768-33-2 Usage
Chemical Description
Chlorodimethylphenylsilane is an organosilicon compound used as a reagent in organic synthesis.
Description
Chlorodimethylphenylsilane is an organosilicon compound with the chemical formula (CH3)2C6H4SiCl. It is a colorless liquid with a distinctive odor and is soluble in common organic solvents. Chlorodimethylphenylsilane is known for its reactivity and stability, making it a valuable intermediate in various chemical reactions.
Uses
Used in the Synthesis of Enantioenriched Allenylsilanes:
Chlorodimethylphenylsilane is used as a reagent in the synthesis of enantioenriched allenylsilanes through an ortho-ester Claisen rearrangement of chiral and silylpropargylic alcohols. This process allows for the preparation of valuable chiral building blocks, which are essential in the development of pharmaceuticals, agrochemicals, and other specialty chemicals.
In the chemical industry, Chlorodimethylphenylsilane is used as a precursor for the production of various organosilicon compounds, such as silyl ethers, silyl enol ethers, and silyl ketene acetals. These compounds are widely used in organic synthesis, particularly in the formation of carbon-carbon and carbon-heteroatom bonds.
Additionally, Chlorodimethylphenylsilane can be employed as a coupling agent in the formation of silicon-containing polymers and materials, which have potential applications in the electronics, automotive, and aerospace industries due to their unique properties, such as thermal stability, hydrophobicity, and biocompatibility.
Purification Methods
Fractionate it through a 1.5 x 18inch column packed with stainless steel helices, or a spinning band column. [Daudt & Hyde J Am Chem Soc 74 386 1952, Lewis et al. J Am Chem Soc 70 1115 1948, Eaborn J Chem Soc 494 1953.] It is used for standardising MeLi or MeMgBr which form Me3PhSi which is estimated by GC. [Maienthal et al. J Am Chem Soc 76 6392 1954, House & Respess J Organomet Chem 4 95 1965, Beilstein 16 IV 1475.] TOXIC and MOISTURE SENSITIVE.
Check Digit Verification of cas no
The CAS Registry Mumber 768-33-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,6 and 8 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 768-33:
(5*7)+(4*6)+(3*8)+(2*3)+(1*3)=92
92 % 10 = 2
So 768-33-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H11ClSi/c1-10(2,9)8-6-4-3-5-7-8/h3-7H,1-2H3
768-33-2Relevant articles and documents
A General and Selective Synthesis of Methylmonochlorosilanes from Di-, Tri-, and Tetrachlorosilanes
Naganawa, Yuki,Nakajima, Yumiko,Sakamoto, Kei
supporting information, p. 601 - 606 (2021/01/13)
Direct catalytic transformation of chlorosilanes into organosilicon compounds remains challenging due to difficulty in cleaving the strong Si-Cl bond(s). We herein report the palladium-catalyzed cross-coupling reaction of chlorosilanes with organoaluminum reagents. A combination of [Pd(C3H5)Cl]2 and DavePhos ligand catalyzed the selective methylation of various dichlorosilanes 1, trichlorosilanes 5, and tetrachlorosilane 6 to give the corresponding monochlorosilanes.
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
supporting information, 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.
METHOD FOR PRODUCING HALOSILANE
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Paragraph 0028; 0031; 0032, (2019/07/31)
PROBLEM TO BE SOLVED: To provide a method for producing halosilane that can efficiently produce halosilane. SOLUTION: Alkoxy halomethane is used as a halogenating agent and reacted with oxysilane having a structure represented by formula (a), to efficiently produce halosilane having a structure represented by formula (b) (In the formula (b), X is a chlorine atom, a bromine atom, or an iodine atom). SELECTED DRAWING: None COPYRIGHT: (C)2019,JPOandINPIT
