60090-96-2

Usage

Uses

Used in Silicone Chemistry:
Chlorodimethylisobutylsilane is used as a precursor in the preparation of various organosilicon compounds and polymers. Its organosilicon nature makes it a valuable component in the development of silicone-based materials, which are known for their thermal stability, low toxicity, and resistance to moisture.
Used in Industrial Processes:
Due to its reactive chloro group, Chlorodimethylisobutylsilane is used as an alkylating agent in certain industrial processes. It is important to handle CHLORODIMETHYLISOBUTYLSILANE with care, as its reactivity can pose significant hazards if not managed properly.
Safety Measures:
When working with Chlorodimethylisobutylsilane, it is crucial to implement appropriate safety measures. Its potential as an alkylating agent means that it can be hazardous if not handled correctly. Proper protective equipment, such as gloves and eye protection, should be used, and the compound should be stored in a secure and controlled environment to minimize the risk of exposure.

InChI:InChI=1/C6H15ClSi/c1-6(2)5-8(3,4)7/h6H,5H2,1-4H3

Upstream product

• 18171-73-8 s-bu-SiCl₃ 
• 917-54-4 methyllithium 
• 73618-57-2 sec-Butyl-methoxy-dimethyl-silane 
• 15366-08-2 s-butylmagnesium chloride 
• 75-78-5 dimethylsilicon dichloride 

Relevant academic research and scientific papers

The synthesis of chlorosilanes from alkoxysilanes, silanols, and hydrosilanes with bulky substituents

We have found that commercially important trialkylchlorosilanes can readily be synthesized by the reaction of alkoxysilanes, silanols, and hydrosilanes with aqueous concentrated hydorochloric acid. Treatment of trialkylalkoxysilanes bearing the bulky alkyl substituents, such as the i-Pr, sec-Bu, tert-Bu, and cyclo-Hex group, with 35% aqueous hydrochloric acid afforded the corresponding trialkylchlorosilanes in excellent yields. Similar treatment of trialkylsilanols with 35% aqueous hydrochloric acid also gave trialkylchlorosilanes in almost quantitative yields. The reaction of methyltrichlorosilane and dimethyldichlorosilane with alkyl-Grignard reagents bearing a bulky alkyl group, followed by treatment of the resulting mixtures with aqueous concentrated hydrochloric acid, produced the respective dialkylmethyl- and alkyldimethylchlorosilanes in high yields. Treatment of trialkylhydrosilanes with concentrated hydrochloric acid in the presence of a palladium catalyst afforded trialkylchlorosilanes in high yields.

Versatile method for introduction of bulky substituents to alkoxychlorosilanes

The reactions of various alkoxytrichlorosilanes prepared in situ from tetrachlorosilane and alcohols, with Grignard reagents bearing a bulky substituent such as the isopropyl, sec-butyl, and cyclohexyl group afforded triisopropyl-, tri(sec-butyl)-, and tricyclohexylalkoxysilane in high yields. The reactions of n-butoxytrichlorosilane with these Grignard reagents produced triisopropyl-, tri(sec-butyl)-, and tricyclohexyl(n-butoxy)silane in 94%, 96%, and 92% yields, respectively. Methoxymethyldichlorosilane reacted with the same Grignard reagents to give diisopropyl-, di(sec-butyl)-, and dicyclohexylmethoxymethylsilane in 84%, 83%, and 83% yields. Treatment of methoxydimethylchlorosilane with the Grignard reagents readily afforded isopropyl-, sec-butyl-, and cyclohexylmethoxydimethylsilane in excellent yields. Similar treatment of methoxydimethylchlorosilane with tert-butylmagnesium chloride gave tert-butylmethoxydimethylsilane in 62% yield.

Steroidal Silicon Side-Chain Analogues as Potential Antifertility Agents

A number of silicon-substituted analogues of ethynylestradiol that exhibit modified and enhanced biological activities have been synthesized.Particularly noteworthy are a group of estradiol analogues that exhibit high antifertility potency and markedly reduced estrogenic activity.The best compounds synthesized are 17α-estradiol (5) and 17α-estradiol (33), which show a separation of antifertility from estrogenic activity in the rat.The results of structure-activity studies indicate a good correlation between the observed biological activities and the calculated van der Waals volumes of the three variable silicon substituents.