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288-47-1 - Thiazole, 99% - L09970 - Alfa Aesar

L09970 Thiazole, 99%

CAS Number
288-47-1
Synonyms

Size Price ($) Quantity Availability
1g 36.30
5g 108.00
25g 362.00
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Thiazole, 99%

MDL
MFCD00005315
EINECS
206-021-3

Chemical Properties

Formula
C3H3NS
Formula Weight
85.13
Melting point
-33°
Boiling Point
117-118°
Flash Point
22°(71°F)
Density
1.200
Refractive Index
1.5390
Sensitivity
Air & Light Sensitive
Solubility
Soluble in ethanol and ether. Slightly soluble in water.

Applications

Thiazole is used as a flavoring agent and in the preparation of dyes and rubber accelerators. It serves as a component of the vitamin thiamine (B1). It acts as a protected formyl group used in natural product synthesis. It reacts with alkyl lithium and Grignard’s reagent to prepare organometallic complexes. It is involved in the electrophilic aromatic substitution and nucleophilic aromatic substitution at C-5 and C-2 positions respectively. Further, it undergoes alkylation reaction to get thiazolium cation, which is used as a catalyst in the Stetter reaction and the Benzoin condensation. In addition to this, it is involved in the preparation of alagebrium.

Notes

Air and light sensitive. Incompatible with acids, acid chlorides, acid anhydrides, strong oxidizing agents and carbon dioxide.

Literature References

For an example of 2-lithiation, see: J. Med. Chem., 37, 3492 (1994). For other uses of 2-lithiothiazole, see 2-Bromothiazole, A14838.

Li, F.; Meng, F.; Wang, Y.; Zhu, C.; Cheng, Y. Polymer-based fluorescence sensor incorporating thiazole moiety for direct and visual detection of Hg2+ and Ag+. Tetrahedron 2015, 71 (11), 1700-1704.

Mallia, C. J.; Englert, L.; Walter, G. C.; Baxendale, I. R. Thiazole formation through a modified Gewald reaction. Beilstein J. Org. Chem. 2015, 11, 875-883.

GHS Hazard and Precautionary Statements

Hazard Statements: H225-H302-H319

Highly flammable liquid and vapour. Harmful if swallowed. Causes serious eye irritation.

Precautionary Statements: P210-P261-P280f-P305+P351+P338

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective clothing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

Other References

Merck
14,9307
Beilstein
103852
Hazard Class
3
Packing Group
II
Harmonized Tariff Code
2934.10
TSCA
Yes
RTECS
XJ1290000

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