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ChemicalBook--->CAS DataBase List--->5685-05-2

5685-05-2

5685-05-2 Structure

5685-05-2 Structure
IdentificationMore
[Name]

2-Mercaptothiazole
[CAS]

5685-05-2
[Synonyms]

2-Mercapto-1,3-thiazole
2-Thiazolethiol
4-Thiazoline-2-thione
Thiazoline-2-thione
2-Mercaptothiazole
Thiazole-2(3H)-thione
[EINECS(EC#)]

423-680-4
[Molecular Formula]

C3H3NS2
[Molecular Weight]

117.19
[MOL File]

5685-05-2.mol
Chemical PropertiesBack Directory
[Melting point ]

80 °C(Solv: water (7732-18-5))
[Boiling point ]

194.7±23.0 °C(Predicted)
[density ]

1.47±0.1 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,Room Temperature
[pka]

8.58±0.20(Predicted)
[Appearance]

Light brown to brown Solid
[InChI]

InChI=1S/C3H3NS2/c5-3-4-1-2-6-3/h1-2H,(H,4,5)
[InChIKey]

OCVLSHAVSIYKLI-UHFFFAOYSA-N
[SMILES]

S1C=CNC1=S
[LogP]

1.213 (est)
[CAS DataBase Reference]

5685-05-2(CAS DataBase Reference)
[NIST Chemistry Reference]

«delta»4-Thiazoline-2-thione(5685-05-2)
Safety DataBack Directory
[Symbol(GHS) ]


GHS07,GHS05
[Signal word ]

Danger
[Hazard statements ]

H302-H318-H315-H335
[Precautionary statements ]

P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P280-P305+P351+P338-P310
Hazard InformationBack Directory
[Uses]

2-Mercaptothiazole (Thiazoline-2-thione) is a thiazole compound that can be used as a basic structural unit in organic synthesis and is widely used in the pharmaceutical and chemical areas.
[Synthesis]

Chloroacetaldehyde

107-20-0

Ammonium dithiocarbamate

513-74-6

2-Mercaptothiazole

5685-05-2

The general procedure for the synthesis of thiazole-2(3H)-thione from chloroacetaldehyde and ammonium dithiocarbamate was as follows: a 40% solution of chloroacetaldehyde (0.61 mol) was slowly added to 100 mL of water, keeping the reaction temperature below 5 °C. Subsequently, 67 g of ammonium dithiocarbamate (0.61 mol) was added in batches. After the addition was completed, the reaction mixture was gradually warmed up to room temperature and stirred continuously for 2 h to promote complete reaction. A white solid precipitated during the reaction and the product was collected by filtration. The resulting filter cake was washed sequentially with a small amount of ethanol and cold water to remove impurities. Finally, the product was dried to give 66.2 g of white solid thiazole-2(3H)-thione in 93% yield.

[References]

[1] Patent: TWI609015, 2017, B. Location in patent: Paragraph 0190
Spectrum DetailBack Directory
[Spectrum Detail]

2-Mercaptothiazole(5685-05-2)1HNMR
2-Mercaptothiazole(5685-05-2)13CNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

5685-05-2(sigmaaldrich)
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