18290-59-0

Usage

Uses

Used in Silicone Material Production:
Cyclooctyltrichlorosilane is used as a coupling agent and surface modifier for enhancing the properties of silicone-based materials such as sealants, adhesives, and coatings. Its role in this industry is crucial for improving the performance and durability of these products.
Used in Polymer Synthesis:
In the polymer industry, Cyclooctyltrichlorosilane functions as a crosslinking agent, which is essential for the synthesis of polymers with improved structural integrity and performance characteristics.
Used in the Textile Industry:
Cyclooctyltrichlorosilane is utilized as a water repellent in textiles, providing fabrics with enhanced resistance to water absorption and improving their overall functionality.
Used in Organic Synthesis:
As a reagent in organic synthesis, Cyclooctyltrichlorosilane is employed to introduce a cyclooctyl group into various compounds, broadening the scope of chemical reactions and the development of new chemical entities.

InChI:InChI=1/C8H15Cl3Si/c9-12(10,11)8-6-4-2-1-3-5-7-8/h8H,1-7H2

Upstream product

• 931-88-4 1,2-cyclooctene 
• 931-88-4 cis-Cyclooctene 

Relevant academic research and scientific papers

Thermal hydrosilylation of olefin with hydrosilane. Preparative and mechanistic aspects

The reaction of trichlorosilane (1a) at 250 °C with cycloalkenes, such as cyclopentene (2a), cyclohexene (2b), cycloheptene (2c), and cyclooctene (2d), gave cycloalkyltrichlorosilanes [CnH2n-1SiCl3: n = 5 (3a), 6 (3b), 7 (3c), 8 (3d)] within 6 h in excellent yields (97-98%), but the similar reactions using methyldichlorosilane (1b) instead of 1a required a longer reaction time of 40 h and afforded cycloalkyl(methyl)dichlorosilanes [CnH2n-1SiMeCl2: n = 5 (3e), 6 (3f), 7 (3g), 8 (3h)] in 88-92% yields with 4-8% recovery of reactant 2. In large (2, 0.29 mol)-scale preparations, the reactions of 2a and 2b with 1a (0.58 mol) under the same condition gave 3a and 3b in 95% and 94% isolated yields, respectively. The relative reactivity of four hydrosilanes [HSiCl3-mMem: m = 0-3] in the reaction with 2a indicates that as the number of chlorine-substituent(s) on the silicon increases the rate of the reaction decreases in the following order: n = 3 > 2 > 1 ? 0. In the reaction with 1a, the relative reactivity of four cycloalkenes (ring size = 5-8) decreases in the following order: 2d > 2a > 2c > 2b. Meanwhile linear alkenes like 1-hexene undergo two reactions of self-isomerization and hydrosilylation with hydrosilane to give a mixture of the three isomers (1-, 2-, and 3-silylated hexanes). In this reaction, the reactivity of the terminal 1-hexene is higher than the internal 2- and 3-hexene. The redistribution of hydrosilane 1 and the polymerization of olefin 2 occurred rarely under the thermal reaction condition.