18339-91-8

Basic information

• Product Name: 1-chloro-1-silacyclohexane
• Synonyms: 1-chloro-1-silacyclohexane
• CAS NO: 18339-91-8
• Molecular Formula: C₅H₁₁ClSi
• Molecular Weight: 134.67934
• Mol File: 18339-91-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 135.2°C at 760 mmHg
• Flash Point: 22.3°C
• Appearance: /
• Vapor Pressure: 9.66mmHg at 25°C
• CAS DataBase Reference: 1-chloro-1-silacyclohexane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-chloro-1-silacyclohexane(18339-91-8)
• EPA Substance Registry System: 1-chloro-1-silacyclohexane(18339-91-8)

Safety Data

• Hazardous Substances Data: 18339-91-8(Hazardous Substances Data)

Usage

General Description

1-Chloro-1-silacyclohexane, also known as chlorocyclohexylsilane, is a chemical compound with the molecular formula C6H13ClSi. It is a colorless liquid with a faint sweet odor. 1-chloro-1-silacyclohexane is used as a reagent in organic synthesis and as a building block for the production of other organosilicon compounds. It is also used as a precursor in the synthesis of silicon-containing polymers and materials. 1-Chloro-1-silacyclohexane is flammable and may react violently with water or strong oxidizing agents, so it should be handled with care and stored properly. Its chemical properties make it a useful and versatile compound in various industrial applications.

InChI:InChI=1/C5H11ClSi/c6-7-4-2-1-3-5-7/h7H,1-5H2

Upstream product

• 23708-48-7 pentamethylenebis(magnesium bromide) 
• 111-24-0 1,5-dibromo-pentane 
• 85125-33-3 1-phenyl-1-silacyclohexane 

Downstream Products

• 99165-29-4 1-Chloro-1-(4-methoxy-butyl)-silinane 
• 99165-25-0 1-Chloro-1-octyl-silinane 
• 99165-27-2 1-Chloro-1-(3-methoxy-propyl)-silinane 
• 139016-89-0 1-(Cyclohex-1-enylmethoxy)-silinane 
• 139016-96-9 1-[(E)-3-(3,4-Dimethoxy-phenyl)-allyloxy]-silinane 
• 139016-98-1 1-((E)-2-Methyl-3-phenyl-allyloxy)-silinane 
• 139016-99-2 1-((E)-2,3-Diphenyl-allyloxy)-silinane 
• 139016-95-8 1-<(cis-3-phenyl-2-propenyl)oxy>-silacyclohexane 
• 139017-01-9 1-((E)-3-Phenyl-but-2-enyloxy)-silinane 
• 138924-49-9 C₁₄H₁₉⁽²⁾HOSi 
• 138924-48-8 C₁₄H₁₉⁽²⁾HOSi 
• 139016-94-7 1-((E)-3-Phenyl-allyloxy)-silinane 
• 85125-33-3 1-phenyl-1-silacyclohexane 

Relevant articles and documents

Infrared and Raman spectra, conformations, ab initio calculations and spectral assignments of 1-fluoro-1-silacyclohexane

Raman spectra of 1-fluoro-1-silacyclohexane as a liquid were recorded at 293 K and polarization data obtained. Additional Raman spectra were recorded at various temperatures between 293 and 143 K, and intensity changes of certain bands with temperature were investigated. An apparently plastic phase was observed around 170 K, but no definite crystallization was ever obtained on cooling. The infrared spectra have been studied of the vapor, of an amorphous solid at 78 K and of the liquid in the range 600-100 cm-1. No infrared bands present in the vapor or liquid vanished upon cooling. The compound exists a priori in two conformers, equatorial (e) and axial (a), and the experimental results suggest an equilibrium in which the a-conformer has 1.2 kJ mol-1 lower enthalpy than the e-conformer in the liquid, leading to 60% a-conformer at ambient temperature. B3LYP calculations with various basis sets and the G3 model chemistry gave conformational enthalpy difference ΔH(e - a) in the range 0.6 and 1.8 kJ mol-1. Infrared and Raman intensities, polarization ratios and vibrational frequencies for the e and a conformers were calculated. The wavenumbers of the vibrational modes were derived in the anharmonic approximation in B3LYP/cc-pVTZ calculations. An average relative deviation of ca. 1% between the observed and calculated wavenumbers for the 48 modes of the e and a conformers was found.

Asymmetric catalysis. Production of chiral diols by enantioselective catalytic intramolecular hydrosilation of olefins

Rhodium(I) chiral diphosphine complexes efficiently and rapidly catalyze the intramolecular hydrosilation of silyl ethers derived from allylic alcohols. The efficiency and rates of intramolecular hydrosilations were determined for a variety of silyl and olefin substituents. The catalysts were found to tolerate a wide variety of silyl substituents, although terminal alkyl olefin substituents were found to retard catalysis. Terminal aryl olefin substituents were found to be hydrosilated efficiently and at reasonable rates. One of the chiral catalysts is highly enantioselective for terminal aryl olefin substituents. Almost quantitative ee's are obtained. Moreover, the ee's are only slightly sensitive to aryl and olefin substituents, suggesting that this enantioselective catalysis can provide a wide range of chiral species. Oxidative cleavage of the hydrosilation products gives chiral diols.

Sila drugs, XII: Sila analogues of chlorphencyclan

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