B80100
2-Bromopyridine
99%
Synonym(s):
β-Bromopyridine, 2-Pyridyl bromide, Pyridin-2-yl bromide, o-Bromopyridine
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About This Item
Empirical Formula (Hill Notation):
C5H4BrN
CAS Number:
Molecular Weight:
158.00
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
203-641-6
Beilstein/REAXYS Number:
105789
MDL number:
Assay:
99%
Form:
liquid
Quality Level
assay
99%
form
liquid
refractive index
n20/D 1.572 (lit.)
bp
192-194 °C (lit.)
density
1.657 g/mL at 25 °C (lit.)
SMILES string
Brc1ccccn1
InChI
1S/C5H4BrN/c6-5-3-1-2-4-7-5/h1-4H
InChI key
IMRWILPUOVGIMU-UHFFFAOYSA-N
General description
2-Bromopyridine is an organic compound that is widely used as a building block in organic synthesis. It is also used as intermediate for the synthesis of Pyridine derivatives.
Application
2-Bromopyridine can be used as:
- A building block in the formation of C−N bond by various cross coupling reactions.
- A reactant in Negishi cross-coupling reaction with aryl halides catalyzed by palladium.
- A reactant in the synthesis of 2′-pyridyldifluoroacetate with ethyl bromodifluoroacetate in presence of copper as a catalyst.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 2 Dermal - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
wgk
WGK 3
flash_point_f
195.1 °F - closed cup
flash_point_c
90.6 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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Nicolas Großmann et al.
Dalton transactions (Cambridge, England : 2003), 45(45), 18365-18376 (2016-11-05)
Recently, research has revealed that molecules can be used to steer the local spin properties of ferromagnetic surfaces. One possibility to manipulate ferromagnetic-metal-molecule interfaces in a controlled way is to synthesize specific, non-magnetic molecules to obtain a desired interaction with
Synthesis of 2, 2?-Bipyridines: Versatile Building Blocks for Sexy Architectures and Functional Nanomaterials
GR Newkome, et al.
European Journal of Organic Chemistry, 2004, 235-254 (2004)
Amino acid promoted CuI-catalyzed C-N bond formation between aryl halides and amines or N-containing heterocycles.
Zhang H, et al.
The Journal of Organic Chemistry, 70(13), 5164-5173 (2005)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| B80100-500G | 04061833442364 |
| B80100-25G | 04061833442357 |
| B80100-100G | 04061833442340 |