81631-69-8

Basic information

• Product Name: C₁₂H₁₈Si
• Synonyms: C₁₂H₁₈Si
• CAS NO: 81631-69-8
• Molecular Weight: 190.36
• Mol File: 81631-69-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₂H₁₈Si(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₂H₁₈Si(81631-69-8)
• EPA Substance Registry System: C₁₂H₁₈Si(81631-69-8)

Safety Data

• Hazardous Substances Data: 81631-69-8(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 2679-89-2 bis-pentadeuterioethyl ether 
• 64740-46-1 1-lithio-3-phenylpropane 

Relevant articles and documents

Carbanion Rearrangements by Intramolecular 1,ω Proton Shifts, III. The Reaction of 2-, 3-, 4-, and 5-Phenylalkyllithium Compounds

Upon addition of THF to a solution of 4-phenylbutyllithium (2) in diethyl ether a rapid intramolecular 1,4 proton shift takes place with the formation of 1-phenylbutyllithium (5).Similarly, although somewhat more slowly, 5-phenylpentyllithium (82) rearranges to 1-phenylpentyllithium (83) via 1,5 proton transfer.The corresponding rearrangements by 1,2 or 1,3 hydrogen shifts, however, starting with 2-phenylethyllithium (1) and 3-phenylpropyllithium (54), respectively, were not detected.With 3-phenylpropyllithium (54) a slow intramolecular 1,5 transfer an ortho proton is observed instead, yielding o-propylphenyllithium (100).The corresponding 1,6 shift with 4-phenylbutyllithium (2) was also detected in a minor amount in addition to the 1,4 proton shift already mentioned.There is no indication, however, for a 1,4 transfer of an ortho proton in 2-phenylethyllithium (1).The reaction products in this case can be exclusively explained by intermolecular transmetallation reactions.All ω-phenylalkyllithium compounds under investigation show interesting side and secondary reactions being rather different in deuterated solvents and in deuteriumfree solvents, respectively, due to the isotope effects.The analysis of the products is accomplished by 1H-NMR spectroscopy and, after derivatization, with the help of a GC-MS-combination.Stereoelectronic reasons are made responsible for the failure of the intramolecular 1,2 and 1,3 proton shift in these systems.