2-Iodopyridine

2-Iodopyridine Basic information
Product Name:2-Iodopyridine
Synonyms:2-Iodopyridine(stabilizedwithCopperchip);2-lodopyridine;2-IODOPYRIDINE, 95+%;2-IODOPYRIDINE;2-Pyridyl iodide;2-Iodopyridine ;2-Iodopyridine (stabilized with Na2S2O3);2-Iodopyridine 98%
CAS:5029-67-4
MF:C5H4IN
MW:205
EINECS:
Product Categories:Heterocycle-Pyridine series;Halides;Pyridines;Pyridine;Halopyridines;Iodopyridines;C5Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
Mol File:5029-67-4.mol
2-Iodopyridine Structure
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
pkapK1:1.82(+1) (25°C)
color Pale yellow
Water Solubility Slightly soluble in water.
Sensitive Light Sensitive
InChIKeyCCZWSTFVHJPCEM-UHFFFAOYSA-N
CAS DataBase Reference5029-67-4(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 Information
ProviderLanguage
2-Iodopyridine English
SigmaAldrich English
2-Iodopyridine Usage And Synthesis
Chemical PropertiesLight yellow liquid
Uses2-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.
Uses2-Iodopyridine is a reagent used in the preparation of human NAD+-dependent 15-hydroxyprostaglandin dehydrogenase inhibitors.
Reactions2-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.
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 Description2-Iodopyridine can be synthesized from 2-chloropyridine or 2-bromopyridine via treatment with iodotrimethylsilane.
Sulfasalazine 2-IODO-3-PYRIDINYL N-ETHYLCARBAMATE 2-IODO-3-PYRIDINYL N-PHENYLCARBAMATE 2-IODO-3-PYRIDINYL BENZENECARBOXYLATE 2-Iodopyridine 2-IODO-3-PYRIDINYL N-(4-NITROPHENYL)CARBAMATE 4-Methylpyridine 2,5-Diiodopyridine 2-IODOQUINOLINE 2-IODO-3-PYRIDINYL 3-(TRIFLUOROMETHYL)BENZENECARBOXYLATE Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 3-Aminopyridine 3-Hydroxy-2-iodo-6-methylpyridine 2-IODOQUINOLINE METHYL IODIDE 2-IODO-3-PYRIDINYL 4-METHOXYBENZENECARBOXYLATE 2,6-DIIODOPYRIDIN-3-YLAMINE Pyridine 1-IODOISOQUINOLINE

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