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It finds its application in the reaction of the dilithio-derivative with an aldehyde, followed by conversion to the episulfide by reaction with ethyl chloroformate, and desulfurization with triethyl phosphite, leads to the (E)-2-alkenoic acid with high stereoselectivity. It is used as depilatories, hair straightening agent, hair waving agent, and reducing agent in cosmetic industry.
Kazuhiko Tanaka, et.al. New Methods for Synthesis of α,β-Unsaturated Carboxylic Esters from Carbonyl Compounds Using Monoanions of Dithiocarbonates, and Dianions of Ethyl Mercaptoacetate and Ethyl 2-Mercaptopropionate.Bull. Chem. Soc. Jpn.,1979,52(12), 3619-3625.
Vyacheslav Ya Sosnovskikh, et al. Unexpected synthesis of dihydrothienocoumarin derivatives from 2-trifluoromethylchromones and ethyl mercaptoacetate.Tetrahedron Lett.,2001,42(30), 5117-5119.
Reaction of the dilithio-derivative with an aldehyde, followed by conversion to the episulfide by reaction with ethyl chloroformate, and desulfurization with triethyl phosphite, leads to the (E)-2-alkenoic acid with high stereoselectivity: Synthesis, 127 (1983):
Hazard Statements: H226-H301-H315-H319
Flammable liquid and vapour. Toxic if swallowed. Causes skin irritation. Causes serious eye irritation.
Precautionary Statements: P210-P233-P240-P241-P242-P243-P264b-P270-P280-P301+P310-P303+P361+P353-P305+P351+P338-P330-P332+P313-P337+P313-P363-P370+P378q-P501c
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep container tightly closed. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. Use only non-sparking tools. Take precautionary measures against static discharge. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Wash contaminated clothing before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant