160474
2-Bromothiazole
98%
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About This Item
Empirical Formula (Hill Notation):
C3H2BrNS
CAS Number:
Molecular Weight:
164.02
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
221-229-4
Beilstein/REAXYS Number:
105724
MDL number:
Assay:
98%
Form:
liquid
InChI key
RXNZFHIEDZEUQM-UHFFFAOYSA-N
InChI
1S/C3H2BrNS/c4-3-5-1-2-6-3/h1-2H
SMILES string
Brc1nccs1
assay
98%
form
liquid
refractive index
n20/D 1.593 (lit.)
bp
171 °C (lit.)
density
1.82 g/mL at 25 °C (lit.)
functional group
bromo
storage temp.
2-8°C
Quality Level
Application
2-Bromothiazole was used to N-arylate 5- and 7-azaindoles. 2-Bromothiazole was also used as starting reagent in the synthesis of:
- 2-cyanothiazole via cpper-catalyzed cyanation
- 2,4,5-trisubstituted thiazoles
- novel electron-deficient fused pyrrolo[3,2-d:4,5-d′]bisthiazole
- 3-(2′-thiazoyl)indoles
Storage Class
12 - Non Combustible Liquids
wgk
WGK 3
flash_point_f
closed cup - does not flash
flash_point_c
closed cup - does not flash
ppe
Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
Regulatory Information
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Synthesis of camalexin and related phytoalexins.
Ayer WA, et al.
Tetrahedron, 48(14), 2919-2924 (1992)
Mohammed Al-Hashimi et al.
Organic letters, 12(23), 5478-5481 (2010-11-12)
The synthesis of a novel electron-deficient fused pyrrolo[3,2-d:4,5-d']bisthiazole is reported from 2-bromothiazole. This was copolymerized with thiophene, selenophene, thienothiophene, and bithiophene by microwave-assisted Stille polycondensation. The resulting polymers exhibited small optical band gaps combined with low-lying HOMO energy levels and
Tetrahedron Letters, 48, 4831-4831 (2007)
Synlett, 555-555 (2007)
Cora Dunst et al.
The Journal of organic chemistry, 76(16), 6972-6978 (2011-07-09)
A general method for the synthesis of 2,4,5-trisubstituted thiazoles has been developed. Starting from commercially available 2-bromothiazole, successive metalations using TMPMgCl·LiCl or TMP(2)Zn·2MgCl(2)·2LiCl lead to the corresponding magnesated or zincated thiazoles which readily react with various electrophiles providing highly functionalized
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