117046-42-1

Basic information

• Product Name: 2-(BICYCLOHEPTYL)DIMETHYLCHLOROSILANE
• Synonyms: 2-NorbornylDimethylChlorosilane;2-(BICYCLOHEPTYL)DIMETHYLCHLOROSILANE;(5-BICYCLO[2.2.1]HEPTYL)DIMETHYLCHLOROSILANE
• CAS NO: 117046-42-1
• Molecular Formula: C9H17ClSi
• Molecular Weight: 188.77
• Mol File: 117046-42-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: <0℃
• Boiling Point: 52 °C
• Flash Point: 87°C
• Appearance: /
• Density: 0,99 g/cm3
• Vapor Pressure: 0.288mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 2-(BICYCLOHEPTYL)DIMETHYLCHLOROSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(BICYCLOHEPTYL)DIMETHYLCHLOROSILANE(117046-42-1)
• EPA Substance Registry System: 2-(BICYCLOHEPTYL)DIMETHYLCHLOROSILANE(117046-42-1)

Safety Data

• Statements: 20/21/22-34-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2987
• TSCA: No
• Hazardous Substances Data: 117046-42-1(Hazardous Substances Data)

Usage

General Description

2-(bicycloheptyl)dimethylchlorosilane is a chemical compound with a molecular formula of C10H19ClSi. It is a chlorosilane derivative, which is commonly used in the production of silicones and silanes. 2-(BICYCLOHEPTYL)DIMETHYLCHLOROSILANE contains a bicycloheptyl group, which consists of two fused cycloheptane rings, as well as two methyl groups and a chlorine atom attached to a silicon atom. It is used in the synthesis of functionalized silsesquioxanes and as a precursor in the production of various organosilicon compounds. Moreover, it can be utilized as a coupling agent in the construction of complex organic and inorganic material systems.

InChI:InChI=1/C9H17ClSi/c1-11(2,10)9-6-7-3-4-8(9)5-7/h7-9H,3-6H2,1-2H3

Upstream product

• 1066-35-9 dimethylmonochlorosilane 
• 498-66-8 norbornene 
• 498-66-8 norborn-2-ene 

Relevant articles and documents

2-Norbornyldimethylsilyl ethers (NDMS): A new protecting group for alcohols and carboxylic acids

The use of the readily available 2-norbornyldimethylsilyl group (NDMS) in the protection of alcohols and carboxylic acids is described. Stabilities of the corresponding silyl compounds towards various reagents and deprotection conditions are compared with tert-butyldimethylsilyl-, iso-propyldimethyl and trimethylsilyl groups.

Utilization of a Trimethylsilyl Group as a Synthetic Equivalent of a Hydroxyl Group via Chemoselective C(sp3)-H Borylation at the Methyl Group on Silicon

A conversion of trimethylsilylalkanes into the corresponding alcohols is established based on an iridium-catalyzed, chemoselective C(sp3)-H borylation of the methyl group on silicon. The (borylmethyl)silyl group formed by C(sp3)-H borylation is treated with H2O2/NaOH, and the resulting (hydroxymethyl)silyl group is converted into a hydroxyl group by Brook rearrangement, followed by oxidation of the resulting methoxysilyl group under Tamao conditions. An alternative route proceeding through the formylsilyl group formed from a (hydroxymethyl)silyl group by Swern oxidation is also established. The method is applicable to substituted trimethylsilylcycloalkanes and 1,1-dimethyl-1-silacyclopentane for conversion into the corresponding stereodefined cycloalkyl alcohols and 1,4-butanediol.

Effects of Proximate Polar Groups on the Rates of Hydrosilylation

Endo-, exo-, and trans-2,3-disubstituted bicyclohept-5-enes were found to react with dimethylchlorosilane in the presence of a platinum catalyst to yield the corresponding 5-silyl derivatives.The reaction of the endo anhydride proceeded in high yield, although quite slowly.The exo anhydride was found to react faster than the analogous endo epimer.Furthermore, the endo N-phenylimide did not react under these conditions, while the exo N-phenylimide epimer reacted rapidly and in high yield.A similar ordering of reactivity was observed with the endo-, trans-, and exo-2,3-dicarbomethoxybicyclohept-5-enes.Silicon was found exclusively on the exo face of the bicycloheptyl skeleton, remote from substituents at the 2,3-positions.Purely steric arguments are insufficient to explain the anomalous reactivity of the endo anhydride and endo N-phenylimide.However, the reactivity differences can be rationalized in terms of field effects exerted by the electron-deficient anhydride and imide rings.