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)

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

• Language:English Provider:Methyl mercaptoacetate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

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.

Production Methods

Adding thioglycollic acid with purity of between 70.0 and 96.0 percent and methanol with purity of between 95.0 and 99.9 percent into a reaction device according to the molar ratio of 1:1.3-4.0; subsequently, adding an activating agent into the reaction device, stirring and heating for reaction; and after the reaction is finished, carrying out separatory distillation on reaction products to obtain the methyl thioglycolate. The activating agent is a p-toluenesulfonic acid methanol solution with a mass concentration of between 20 and 30 percent, and the use amount is 0.5 to 1.0 percent of the total mass of relative input materials.

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.

Methyl thioglycolate(2365-48-2)Related Product Information

• POTASSIUM THIOGLYCOLATE
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• Methyl acrylate
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• Methyl glycolate
• 2-Ethylhexyl mercaptoacetate
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• ETHYL THIOGLYCOLATE
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• Calcium thioglycolate
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• CYANOACETIC ACID-OSU
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