Substance
ID:717335
Names and Identifiers
IUPAC name
2-bromo-1,3-thiazole
IUPAC Traditional name
thiazole, 2-bromo-
Synonyms
2-Bromothiazole2-溴噻唑
Registration numbers
CAS Number
MDL Number
Beilstein Number
EC Number
Properties
Safety Information
GHS Precautionary statements
P210-P305+P351+P338-P302+P352-P321-P405-P501A
TSCA Listed
是
Safety Statements
26-37
GHS Hazard statements
H315-H319-H335-H227
European Hazard Symbols
Irritant (Xi)Risk Statements
36/37/38
GHS Pictograms
Acute toxicity (oral, dermal, inhalation), category 4
Skin irritation, category 2
Eye irritation, category 2
Skin sensitisation, category 1
Specific Target Organ Toxicity – Single exposure, category 3
Product Information
Purity
99%
Physical Property
Boiling Point
171°C
Density
1.836
Flash Point
63°C(145°F)
Refractive Index
1.5930
Molecule Details
No Data Available
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Molecular Spectra
No Data Available
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References
• 2-Lithiothiazole can be obtained by direct lithiation of thiazole or, more conveniently, by exchange with 2-bromothiazole using n-BuLi: J. Org. Chem., 53, 1748 (1988). It behaves as a valuable formyl anion equivalent, and as such has been applied, mainly by Dondoni's group, in the syntheses of a variety of products; see, e.g.: Tetrahedron Lett., 34, 7319, 7323, 7327 (1993). See also 2-(Trimethylsilyl)thiazole, B21903. Reaction of 2-lithiothiazole with nitrones gives ɑ-aminoaldehydes: Tetrahedron Lett., 33, 4221 (1992); stereocontrolled addition to C-galacto-pyranosylnitrone has been used in syntheses of destomic acid, a component of the antibiotics destomycin and hygromycin, and of lincosamine, the sugar component of the anticancer antibiotic lincomycin: Synlett, 78 (1993). For applications of 2-lithiothiazole in the synthesis of the aza-sugar (+)-galactostsin, see: J. Org. Chem., 60, 4749 (1995). The Thiazole Aldehyde Synthesis has been reviewed by Dondoni: Synthesis, 1681 (1998).