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About This Item
Empirical Formula (Hill Notation):
C5H5BrS
CAS Number:
Molecular Weight:
177.06
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
95%
refractive index
n20/D 1.572 (lit.)
bp
173-176 °C (lit.)
density
1.572 g/mL at 25 °C (lit.)
functional group
bromo
storage temp.
2-8°C
SMILES string
Cc1ccsc1Br
InChI
1S/C5H5BrS/c1-4-2-3-7-5(4)6/h2-3H,1H3
InChI key
YYJBWYBULYUKMR-UHFFFAOYSA-N
General description
2-Bromo-3-methylthiophene is formed (approx. 90%) by bromination of 3-methyl thiophene with N-bromosuccinimide in the absence of benzoyl peroxide.
Application
2-Bromo-3-methylthiophene was used in the preparation of poly(3,3′′′-dimethyl-(2,2′:5′,2′:5′,2′′′)tetrathiophene)). It was also used in the preparation of 2-bromo-3-(bromomethyl)thiophene, lachrymatory compound.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Eye Dam. 1
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk_germany
WGK 3
flash_point_f
154.4 °F - closed cup
flash_point_c
68 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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The Effect of Benzoyl Peroxide on the Bromination of Methylthiophenes by N-Bromosuccinimide
Dittmer K, et al.
Journal of the American Chemical Society, 71(4), 1201-1204 (1949)
Regioregular poly (thiophene-3-alkanoic acid) s: water soluble conducting polymers suitable for chromatic chemosensing in solution and solid state.
Ewbank PC, et al.
Tetrahedron, 60(49), 11269-11275 (2004)
Structural studies of poly (dimethyl-tetrathiophene, an intermediate between poly (thiophene) and poly (3-methylthiophene).
Fell HJ, et al.
Synthetic Metals, 55(1), 420-425 (1993)
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