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Merck
CN

363197

3-Hydroxy-4-methyl-2(3H)-thiazolethione

97%

Synonym(s):

2-Mercapto-4-methylthiazole 3-oxide

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About This Item

Empirical Formula (Hill Notation):
C4H5NOS2
CAS Number:
Molecular Weight:
147.22
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1210145
Assay:
97%
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Quality Segment

assay

97%

mp

92-94 °C (lit.)

solubility

methanol: soluble 25 mg/mL, clear, brownish-yellow to brown

functional group

thioether

SMILES string

CC1=CSC(=S)N1O

InChI

1S/C4H5NOS2/c1-3-2-8-4(7)5(3)6/h2,6H,1H3

InChI key

LOKDIDVKVVVVHK-UHFFFAOYSA-N

General description

3-Hydroxy-4-methyl-2(3H)-thiazolethione (HMTT) is a cyclic thiohydroxamic acid. It forms divalent complexes with the first-row d-block elements Co-Zn. Hydrated form of HMTT exhibits enhanced thermal stability and solubility compared with the anhydrous form. HMTT possess a chelating unit similar to pyrithione. Solid state chemistry of HMTT and its complexes with d-block elements has been reported.

Application

3-Hydroxy-4-methyl-2(3H)-thiazolethione may be employed as fungicide and alkoxy-radical precursors in the synthetic procedures. It may be useful in the Barton reaction for the generation of carbon radicals through decarboxylative rearrangement of the corresponding esters.


pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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