2-Iodopyridine Chemical Properties

Melting point:

118-120℃

Boiling point:

52 °C (lit.)

Density 

1.928 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.6320(lit.)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

Solid

pka

pK1:1.82(＋1) (25°C)

color 

Pale yellow

Water Solubility 

Slightly soluble in water.

Sensitive 

Light Sensitive

InChIKey

CCZWSTFVHJPCEM-UHFFFAOYSA-N

CAS DataBase Reference

5029-67-4(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29333990

MSDS

• Language:English Provider:2-Iodopyridine
• Language:English Provider:SigmaAldrich

2-Iodopyridine Usage And Synthesis

Chemical Properties

Light yellow liquid

Uses

2-Iodopyridine can be synthesized from 2-chloropyridine or 2-bromopyridine via treatment with iodotrimethylsilane.
2-Iodopyridine is a halogenated building block. It is a reagent used in the preparation of human NAD+-dependent 15-hydroxyprostaglandin dehydrogenase inhibitors.

Uses

2-Iodopyridine is a reagent used in the preparation of human NAD+-dependent 15-hydroxyprostaglandin dehydrogenase inhibitors.

Reactions

2-Iodopyridine and 3-alkoxy-2-iodopyridines are oxidized by DMDO to give PyIO2 , which serve as oxidants for alcohols and sulfides.
In palladium-catalyzed aminocarbonylation of 2-iodopyridine, 3-iodopyridine and iodopyrazine were coupled with CO and various primary and secondary amines. The biologically relevant N-substituted nicotinamides and 3-pyridyl-glyoxylamides were obtained from 3-iodopyridine as a result of simple and double carbon monoxide insertions, respectively. The chemoselectivity towards the ketoamide can be increased by the elevation of CO pressure. On the other hand, N-alkyl and N-aryl-carboxamides were obtained exclusively from CO pressure of 1 to 90 bar by using 2-iodopyridine and iodopyrazine.

Pd-catalyzed aminocarbonylation of 2-iodopyridine and 3-iodopyridine with primary and secondary amines.

Synthesis Reference(s)

Tetrahedron Letters, 31, p. 6757, 1990 DOI: 10.1016/S0040-4039(00)97163-6

General Description

2-Iodopyridine can be synthesized from 2-chloropyridine or 2-bromopyridine via treatment with iodotrimethylsilane.

2-Iodopyridine(5029-67-4)Related Product Information

• Sulfasalazine
• 4-Methylpyridine
• 3-Aminopyridine
• Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
• Pyridine
• Chromium picolinate
• 2-Chloro-3-cyanopyridine
• 2,5-Diiodopyridine
• 2-IODOQUINOLINE
• 5-BROMO-2-IODOPYRIDINE 97%,5-bromo-2-iodopyridine 97% 5g
• 4-IODO-PYRIDIN-3-OL
• 2-IODO-3-METHOXYPYRIDINE
• 3-CHLORO-4-IODOPYRIDINE
• 5-AMINO-2-IODOPYRIDINE 99%
• 2-BOC-AMINO-5-IODOPYRIDINE
• 2-Fluoro-5-iodopyridine
• 3-Hydroxy-2-iodo-6-methylpyridine
• 1-IODOISOQUINOLINE