. 5610 - 5616. Retrieved 2020/07/24.
• 2、 Srimontree, Watchara,Lakornwong, Waranya,Rueping, Magnus. "Nickel-Catalyzed Synthesis of Silanes from Silyl Ketones". supporting information. p. 9330 - 9333. Retrieved 2019/11/19.