1356187-65-9

Basic information

• Product Name: 8-{chloro(2-naphthyl)[(4-tolyl)sulfinyl]methyl}-1,4-dioxaspiro[4.5]decan-8-ol
• CAS NO: 1356187-65-9
• Molecular Weight: 471.017
• Mol File: 1356187-65-9.mol

Chemical Properties

• CAS DataBase Reference: 8-{chloro(2-naphthyl)[(4-tolyl)sulfinyl]methyl}-1,4-dioxaspiro[4.5]decan-8-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 8-{chloro(2-naphthyl)[(4-tolyl)sulfinyl]methyl}-1,4-dioxaspiro[4.5]decan-8-ol(1356187-65-9)
• EPA Substance Registry System: 8-{chloro(2-naphthyl)[(4-tolyl)sulfinyl]methyl}-1,4-dioxaspiro[4.5]decan-8-ol(1356187-65-9)

Safety Data

• Hazardous Substances Data: 1356187-65-9(Hazardous Substances Data)

Upstream product

• 4746-97-8 cyclohexanedione monoethylene ketal 
• 1356186-72-5 chloro(2-naphthyl)methyl 4-tolyl sulfoxide 
• 1374400-47-1 C₁₈H₁₆OS 

Relevant articles and documents

Aryl(chloro)methyl 4-tolyl sulfoxides: Synthesis and application to the synthesis of α-aryl ketones

Aryl(chloro)methyl 4-tolyl sulfoxides were synthesized from arylmethyl 4-tolyl sulfoxides in moderate-to-good yields by sequential treatment with lithium diisopropylamide and tosyl chloride at low temperatures. Treatment of the lithium α-sulfinyl carbanion of the aryl(chloro)methyl 4-tolyl sulfoxides with aldehydes or ketones resulted in the formation of adducts in good-to-high yields. Treatment of these adducts with tert-butylmagnesium chloride gave the corresponding magnesium alkoxides. On treatment with isopropylmagnesium chloride, the alkoxides gave the corresponding magnesium β-oxido carbenoids, which rearranged to give α-aryl ketones in good-to-high yields. The magnesium enolate intermediates generated by rearrangement of the -oxido carbenoids could also be trapped with electrophiles to give α-aryl α-substituted ketones. These procedures offer a good method for the synthesis of a variety of α-aryl ketones from aldehydes and ketones. Georg Thieme Verlag Stuttgart. New York.