1,3-propanedithiol
Also known as 1,3-propanedimercaptan, trimethylenedithiol, trimethylenedithioglycol, trimethylene dimercaptan, 1,3-dimercaptopropane, dithiotrimethyleneglycol
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.
~1 min read
Article
4 sectionsContents
- Reactions
- Safety
- See also
- References
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.
==Reactions== 1,3-Propanedithiol has been 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 formaldehyde. The reactivity of this dithiane illustrates the concept of umpolung. Alkylation gives thioethers, e.g. 1,5-dithiacyclooctane. The unpleasant odour of 1,3-propanedithiol has encouraged the development of alternative reagents that generate similar derivatives.