Free radical substitution reactions of phenylacetylene derivatives by an addition-elimination mechanism

1986 ◽  
Vol 27 (30) ◽  
pp. 3479-3482 ◽  
Author(s):  
Glen A Russell ◽  
Preecha Ngoviwatchai
Keyword(s):  
Free Radical ◽  
Substitution Reactions ◽  
Elimination Mechanism ◽  
Radical Substitution

Free Radical Substitution Reactions of Sulfur Monochloride. A Limited Synthesis of Mercaptans

1973 ◽  
Vol 51 (20) ◽  
pp. 3366-3372 ◽  
Author(s):  
Dennis D. Tanner ◽  
Brian G. Brownlee
Keyword(s):  
Free Radical ◽  
Lithium Aluminum Hydride ◽  
Elemental Sulfur ◽  
Aluminum Hydride ◽  
Lithium Aluminum ◽  
Substitution Reactions ◽  
Sulfur Monochloride ◽  
Hydride Reduction ◽  
Abstraction Reaction ◽  
Radical Substitution

The photolysis of sulfur monochloride with a series of saturated aliphatic hydrocarbons yielded alkyl chlorides, di- and polysulfides, hydrogen chloride, and elemental sulfur. The free radical substitution reactions leading to the production of alkyl chloride and the di- and polysulfides were shown to proceed via a chlorine atom abstraction reaction. The major products, the di- and polysulfides could be transformed quantitatively, by lithium aluminum hydride reduction into their corresponding mercaptans. The reaction describes a simple free radical route to the synthesis of a variety of alkyl mercaptans.

Thiyl Radical Abstraction. A Mechanism for the Free Radical Substitution Reactions of Pentachlorobenzenesulfenyl Chloride

1973 ◽  
Vol 51 (11) ◽  
pp. 1870-1879 ◽  
Author(s):  
Dennis D. Tanner ◽  
Naoto Wada ◽  
Brian G. Brownlee
Keyword(s):  
Free Radical ◽  
Thiyl Radical ◽  
Chain Mechanism ◽  
Substitution Reactions ◽  
Radical Chain ◽  
Radical Chain Mechanism ◽  
Radical Substitution

The substitution reactions of pentachlorobenzenesulfenyl chloride with saturated alkanes were found to proceed by a free radical chain mechanism where the pentachlorobenzenethiyl radical is the predominant chain-carrying species. The selectivity of this radical could be determined by the investigation of the photoinitiated reactions of bispentachlorophenyl disulfide with a number of alkanes.

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