85969-82-0

Basic information

• Product Name: 2,2-dimethyl-4-phenylthio-4-trimethylsilyloctane
• CAS NO: 85969-82-0
• Molecular Weight: 322.63
• Mol File: 85969-82-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2,2-dimethyl-4-phenylthio-4-trimethylsilyloctane(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-4-phenylthio-4-trimethylsilyloctane(85969-82-0)
• EPA Substance Registry System: 2,2-dimethyl-4-phenylthio-4-trimethylsilyloctane(85969-82-0)

Safety Data

• Hazardous Substances Data: 85969-82-0(Hazardous Substances Data)

Upstream product

• 109-72-8 n-butyllithium 
• 62762-20-3 1-phenylthio-1-trimethylsilylethene 
• 594-19-4 tert.-butyl lithium 
• 542-69-8 1-iodo-butane 

Relevant articles and documents

The Synthesis of Ketones via α-Silyl Sulphides

α-Phenylthiosilanes (2) have been prepared by alkylation of the anion (4) derived from the 1-phenylthio-1-trimethylsilylalkane (1).These anions (4) have benn prepared by a variety of methods including, direct deprotonation of (1), displacement of a phenylthio group by lithium naphthalenide addition of an alkyl-lithium to 1-phenylthio-1-trimethylsilylethene (7), and transmetallation of a tributylstannyl moiety.The formation of an alkyl-lithium by reaction of lithium naphthalenide with a phenyl sulphide provided an additional route to (2) from bis(phenylthio)acetals (8).An alternative path to the α-phenylthiosilanes (2) was to reduce the corresponding α-phenylsulphonylsilane (15); these, in turn, being readily available from alkylation or silylation of α-sulphonyl anions.The α-phenylthiosilanes (2) were converted into the O-trimethylsilylphenylthioacetal (18) by the sila-Pummerer rearrangement, although this was complicated by vinyl sulphide (20) formation in certain cases.Subsequent hydrolysis of (18) and (20) gave the ketone (3).