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1,3-Propanedithiol is the chemical compound with the formula HSCH2CH2CH2SH. This dithiol is a useful reagent in organic synthesis. This liquid, which is readily available commercially, has an intense stench.
Additional recommended knowledge
Use in organic synthesis
1,3-Propanedithiol is mainly used for the protection of aldehydes and ketones via their reversible formation of dithianes. A prototypical reaction is its formation of 1,3-dithiane from from formaldehyde. The reactivity of this dithiane illustrates the concept of umpolung.
The unpleasant odour of 1,3-propanedithiol has encouraged the development of alternative reagents that generate similar derivatives.
Use in inorganic synthesis
1,3-Propanedithiol reacts with metal ions to form chelate rings. Illustrative is the synthesis of the diiron derivative:
The stench of 1,3-propanedithiol can be neutralized with bleach.
Categories: Reagents for organic chemistry | Thiols
|This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "1,3-Propanedithiol". A list of authors is available in Wikipedia.|