Dichloromethylphenylsilane

Base Information

• Chemical Name: Dichloromethylphenylsilane
• CAS No.: 149-74-6
• Deprecated CAS: 155684-41-6,199330-98-8,199330-98-8
• Molecular Formula: C7H8Cl2Si
• Molecular Weight: 191.132
• Hs Code.: 29310095
• European Community (EC) Number: 205-746-2
• NSC Number: 96621
• UN Number: 2437
• UNII: 9JR2A9V0JI
• DSSTox Substance ID: DTXSID6029173
• Nikkaji Number: J54.319E
• Wikidata: Q27272641
• ChEMBL ID: CHEMBL1898185
• Mol file: 149-74-6.mol

Synonyms:DICHLOROMETHYLPHENYLSILANE;149-74-6;Methylphenyldichlorosilane;Dichloro(methyl)phenylsilane;Phenylmethyldichlorosilane;Silane, dichloromethylphenyl-;Dichloro(methyl)(phenyl)silane;dichloro-methyl-phenylsilane;Dichlor-fenyl-methylsilane;Dichloromethylphenyl silane;UN2437;9JR2A9V0JI;HSDB 5650;Dichlor-fenyl-methylsilane [Czech];EINECS 205-746-2;NSC 96621;NSC-96621;BRN 0970975;dichloro-methyl-phenyl-silane;CM8930;MFCD00000490;Methyldichlorophenylsilane;Methylphenyl dichlorosilane;UNII-9JR2A9V0JI;WLN: G-SI-G1&R;SCHEMBL144807;Silane, dichloromethylphenyl-,;CHEMBL1898185;DTXSID6029173;Dichloro(methyl)phenylsilane, 97%;PHENYLDICHLORO(METHYL)SILANE;AMY40458;NSC96621;((DICHLORO)METHYLSILYL)BENZENE;AKOS008901280;UN 2437;UN-2437;DICHLOROMETHYLPHENYLSILANE [HSDB];NCGC00164181-01;LS-145175;P0790;EC 205-746-2;EN300-1720782;Methylphenyldichlorosilane [UN2437] [Corrosive];4-16-00-01517 (Beilstein Handbook Reference);A851052;Methylphenyldichlorosilane [UN2437] [Corrosive];J-008618;J-520250;Q27272641

Chemical Property of Dichloromethylphenylsilane

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.246mmHg at 25°C
• Melting Point: -53 °C
• Refractive Index: n20/D 1.519(lit.)
• Boiling Point: 205 °C at 760 mmHg
• Flash Point: 73.2 °C
• PSA: 0.00000
• Density: 1.176 g/cm³
• LogP: 2.44320
• Storage Temp.: Store below +30°C.
• Sensitive.: Moisture Sensitive
• Water Solubility.: reacts
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 189.9772322
• Heavy Atom Count: 10
• Complexity: 108
• Transport DOT Label: Corrosive

Purity/Quality:

99.9% ^*data from raw suppliers

Dichloromethylphenylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 14-34
• Safety Statements: 26-36/37/39-43-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Chlorosilanes
• Canonical SMILES: C[Si](C1=CC=CC=C1)(Cl)Cl
• Uses: Dichloromethylphenylsilane is used as a monomer (?building block?) in the production of silicone polymers or silicone resins. Silicone polymers may be oils, greases and rubbers. It is also used as an intermediate (starting material) in the production of other organosilicon substances. It is a bifunctional reagent for the preparation of methylphenylsilyl derivatives of diols.

Technology Process of Dichloromethylphenylsilane

There total 31 articles about Dichloromethylphenylsilane 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: 75.0%

→ chloromethyldiphenylsilane (144-79-6) + dichloromethylphenylsilane (149-74-6)

Guidance literature:

With bis(tricyclohexylphosphine)nickel(II) dichloride; triethylaluminum; dimethylaluminum chloride; In 1,4-dioxane; hexane; 1,3,5-trimethyl-benzene; at 90 ℃; for 0.5h;

In hexane; toluene; 1,3,5-trimethyl-benzene; at 90 ℃; for 24h;

Reference yield: 46.0%

Dichloromethylsilane (75-54-7) → dichloromethylphenylsilane (149-74-6)

Guidance literature:

With benzene; In neat (no solvent); CH3SiHCl2 and C6H6 with a silylboron acid ester as catalyst at 200-210°C;;

Reference yield: 25.0%

tetramethylsilane (75-76-3) + Phenyltrichlorosilane (98-13-5) → dichloromethylphenylsilane (149-74-6)

Guidance literature:

aluminium trichloride; at 120 ℃; for 3h; in autoclave;

DOI:10.1016/0022-328X(85)87270-3

upstream raw materials:

Methyltrichlorosilane

tetraphenylsilane

Dichloromethylsilane

chlorobenzene

Downstream raw materials:

2,2,4,4,6,8,10,12-octamethyl-6,8,10,12-tetraphenyl-cyclohexasiloxane

phenylheptamethylcyclotetrasiloxane

2,2,4,4,6,8-Hexamethyl-6,8-diphenyl-cyclotetrasiloxan

diethoxy-methyl-phenyl-silane

Refernces

• 1、 Chulsky, Karina,Dobrovetsky, Roman. "B(C6F5)3-Catalyzed Selective Chlorination of Hydrosilanes". . p. 4744 - 4748. Retrieved 2017.
• 2、 Wang, Wenchao,Tan, Yongxia,Xie, Zemin,Zhang, Zhijie. "An efficient method to synthesize chlorosilanes from hydrosilanes". . p. 29 - 33. Retrieved 2014.
• 3、 -. "METHOD FOR PRODUCING ARYLSILANE COMPOUND CONTAINING HALOSILANE COMPOUND AS RAW MATERIAL". Paragraph 0080-0084. . Retrieved 2020/03/06.
• 4、 Li, Yanfei,Wang, Ying,Xiong, Tao,Zhang, Ge,Zhang, Qian. "Asymmetric Synthesis of Silicon-Stereogenic Silanes by Copper-Catalyzed Desymmetrizing Protoboration of Vinylsilanes". supporting information. p. 11927 - 11931. Retrieved 2020/05/22.