Benzyltrimethylsilane

Base Information

• Chemical Name: Benzyltrimethylsilane
• CAS No.: 770-09-2
• Molecular Formula: C10H16Si
• Molecular Weight: 164.323
• Hs Code.: 2931900090
• European Community (EC) Number: 212-218-5
• NSC Number: 107
• UNII: HFX8B6Q8WC
• DSSTox Substance ID: DTXSID5061116
• Nikkaji Number: J47.914D
• Wikidata: Q63409752
• RXCUI: 2557374
• Mol file: 770-09-2.mol

Synonyms:Benzyltrimethylsilane;770-09-2;Trimethylbenzylsilane;Silane, trimethyl(phenylmethyl)-;Silane, benzyltrimethyl-;benzyl(trimethyl)silane;alpha-Trimethylsilyltoluene;C10H16Si;Benzene, ((trimethylsilyl)methyl)-;HFX8B6Q8WC;(Trimethylsilyl)phenylmethane;.alpha.-Trimethylsilyltoluene;NSC 107;NSC-107;EINECS 212-218-5;MFCD00039796;NSC107;benzyl-trimethyl-silane;UNII-HFX8B6Q8WC;Benzyltrimethylsilane, 99%;trimethyl(phenylmethyl)silane;ghl.PD_Mitscher_leg0.1022;C10-H16-Si;DTXSID5061116;AKOS015839032;((TRIMETHYLSILYL)METHYL)BENZENE;AS-2177;B1856;CS-0158139;FT-0622869;D78099;EN300-136899;Q63409752

Chemical Property of Benzyltrimethylsilane

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 0.817mmHg at 25°C
• Refractive Index: n20/D 1.493(lit.)
• Boiling Point: 188.7 °C at 760 mmHg
• Flash Point: 57.8 °C
• PSA: 0.00000
• Density: 0.86 g/cm³
• LogP: 3.37290
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Insoluble in water.
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 164.102127045
• Heavy Atom Count: 11
• Complexity: 107

Purity/Quality:

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

Benzyltrimethylsilane ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[Si](C)(C)CC1=CC=CC=C1

Technology Process of Benzyltrimethylsilane

There total 116 articles about Benzyltrimethylsilane 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%

chloro(trimethylsilyl)methyl lithium (63830-85-3) + [diphenylmanganese] (20699-69-8) → biphenyl (92-52-4,1594-86-1) + tetramethylsilane (75-76-3) + benzyltrimethylsilane (770-09-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; mixing of MnPh2 with Li-salt in THF (molar ratio 1:2, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;

DOI:10.1021/ja00190a067

Reference yield: 76.0%

chloro(trimethylsilyl)methyl lithium (63830-85-3) + Dibenzol-chrom(II) (13518-85-9) → biphenyl (92-52-4,1594-86-1) + tetramethylsilane (75-76-3) + benzyltrimethylsilane (770-09-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; mixing of CrPh2 with Li-salt in THF (molar ratio 1:1.5, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;

DOI:10.1021/ja00190a067

Reference yield: 65.0%

diphenylbis(η-cyclopentadienyl)zhafnium(IV) + chloro(trimethylsilyl)methyl lithium (63830-85-3) → biphenyl (92-52-4,1594-86-1) + tetramethylsilane (75-76-3) + benzyltrimethylsilane (770-09-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; mixing of Hf-complex with Li-salt in THF (molar ratio 1:1.3, -78°C, 1 h), rise of temp. to 25°C (over 1 h); gas liquid chromy. after quenching with 2 N HCl;

DOI:10.1021/ja00190a067

upstream raw materials:

methyl magnesium iodide

benzyltrichlorosilane

diethyl ether

methylmagnesium bromide

Downstream raw materials:

4-Phenyl-4-(trimethylsilyl)-1-butanol

trimethylsilyl cyanide

4-benzylbenzonitrile

1,1'-(1,2-ethanediyl)bisbenzene

Refernces

• 1、 Han, Jie-Lian,Ju, Cheng-Wei,Qin, Ying,Zhao, Dongbing. "Divergent Synthesis of Vinyl-, Benzyl-, and Borylsilanes: Aryl to Alkyl 1,5-Palladium Migration/Coupling Sequences". supporting information. p. 6555 - 6560. Retrieved 2020/03/03.
• 2、 Pedroli, Chiara,Ravelli, Davide,Protti, Stefano,Albini, Angelo,Fagnoni, Maurizio. "Singlet vs Triplet Reactivity of Photogenerated α,n-Didehydrotoluenes". supporting information. p. 6592 - 6603. Retrieved 2017/07/15.