498181
2-Chloro-5-iodopyridine
97%
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2 G
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About This Item
Empirical Formula (Hill Notation):
C5H3ClIN
CAS Number:
Molecular Weight:
239.44
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
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assay
97%
InChI
1S/C5H3ClIN/c6-5-2-1-4(7)3-8-5/h1-3H
SMILES string
Clc1ccc(I)cn1
InChI key
QWLGCWXSNYKKDO-UHFFFAOYSA-N
mp
95-98 °C (lit.)
functional group
chloro, iodo
Quality Level
Related Categories
1 of 4
This Item | 366137 | 558761 | 559989 |
|---|---|---|---|
| assay 97% | assay 98% | assay 98% | assay 97% |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| mp 95-98 °C (lit.) | mp 32-34 °C (lit.) | mp - | mp - |
| functional group chloro | functional group chloro, fluoro | functional group iodo | functional group chloro, fluoro |
Application
2-Chloro-5-iodopyridine may be used as a reagent in the multi-step synthesis of (±)-epibatidine.[1]
It may be used in the synthesis of:
It may be used in the synthesis of:
- 2-Chloro-5-phenylpyridine via Suzuki coupling reaction with phenylboronic acid dimethyl ester.[2]
- 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.[3]
- Substituted diaryliodonium salts.[4]
- 3-Exo-5′-(2′-Chloropyridinyl)-8-(ethoxycarbonyl)-8-azabicyclo[3.2.1]octane.[5]
General description
2-Chloro-5-iodopyridine is a halo-substituted pyridine.
signalword
Warning
hcodes
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
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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)
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)
A short and efficient total synthesis of (?)-epibatidine.
A short and efficient total synthesis of (?)-epibatidine.
A short and efficient total synthesis of (?)-epibatidine.
Zhang C and Trudell ML.
The Journal of Organic Chemistry, 61(20), 7189-7191 (1996)
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)
Synthesis of 5-Substituted 2,2'-Bipyridines from Substituted 2-Chloropyridines by a Modified Negishi Cross-Coupling Reaction.
Lutzen A and Hapke M.
European Journal of Organic Chemistry, 2002(14), 2292-2297 (2002)
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