499005
5-Methyl-2-pyridylzinc bromide solution
0.5 M in THF
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About This Item
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concentration
0.5 M in THF
density
0.959 g/mL at 25 °C
storage temp.
2-8°C
SMILES string
Cc1ccc([Zn]Br)nc1
InChI
1S/C6H6N.BrH.Zn/c1-6-3-2-4-7-5-6;;/h2-3,5H,1H3;1H;/q;;+1/p-1
InChI key
ZWOPKPFXOHYOBO-UHFFFAOYSA-M
Application
5-Methyl-2-pyridylzinc bromide can be used as a substrate:
- In the Pd-catalyzed C-C bond-forming reactions with 3-iodothiophene.
- In the Pd-catalyzed synthesis of 5-heteroaryl- and 5-aryl-2-furaldehydes by reacting with 5-bromo-2-furaldehyde.
Legal Information
Product of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Rieke is a registered trademark of Rieke Metals, Inc.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Carc. 2 - Eye Dam. 1 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Supplementary Hazards
Storage Class Code
4.3 - Hazardous materials which set free flammable gases upon contact with water
WGK
WGK 3
Flash Point(F)
1.4 °F - closed cup
Flash Point(C)
-17.0 °C - closed cup
Regulatory Information
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2-Pyridyl and 3-pyridylzinc bromides: direct preparation and coupling reaction
Tetrahedron, 66(17), 3135-3146 (2010)
The Journal of organic chemistry, 78(5), 1984-1993 (2012-10-19)
Facile synthetic routes for the preparation of a wide range of 5-substituted 2-furaldehydes have been revealed. They were accomplished through either Pd-catalyzed cross-coupling reaction of various aryl- and heteroarylzinc halides with 5-bromo-2-furaldehyde or utilization of a new organozinc reagent, 5-(1,3-dioxolan-2-yl)-2-furanylzinc
A convenient synthesis of 5-aryl-and 5-heteroaryl-2-furaldehydes by the cross-coupling reaction of organozincs
Tetrahedron Letters, 51(19), 2657-2659 (2010)
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