149-74-6 Usage
Chemical Properties
Different sources of media describe the Chemical Properties of 149-74-6 differently. You can refer to the following data:
1. CLEAR COLOURLESS LIQUID
2. Dichloromethylphenylsilane is a flammable,
colorless liquid.
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.
General Description
A colorless liquid. Insoluble in water and denser than water. Flash point between 70-140°F. Corrosive to skin and eyes and may be toxic by inhalation and skin absorption. Used to make other chemicals.
Reactivity Profile
Chlorosilanes, such as Dichloromethylphenylsilane, are compounds in which silicon is bonded to from one to four chlorine atoms with other bonds to hydrogen and/or alkyl groups. Chlorosilanes react with water, moist air, or steam to produce heat and toxic, corrosive fumes of hydrogen chloride. They may also produce flammable gaseous H2. They can serve as chlorination agents. Chlorosilanes react vigorously with both organic and inorganic acids and with bases to generate toxic or flammable gases.
Hazard
Flammable, moderate fire risk, reactsstrongly with oxidizing materials. Irritant.
Health Hazard
The chemical is toxic and is an irritant. Contact may cause burns to the skin and eyes.
Fire Hazard
When heated to decomposition, Dichloromethylphenylsilane emits toxic fumes of chlorine-containing compounds. Flammable/combustible material; may be ignited by heat, sparks, or flames. Vapors may travel to a source of ignition and flash back. Container may explode in heat of fire. Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Fire may produce irritating or poisonous gases. Reacts strongly with oxidizing materials.
Flammability and Explosibility
Notclassified
Safety Profile
Poison by inhalation,
subcutaneous, and intraperitoneal routes.
Corrosive to eyes, skin, and mucous
membranes. Flammable liquid. When heated
to decomposition it emits toxic fumes of
Cl-. See also CHLOROSILANES.
Potential Exposure
Used in the manufacture of silicones;
and as a chemical intermediate for silicone fluids, resins,
and elastomers
Shipping
UN2437 Methylphenyldichlorosilane, Hazard
class: 8; Labels: 8-Corrosive material
Purification Methods
Methylphenyl dichlorosilane (dichloro methyl phenylsilane) [149-74-6] M 191.1, b 114 -115o/50mm, 202-205o/atm, d 4 1.17. Purify it by fractionation using an efficient column. It hydrolyses ca ten times more slowly than methyltrichlorosilane and ca sixty times more slowly than phenyltrichlorosilane. [Shaffer & Flanigen J Phys Chem 61 1591 1957, Beilstein 16 III 1211, 16 IV 1517.]
Incompatibilities
Incompatible with oxidizers (chlorates,
nitrates, peroxides, permanganates, perchlorates, chlorine,
bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases,
strong acids, oxoacids, and epoxides. Chlorosilanes react
vigorously with bases and both organic and inorganic acids
generating toxic and/or flammable gases. Chlorosilanes
react with water, moist air, or steam to produce heat and
toxic, corrosive fumes of hydrogen chloride. They may also
produce flammable gaseous hydrogen. Contact with ammonia may form a self-igniting material. Attacks some metals
in the presence of moisture
Check Digit Verification of cas no
The CAS Registry Mumber 149-74-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,4 and 9 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 149-74:
(5*1)+(4*4)+(3*9)+(2*7)+(1*4)=66
66 % 10 = 6
So 149-74-6 is a valid CAS Registry Number.
InChI:InChI=1/C7H8Cl2Si/c8-10(9)6-7-4-2-1-3-5-7/h1-5,10H,6H2
149-74-6Relevant articles and documents
NOUVELLES UTILISATIONS DU TETRAMETHYLSILANE COMME AGENT DE METHYLATION DES CHLOROSILANES; VALORISATION DU METHYLTRICHLOROSILANE
Bordeau, M.,Djamei, S. M.,Calas, R.,Dunogues, J.
, p. 131 - 138 (1985)
In the presence of catalytic amounts of AlCl3, the chlorosilanes MeSiCl3, ClMe2SiCH2Cl and PhSiCl3 convert Me4Si into Me3SiCl.In the first case, at 130 deg C, two by-products from the industrial synthesis of Me2SiCl2 provide the useful Me3SiCl as the unique product with a 44percent conversion ratio from Me4Si.From ClMe2SiCH2CL, the only products formed are Me3SiCl and Me3SiCH2Cl, which is a useful reagent for organic syntheses (formation ratio: 32percent), if the reaction is performed under atmospheric pressure, but if an autoclave is used EtMe2SiCl (88percent maximal yield) is obtained.
Grignard reaction with chlorosilanes in THF: A kinetic study
Tuulmets, Ants,Nguyen, Binh T.,Panov, Dmitri
, p. 5071 - 5076 (2004)
Kinetics of the reactions of phenylmagnesium chloride and bromide and diphenylmagnesium with chlorosilanes were investigated in tetrahydrofurane (THF) and in THF-hydrocarbon mixtures. The reaction in THF is much faster than that in diethyl ether. Assuming coordination of magnesium halides with three molecules of THF, concentrations of all the species involved in Schlenk equilibrium were calculated. In the Grignard reaction, species R2Mg and RMgX react competitively accompanied by additional reaction paths involving electrophilic catalysis by magnesium halide. This conclusion also proved to be valid for the Grignard reaction with a ketone and probably can be expanded to any Grignard reaction. When Schlenk equilibrium is shifted far to the RMgX species, the catalytic pathways are insignificant. Substituents at the silicon center control the rate of the reaction through their inductive and steric effects.
CATALYST REGENERATION IN A PROCESS TO MAKE ARYLCHLOROSILANES
-
Paragraph 0028-0033, (2020/09/27)
Arylhalosilanes such as phenylmethyldichlorosilane can be prepared via a reaction using a solid catalyst. The method includes a means for catalyst regeneration. The arylhalosilanes can be hydrolyzed to form aryl-functional siloxane polymers or network resins.
Stereo- And regio-selective synthesis of silicon-containing diborylalkenes: via platinum-catalyzed mono-lateral diboration of dialkynylsilanes
Long, Peng-Wei,Xie, Jia-Le,Yang, Jing-Jing,Lu, Si-Qi,Xu, Zheng,Ye, Fei,Xu, Li-Wen
supporting information, p. 4188 - 4191 (2020/04/22)
A highly chemoselective platinum-catalyzed mono-lateral diboration of dialkynylsilanes for the construction of silicon-tethered alkynyl diborylalkenes is described, in which tris(4-methoxyphenyl)phosphine was found to be an effective ligand for the cis-addition of diboron agents to the silicon-tethered alkynes, and the chiral ligand (AFSi-Phos)-mediated diboration of dialkynylsilanes resulted in the desymmetric construction of silicon-stereogenic centers with promising enantioselectivity.
Neutral-Eosin-Y-Photocatalyzed Silane Chlorination Using Dichloromethane
Fan, Xuanzi,Xiao, Pin,Jiao, Zeqing,Yang, Tingting,Dai, Xiaojuan,Xu, Wengang,Tan, Jin Da,Cui, Ganglong,Su, Hongmei,Fang, Weihai,Wu, Jie
, p. 12580 - 12584 (2019/08/16)
Chlorosilanes are versatile reagents in organic synthesis and material science. A mild pathway is now reported for the quantitative conversion of hydrosilanes to silyl chlorides under visible-light irradiation using neutral eosin Y as a hydrogen-atom-transfer photocatalyst and dichloromethane as a chlorinating agent. Stepwise chlorination of di- and trihydrosilanes was achieved in a highly selective fashion assisted by continuous-flow micro-tubing reactors. The ability to access silyl radicals using photocatalytic Si?H activation promoted by eosin Y offers new perspectives for the synthesis of valuable silicon reagents in a convenient and green manner.
