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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 53.30
100g 158.00
500g 641.00
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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

Fatal if swallowed. Harmful in contact with skin. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation.

Precautionary Statements: P261-P280-P301+P310a-P305+P351+P338-P304+P340-P312a-P321-P332+P313-P405-P501a

Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: 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. Specific treatment (see label). If skin irritation occurs: Get medical advice/attention. 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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