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Ethyl Thioglycolate

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Ethyl Thioglycolate Basic information

Product Name:
Ethyl Thioglycolate
Synonyms:
  • THIOGLYCOLLIC ACID ETHYL ESTER
  • THIOGLYCOLIC ACID ETHYL ESTER
  • Ethyl alpha-mercaptoacetate
  • Ethyl mercaptoacetate ethyl mercaptoacetate
  • Ethyl sulfanylacetate
  • ethylalpha-mercaptoacetate
  • ethylmercaptoaceticacid
  • mercapto-aceticaciethylester
CAS:
623-51-8
MF:
C4H8O2S
MW:
120.17
EINECS:
210-800-3
Product Categories:
  • Building Blocks
  • C2 to C5
  • Carbonyl Compounds
  • Chemical Synthesis
  • Esters
  • Organic Building Blocks
Mol File:
623-51-8.mol
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Ethyl Thioglycolate Chemical Properties

Melting point:
-80 °C
Boiling point:
54 °C/12 mmHg (lit.)
Density 
1.096 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.457(lit.)
Flash point:
118 °F
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
form 
Liquid
pka
pK1:7.95(SH) (25°C)
color 
Clear colorless
Water Solubility 
Not miscible or difficult to mix in water.
Sensitive 
Air Sensitive
BRN 
605581
Stability:
Stable. Flammable. Incompatible with strong oxidizing agents, strong bases.
InChIKey
PVBRSNZAOAJRKO-UHFFFAOYSA-N
LogP
1.134 (est)
CAS DataBase Reference
623-51-8(CAS DataBase Reference)
EPA Substance Registry System
Acetic acid, mercapto-, ethyl ester (623-51-8)
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Safety Information

Hazard Codes 
T
Risk Statements 
10-25-36/38
Safety Statements 
26-36/37/39-45
RIDADR 
UN 1992 3/PG 3
WGK Germany 
3
RTECS 
AI6650000
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29309090

MSDS

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Ethyl Thioglycolate Usage And Synthesis

Chemical Properties

colourless liquid

Uses

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.

Application

Ethyl thioglycolate (ET) could be employed as a ligand molecule developed for property manipulation of perovskite films. ET can lower the surface energy of perovskite facets and induce secondary growth of grains, giving films with higher crystallinity and lower defect density. Meanwhile, both carbonyl and sulfhydryl in ET can bind to the Pb2+, thus forming bidentate anchoring on the surface for defect passivation. Besides, the perovskite/ET/C60 interface presents improved charge transfer owing to the well-aligned energy levels. Importantly, ET demonstrates effective management of I2 and PbI2, thereby preventing accelerated degradation and lead leakage of devices. Thanks to the multiple effects of ET, the resulting devices exhibit significantly enhanced ambient stability over the course of 800 h and a thermal stability of over 1500 h while maintaining 80.4% of its original efficiency[1].

References

[1] Wang, Yu et al. “Ethyl Thioglycolate Assisted Multifunctional Surface Modulation for Efficient and Stable Inverted Perovskite Solar Cells.” Advanced Functional Materials 30 1 (2024).

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