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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
Product Name
3-Hydroxy-4-methyl-2(3H)-thiazolethione, 97%
InChI
1S/C4H5NOS2/c1-3-2-8-4(7)5(3)6/h2,6H,1H3
SMILES string
CC1=CSC(=S)N1O
InChI key
LOKDIDVKVVVVHK-UHFFFAOYSA-N
assay
97%
mp
92-94 °C (lit.)
solubility
methanol: soluble 25 mg/mL, clear, brownish-yellow to brown
functional group
thioether
Quality Level
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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.
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.
signalword
Warning
hcodes
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
Regulatory Information
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Synthesis and X-ray crystal structures of bis (3-hydroxy-4-methyl-2 (3H)-thiazolethiolato-S 2, O) bis (dimethylsulfoxide-O) M, M= cobalt (II) and nickel (II).
Bond AD and Jones W.
Transition Met. Chem. (London), 27(4), 407-410 (2002)
Solid-state study of cyclic thiohydroxamic acids: 1-hydroxy-2 (1H)-pyridinethione and 3-hydroxy-4-methyl-2 (3H)-thiazolethione.
Bond AD and Jones W.
Journal of Physical Organic Chemistry, 13(7), 395-404 (2000)
Divalent complexes of 3-hydroxy-4-methyl-2 (3H)-thiazolethione with Co-Zn: synthesis, X-ray crystal structures and the structure-directing influence of C-HS interactions.
Bond AD and Jones W.
J. Chem. Soc., Dalton Trans., 20, 3045-3051 (2001)
Journal of the Chemical Society. Perkin Transactions 1, 39-39 (1986)
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