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Methyl thioglycolate

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Methyl thioglycolate Basic information

Product Name:
Methyl thioglycolate
Synonyms:
  • MERCAPTOACETIC ACID METHYL ESTER
  • METG
  • METHYL THIOGLYCOLATE
  • METHYL THIOGLYCOLLATE
  • METHYL MERCAPTOACETATE
  • THIOGLYCOLIC ACID METHYL ESTER
  • mercapto-aceticacimethylester
  • Methanethiol, methoxy-
CAS:
2365-48-2
MF:
C3H6O2S
MW:
106.14
EINECS:
219-121-7
Product Categories:
  • 2365-48-2
Mol File:
2365-48-2.mol
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Methyl thioglycolate Chemical Properties

Melting point:
-24 °C
Boiling point:
42-43 °C/10 mmHg (lit.)
Density 
1.187 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.466(lit.)
Flash point:
86 °F
storage temp. 
Store below +30°C.
solubility 
40g/l
form 
Liquid
pka
8.04±0.10(Predicted)
color 
Clear colorless
Water Solubility 
40 g/L (20 ºC)
Sensitive 
Air Sensitive
BRN 
506259
InChIKey
MKIJJIMOAABWGF-UHFFFAOYSA-N
CAS DataBase Reference
2365-48-2(CAS DataBase Reference)
NIST Chemistry Reference
Acetic acid, mercapto-, methyl ester(2365-48-2)
EPA Substance Registry System
Acetic acid, mercapto-, methyl ester (2365-48-2)
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Safety Information

Hazard Codes 
Xn,T
Risk Statements 
10-20/22-36/37/38-25
Safety Statements 
26-36/37-45-36/37/39-28A
RIDADR 
UN 1992 3/PG 3
WGK Germany 
1
RTECS 
AI7350000
TSCA 
Yes
HazardClass 
3
PackingGroup 
III
HS Code 
29309070
Hazardous Substances Data
2365-48-2(Hazardous Substances Data)
Toxicity
mouse,LD50,intraperitoneal,100mg/kg (100mg/kg),National Technical Information Service. Vol. AD277-689,

MSDS

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Methyl thioglycolate Usage And Synthesis

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

Methyl thioglycolate was used in the preparation of 3-carbomethoxy-4- oxotetrahydrothiopyran, 2- and 4-carbomethoxy-3-oxotetrahydrothiophene. It is used to prepare methyl thioglycolate and aminoethanethiol conjugated gold nanorods.

Uses

Methyl Thioglycolate is an derivative of Thioglycolic Acid (T350760), an organic compound containing both a thiol and a carboxylic acid functional groups. Thioglycolic Acid and its derivatives are oft en used in organic synthesis as a nucleophile in thioglycolysis reactions and is also used as a S transfer agent for sulfonyl chloride synthesis. Methyl Thioglycolate have been studied for the its inf luence on neocarzinostatin activation and expression of DNA damage.

Application

Methyl thioglycolate is a chemical compound that is used in the pharmaceutical industry as an intermediate. It has been used to synthesize anti-inflammatory drugs, such as aspirin and ibuprofen, and also for the treatment of autoimmune diseases. Methyl thioglycolate binds to amino acids on the surface of bacteria, which prevents them from functioning properly. This binding causes the cells to stop growing and die.

Definition

Methyl thioglycolate are widely used in free-radical photoinitiated polymerization reactions. In particular, the use of methyl thioglycolate (MTG), CH3OC(O)CH2SH, results in greater photopolymerization reaction rates, attributed to a weakening of the sulfur–hydrogen bond by hydrogen bonding of the thiol group. MTG constitutes the smaller exponent of the series of CH3OC(O)(CH2)nSH compounds, reported as intermediated in the organic sulfur cycle in marine environments, produced by marine phytoplankton.

General Description

Methyl thioglycolate reacts with nonprotein component of the antitumor antibiotic neocarzinostatin to form 1:1 adduct. It reacts with isothiocyanate to form Rhodanine.

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