Chloro(methyl)diphenylsilane

Base Information

• Chemical Name: Chloro(methyl)diphenylsilane
• CAS No.: 144-79-6
• Deprecated CAS: 155684-40-5
• Molecular Formula: C13H13ClSi
• Molecular Weight: 232.785
• Hs Code.: 29319090
• European Community (EC) Number: 205-639-0
• NSC Number: 93961
• DSSTox Substance ID: DTXSID3027116
• Nikkaji Number: J109.082H
• Wikidata: Q72449737
• ChEMBL ID: CHEMBL3182736
• Mol file: 144-79-6.mol

Synonyms:chloromethyldiphenylsilane;CMDPS;diphenylmethylchlorosilane

Chemical Property of Chloro(methyl)diphenylsilane

Chemical Property:

• Appearance/Colour: Colorless or yellowish transparent liquid
• Vapor Pressure: 3 mm Hg ( 125 °C)
• Melting Point: -22 °C
• Refractive Index: n20/D 1.574(lit.)
• Boiling Point: 295 °C at 760 mmHg
• Flash Point: 121.9 °C
• PSA: 0.00000
• Density: 1.08 g/cm³
• LogP: 2.61490
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Moisture Sensitive
• Solubility.: sol most organic solvents; reacts with protic solvents such as alcohols, acids, amines, water.
• Water Solubility.: reacts
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 232.0475046
• Heavy Atom Count: 15
• Complexity: 175

Purity/Quality:

98.0% ^*data from raw suppliers

Diphenylmethylchlorosilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-37
• Safety Statements: 26-36/37/39-45-25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C[Si](C1=CC=CC=C1)(C2=CC=CC=C2)Cl
• Uses: Used in the pharmaceutical and chemical industry. Methyldiphenylchlorosilane can be used as protecting group for alcohols; reacts with carboxylic acids and sulfoximes; C-silylates lithium ester enolates. Chloro(methyl)diphenylsilane is used in agrochemical, pharmaceutical and dyestuff field .
• Physical properties: bp 295 °C/760 mmHg; d 1.128 g cm?3; n20 D - 1.5742.

Technology Process of Chloro(methyl)diphenylsilane

There total 49 articles about Chloro(methyl)diphenylsilane 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: 99.0%

methyldiphenylsilane (776-76-1) → chloromethyldiphenylsilane (144-79-6)

Guidance literature:

With dichloromethane; eosin y; at 40 ℃; Reagent/catalyst; Temperature; Concentration; Catalytic behavior; Flow reactor; Inert atmosphere; Irradiation; Green chemistry;

DOI:10.1002/anie.201908556

Reference yield: 97.0%

ethoxy(methyl)(diphenyl)silane (1825-59-8) → chloromethyldiphenylsilane (144-79-6)

Guidance literature:

With CH₃COCl;

DOI:10.1021/ja01122a029

Reference yield: 94.11%

Methyltrichlorosilane (75-79-6) + phenylmagnesium chloride (100-59-4) + chlorobenzene (108-90-7) + dichloromethylphenylsilane (149-74-6) → chloromethyldiphenylsilane (144-79-6)

Guidance literature:

In diethyl ether; at 67 ℃; for 0.166667h; Product distribution / selectivity;

upstream raw materials:

ethoxy(methyl)(diphenyl)silane

acetyl chloride

methyl magnesium iodide

diethyl ether

Downstream raw materials:

allyldiphenyl(methyl)silane

2,2-Bis-(4-methyl-diphenyl-siloxy-phenyl)-propan

Diphenylmethylsilyl-trimethylsilyl-acetylen

2,2,7,7-Tetraphenyl-2,7-disilaoctan

Refernces

• 1、 Penskii et al.. "-". . . Retrieved 1972.
• 2、 Fan, Xuanzi,Xiao, Pin,Jiao, Zeqing,Yang, Tingting,Dai, Xiaojuan,Xu, Wengang,Tan, Jin Da,Cui, Ganglong,Su, Hongmei,Fang, Weihai,Wu, Jie. "Neutral-Eosin-Y-Photocatalyzed Silane Chlorination Using Dichloromethane". supporting information. p. 12580 - 12584. Retrieved 2019/08/16.
• 3、 Almenara,Azpeitia,Garralda,Huertos. "Rh(iii)-Catalysed solvent-free hydrodehalogenation of alkyl halides by tertiary silanes". supporting information. p. 16225 - 16231. Retrieved 2018/11/30.