Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

160474

Sigma-Aldrich

2-Bromothiazole

98%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C3H2BrNS
CAS Number:
Molecular Weight:
164.02
Beilstein/REAXYS Number:
105724
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

SMILES string

Brc1nccs1

InChI

1S/C3H2BrNS/c4-3-5-1-2-6-3/h1-2H

InChI key

RXNZFHIEDZEUQM-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

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

10 - Combustible liquids

wgk_germany

WGK 3

flash_point_f

152.6 °F - closed cup

flash_point_c

67 °C - closed cup

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Tetrahedron Letters, 48, 4831-4831 (2007)
Synlett, 555-555 (2007)
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
Synthesis of camalexin and related phytoalexins.
Ayer WA, et al.
Tetrahedron, 48(14), 2919-2924 (1992)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service