Thiepane

Hexamethylensulfid

Liquid

0.99 g · cm -3 ( 20 ° C)

0.5 ° C

173-174 ° C

1.5044 ( 18 ° C)

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Thiepan, also called Hexamethylensulfid is the simplest sulfur-containing seven-membered saturated heterocycle.

Representation

Displaying Thiepan can be effected by the reaction of 1,6- dibromohexane with sodium sulfide or potassium sulfide with 1,6- diiodohexane.

Properties

Thiepan boils at 173-174 ° C and has a density of 0.99 g/cm3.

Reactions

The possible reactions are largely limited to reactions on the sulfur atom and the α - position to the carbon adjacent to the sulfur. So Thiepan can be oxidized with potassium permanganate to sulfones or sulfoxides with hydrogen peroxide.

An α -carbon leaving groups can also be introduced. Thus, reaction with N-chlorosuccinimide - 2 Chlorthiepan. This allows further reactions with nucleophiles. To this end, Grignard reagents can be used for example for the introduction of organic residues.