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498181

2-Chloro-5-iodopyridine

97%

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About This Item

Empirical Formula (Hill Notation):
C5H3ClIN
CAS Number:
69045-79-0
Molecular Weight:
239.44
NACRES:
NA.22
PubChem Substance ID:
24873177
UNSPSC Code:
12352100
MDL number:
MFCD01863635
Assay:
97%
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Quality Level

100

assay

97%

mp

95-98 °C (lit.)

functional group

chloro, iodo

SMILES string

Clc1ccc(I)cn1

InChI

1S/C5H3ClIN/c6-5-2-1-4(7)3-8-5/h1-3H

InChI key

QWLGCWXSNYKKDO-UHFFFAOYSA-N

General description

2-Chloro-5-iodopyridine is a halo-substituted pyridine.

Application

2-Chloro-5-iodopyridine may be used as a reagent in the multi-step synthesis of (±)-epibatidine.
It may be used in the synthesis of:
  • 2-Chloro-5-phenylpyridine via Suzuki coupling reaction with phenylboronic acid dimethyl ester.
  • Exo-5- and exo-6- (6′-chloro-3′-pyridyl)-2-azabicyclo[2.2.1]heptanes via Heck coupling reaction with N-protected 2-azabicyclo[2.2.1]hept-5-enes.
  • Substituted diaryliodonium salts.
  • 3-Exo-5′-(2′-Chloropyridinyl)-8-(ethoxycarbonyl)-8-azabicyclo[3.2.1]octane.

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

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
08828BH
02312BH
06211AE
07227TD
10910MA

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High-yielding one-pot synthesis of diaryliodonium triflates from arenes and iodine or aryl iodides.
Bielawski M and Olofsson B
Chemical Communications (Cambridge, England), 24, 2521-2523 (2007)
Syntheses of new open-ring and homo-epibatidine analogues from tropinone.
Olivo HF, et al.
The Journal of Organic Chemistry, 64(13), 4966-4968 (1999)
Synthesis of epibatidine isomers: Reductive Heck coupling of 2-azabicyclo [2.2.1] hept-5-ene derivatives.
Cox CD and Malpass JR
Tetrahedron, 55(40), 11879-11888 (1999)
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Global Trade Item Number

SKUGTIN
498181-2G04061832249315