Ethane-1,2-dithiol

It is a common building block in organic synthesis and an excellent ligand for metal ions.

In the presence of base and an alkylating agent, 1,2-ethanedithiol converts to thioethers: Oxidation of 1,2-ethanedithiol gives a series of oligomers, including the cyclic bis(disulfide).

One distinguishing feature of the dithiolanes and dithianes derived from aldehydes is that the methyne group can be deprotonated and the resulting carbanion alkylated.

[citation needed] Like 1,3-propanedithiol, 1,2-ethanedithiol readily forms metal thiolate complexes.

Illustrative is the synthesis of the derivative diiron ethanedithiolate hexacarbonyl upon reaction with triiron dodecacarbonyl:[5]

Ethane-1,2-dithiol
Ethane-1,2-dithiol
Ball-and-stick model of ethane-1,2-dithiol
Ball-and-stick model of ethane-1,2-dithiol
Space-filling model of ethane-1,2-dithiol
Space-filling model of ethane-1,2-dithiol
NFPA 704 four-colored diamond Health 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroform Flammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuel Instability (yellow): no hazard code Special hazards (white): no code
Protecting a carbonyl group by converting it to a 1,3-dithiolane, using ethane-1,2-dithiol
Protecting a carbonyl group by converting it to a 1,3-dithiolane, using ethane-1,2-dithiol