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539368

3-Iodopyridine

98%

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About This Item

Empirical Formula (Hill Notation):
C5H4IN
CAS Number:
1120-90-7
Molecular Weight:
205.00
NACRES:
NA.22
PubChem Substance ID:
24878392
UNSPSC Code:
12352100
EC Number:
214-322-6
MDL number:
MFCD00023553
Assay:
98%
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Quality Level

100

assay

98%

mp

53-56 °C (lit.)

functional group

iodo

SMILES string

Ic1cccnc1

InChI

1S/C5H4IN/c6-5-2-1-3-7-4-5/h1-4H

InChI key

XDELKSRGBLWMBA-UHFFFAOYSA-N

General description

3-Iodopyridine is a heteroaryl halide. It undergoes microwave-assisted coupling with heterocyclic compounds (pyrazole, imidazole, pyrrole and indole) to afford the corresponding N-3-pyridinyl-substituted heterocyclic compounds.

Application

3-Iodopyridine may be used to synthesize following pyridine alkaloids:
  • theonelladins C
  • theonelladins D
  • niphatesine C
  • xestamine D

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

224.1 °F - closed cup

flash_point_c

106.7 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1537
BCBV5968
MKBP1429V
MKBB4895V
MKBH9891V

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Microwave-assisted solvent-and ligand-free copper-catalysed cross-coupling between halopyridines and nitrogen nucleophiles.
Ernst, R. F.
Green Chemistry, 13(1), 42-45 (2011)
Alina K Feldman et al.
Organic letters, 6(22), 3897-3899 (2004-10-22)
[reaction: see text] 1,4-Disubstituted 1,2,3-triazoles are obtained in excellent yields by a convenient one-pot procedure from a variety of readily available aromatic and aliphatic halides without isolation of potentially unstable organic azide intermediates.
Synthesis of pyridine alkaloids via Pd-catalyzed coupling of 3-iodopyridine, 1, ?-dienes and nitrogen nucleophiles.
Larock RC and Wang Y.
Tetrahedron Letters, 43(1), 21-23 (2002)
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Global Trade Item Number

SKUGTIN
539368-5G04061832566627
539368-1G04061832566610