544531
2-Bromo-5-nitrothiophene
97%
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About This Item
Fórmula empírica (notación de Hill):
C4H2BrNO2S
Número de CAS:
Peso molecular:
208.03
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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assay
97%
mp
44-48 °C (lit.)
SMILES string
[O-][N+](=O)c1ccc(Br)s1
InChI
1S/C4H2BrNO2S/c5-3-1-2-4(9-3)6(7)8/h1-2H
InChI key
ZPNFMDYBAQDFDY-UHFFFAOYSA-N
General description
2-Bromo-5-nitrothiophene is a heteroaryl halide that can be prepared from thiophene by bromination followed by nitration. It participates in the synthesis of oligothiophene precursors for generating (porphinato)zinc(II)-based chromophores.
Application
2-Bromo-5-nitrothiophene may be used in the preparation of:
- 3-bromo-4-(5-nitro-2-thienyl)-6-ethoxypyridine
- 5-chloro-2-methoxy-4-(5-nitrothien-2-yl)-pyridine
- 5-(5-nitrothien-2-yl)pyrimidine
- 2-methoxy-5-(5-nitrothien-2-yl)pyrimidine
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Design, synthesis, linear, and nonlinear optical properties of conjugated (porphinato) zinc (II)-based donor-acceptor chromophores featuring nitrothiophenyl and nitrooligothiophenyl electron-accepting moieties.
Zhang TG, et al.
Journal of the American Chemical Society, 127(27), 9710-9720 (2005)
Oligo (2,5?thienyleneethynylene) s with Terminal Donor?Acceptor Substitution.
Meier H, et al.
European Journal of Organic Chemistry, 2006(2), 405-413 (2006)
New Shelf-stable halo-and alkoxy-substituted Pyridylboronic acids and their Suzuki cross-coupling reactions to yield heteroarylpyridines.
Parry PR, et al.
Synthesis, 2003(07), 1035-1038 (2003)
5-Pyrimidylboronic acid and 2-methoxy-5-pyrimidylboronic acid: new heteroarylpyrimidine derivatives via Suzuki cross-coupling reactions.
Saygili N, et al.
Organic & Biomolecular Chemistry, 2(6), 852-857 (2004)
Functionalized pyridylboronic acids and their Suzuki cross-coupling reactions to yield novel heteroarylpyridines
Parry PR, et al.
The Journal of Organic Chemistry, 67(21), 7541-7543 (2002)
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