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623-51-8 - Ethyl mercaptoacetate, 98+% - Ethyl thioglycolate - Mercaptoacetic acid ethyl ester - A14321 - Alfa Aesar

A14321 Ethyl mercaptoacetate, 98+%

CAS Number
623-51-8
Synonyms
Ethyl thioglycolate
Mercaptoacetic acid ethyl ester

Size Price ($) Quantity Availability
5g 22.87
100g 26.27
500g 80.28
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Ethyl mercaptoacetate, 98+%

MDL
MFCD00004874
EINECS
210-800-3

Chemical Properties

Formula
C4H8O2S
Formula Weight
120.17
Melting point
-80°
Boiling Point
156-159°
Flash Point
48°(118°F)
Density
1.096
Refractive Index
1.4580
Sensitivity
Air Sensitive
Solubility
Not miscible or difficult to mix in water.

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.

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.

Literature References

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):

GHS Hazard and Precautionary Statements

Hazard Statements: H301-H226

Toxic if swallowed. Flammable liquid and vapour.

Precautionary Statements: P260-P280f-P233-P309-P310

Do not breathe dust/fume/gas/mist/vapours/spray. Wear protective clothing. Keep container tightly closed. IF exposed or if you feel unwell: Immediately call a POISON CENTER or doctor/physician.

Other References

Beilstein
605581
Hazard Class
3
Packing Group
III
Harmonized Tariff Code
2930.90
TSCA
Yes
RTECS
AI6650000

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