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626-05-1 - 2,6-Dibromopyridine, 98% - A15397 - Alfa Aesar

A15397 2,6-Dibromopyridine, 98%

CAS Number
626-05-1
Synonyms

Size Price ($) Quantity Availability
25g 46.66
100g 160.68
500g 523.20
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2,6-Dibromopyridine, 98%

MDL
MFCD00006223
EINECS
210-926-9

Chemical Properties

Formula
C5H3Br2N
Formula Weight
236.90
Melting point
117-120°
Boiling Point
255°
Flash Point
213°(415°F)
Solubility
Soluble in hot methanol. Insoluble in water.

Applications

2,6-Dibromopyridine is used as a tridentate chelating ligand and in the formation of macrocycles containing the terpyridine moiety. It is also used to produce 6-bromo-2-methoxypyridine.

Notes

Incompatible with oxidizing agents. Store in a cool place.

Literature References

Treatment with 4 moles of n-BuLi in ether at -60o, followed by reaction with PCl3 at -40o, provides a useful one-pot synthesis of 6,6"-dibromo-2,2':6',2"-terpyridine, which has applications as a tridentate chelating ligand and in the formation of macrocycles containing the terpyridine moiety: Synthesis, 939 (1995).

/n

Carroll, J.; Gagnier, J. P.; Garner, A. W.; Moots, J. G.; Pike, R. D.; Li, Y.; Huo, S. Reaction of N-Isopropyl-N-phenyl-2,2'-bipyridin-6-amine with K2PtCl4: Selective C-H Bond Activation, C-N Bond Cleavage, and Selective Acylation. Organometallics 2013, 32 (17), 4828-4836.

Prajapati, D.; Schulzke, C.; Kindermann, M. K.; Kapdi, A. R. Selective palladium-catalysed arylation of 2,6-dibromopyridine using N-heterocyclic carbene ligands. RSC Adv. 2015, 5 (65), 53073-53085.

Marcinkowski, D.; Monika Wałęsa-Chorab, M.; Kubicki, M.; Hoffmann, M.; Kądziołka, G.; Michalkiewicz, B.; Patroniak, V. A new 2,6-di(anthracen-9-yl)pyridine ligand and its complexes with Ag(I) ions: Synthesis, structure and photocatalytic activity. Polyhedron 2015, 90, 91-98.

GHS Hazard and Precautionary Statements

Hazard Statements: H300-H312-H332-H315-H319-H402-H412

Fatal if swallowed. Harmful in contact with skin. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation. Harmful to aquatic life. Harmful to aquatic life with long lasting effects.

Precautionary Statements: P261-P273-P280-P301+P310-P305+P351+P338-P304+P340-P362-P312-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Avoid release to the environment. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Other References

Beilstein
108922
Hazard Class
6.1
Packing Group
II
Harmonized Tariff Code
2933.39
TSCA
No
RTECS
US7883000

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