2-Mercaptothiazoline Chemical Properties

Melting point:

100-105 °C(lit.)

Boiling point:

176-178 °C(Press: 0.25 Torr)

Density 

1.235 (estimate)

refractive index 

1.4826 (estimate)

storage temp. 

Store below +30°C.

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Fine Crystalline Powder

pka

13.01±0.20(Predicted)

color 

White to beige

PH

6-7 (10g/l, H2O, 20℃)

Water Solubility 

SOLUBLE IN HOT WATER

BRN 

106332

InChIKey

WGJCBBASTRWVJL-UHFFFAOYSA-N

CAS DataBase Reference

96-53-7(CAS DataBase Reference)

NIST Chemistry Reference

2-Thiazolidinethione(96-53-7)

EPA Substance Registry System

2-Thiazolidinethione (96-53-7)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

24/25

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

RTECS 

XJ6122000

TSCA 

Yes

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29341000

Toxicity

LD50 orally in Rabbit: 300 mg/kg

MSDS

• Language:English Provider:2-Mercaptothiazoline
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Mercaptothiazoline Usage And Synthesis

Chemical Properties

white to beige fine crystalline powder

Uses

medicament.;medical agent; brightening agent

Uses

2-Mercaptothiazoline is an antithyroid agent that strongly reduces thyroid hormone levels. 2-Mercaptothiazoline is also used as an intermediate in the preparation of pesticides and other biologically active compounds.

Uses

2-Mercaptothiazoline, is used in the chain-lengthening of alkyl halides by trans-iodopropenylenation. 2-Mercaptothiazoline is an antithyroid agent that strongly reduces thyroid hormone levels. 2-Mercaptothiazoline is also used as an intermediate in the preparation of biologically active compounds. It is also used as a tool for highly selective chiral synthesis of penam- and carbapenam-type β-lactam antibiotics.

Purification Methods

Purify the thiol by dissolution in aqueous alkali, precipitation by addition of HCl and then recrystallisation from H2O (as needles). [IR: Flett J Chem Soc 347 1953 and Mecke et al. Chem Ber 90 975, Gabriel & Stelzner Chem Ber 28 2931 1895, Beilstein 27 III/IV 2540.]

2-Mercaptothiazoline(96-53-7)Related Product Information

• Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT)
• 2-Methyl-4-isothiazolin-3-one
• 2-Mercaptobenzothiazole
• 2-Mercaptothiazole
• 1,2-Benzisothiazol-3(2H)-one
• Rhodanine
• Rhodanine-3-acetic acid
• 3-ALLYLRHODANINE
• N-Aminorhodanine
• 5-(4-DIMETHYLAMINOBENZYLIDENE)RHODANINE
• 3-ETHYLRHODANINE
• thiazoline
• S-ALLYL-2-MERCAPTOTHIAZOLINE
• THIAZOLIDINE
• 2-Mercaptothiazole
• 5-(3-HYDROXY-BENZYLIDENE)-2-THIOXO-THIAZOLIDIN-4-ONE
• 3-METHYLRHODANINE
• 3-(3-HYDROXYPHENYL)-2-THIOXO-1,3-THIAZOLIDIN-4-ONE