3,3'-Dithiodipropionic acid

Uses3,3′-Dithiodipropionic acid was used as capping agent for introducing charge on gold nanoparticles surfaces.

UsesHighly reactive species.

General Description3,3′-Dithiodipropionic acid forms monolayers on a polycrystalline gold electrode through a self-assembly procedure to form gold 3,3′-dithiodipropionic acid self-assembled monolayer modified electrode. It is the precursor substrate in the synthesis of 3-mercaptopropionic acid-containing polythioesters. It is added as primary carbon supplement in the culture medium of novel betaproteobacterium, strain DPN7.

PreparationSodium hydride (1.20 g, 28.5 mmol, 57% dispersed in oil) was washed with pentane (3 × 10 ml) to remove it from the oil and suspended in 25 ml of DMF. A small amount of thiol (25 mmol) was added under a nitrogen atmosphere, and the mixture was stirred at 20°C for 15 minutes. At room temperature, a pre-weighed rubber bulb was filled with CF3I (6.5–7.0 g, 33–35 mmol, 1.3–1.4 equivalents) and fixed to the neck of the burnt vessel. The mixture immediately turned yellow and was stirred overnight at room temperature. At the end of stirring, a white precipitate formed. The slurry was poured into 200 ml of water, and the mixture was set for distillation. The product was separated by steam distillation, the organic layer was separated from the aqueous phase, the aqueous phase was extracted with diethyl ether (2 × 15 ml), the homogeneous organic phase was washed with water (3 × 10 ml), and dried over brine (10 ml) (Na2SO4). After filtration, the ether was evaporated under reduced pressure (~16 mmHg) to obtain the pure product 3,3'-Dithiodipropionic acid.