Ethyl mercaptoacetate, 98+%
Ethyl mercaptoacetate, 98+%
Ethyl mercaptoacetate, 98+%
Ethyl mercaptoacetate, 98+%
Thermo Scientific Chemicals

Ethyl mercaptoacetate, 98+%

CAS: 623-51-8 | C4H8O2S | 120.166 g/mol
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Catalog number A14321.22
also known as A14321-22
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Price (USD)
42.65
Online Exclusive
47.50
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Each
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Chemical Identifiers
CAS623-51-8
IUPAC Nameethyl 2-sulfanylacetate
Molecular FormulaC4H8O2S
InChI KeyPVBRSNZAOAJRKO-UHFFFAOYSA-N
SMILESCCOC(=O)CS
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SpecificationsSpecification SheetSpecification Sheet
Refractive Index1.4555-1.4595 @ 20?C
Appearance (Color)Clear colorless
Assay (GC)≥98.0%
Identification (FTIR)Conforms
FormLiquid
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
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.

Solubility
Not miscible or difficult to mix in water.

Notes
Air sensitive. Store away from oxidizing agents and air. Keep the container tightly closed and place it in a cool, dry and well ventilated condition. Protect from electrostatic charges and store away from ignition sources. Store under inert gas.
RUO – Research Use Only

General References:

  1. 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.
  2. Vyacheslav Ya Sosnovskikh, et al. Unexpected synthesis of dihydrothienocoumarin derivatives from 2-trifluoromethylchromones and ethyl mercaptoacetate.Tetrahedron Lett.,2001,42(30), 5117-5119.
  3. 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):