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Cas Database |
| Name |
2-Chloro-6-iodopyridine |
EINECS | 145-896-5 |
| CAS No. | 258506-66-0 | Density | 2.052 g/cm3 |
| PSA | 12.89000 | LogP | 2.33960 |
| Solubility | N/A | Melting Point |
42-43 °C(lit.) |
| Formula | C5H3ClIN | Boiling Point | 255.513 °C at 760 mmHg |
| Molecular Weight | 239.443 | Flash Point | 108.331 °C |
| Transport Information | N/A | Appearance | N/A |
| Safety | 26-36/37/39 | Risk Codes | 22-41-43 |
| Molecular Structure |
|
Hazard Symbols |
 Xi;  Xn
|
| Synonyms |
2-Chloro-iodopyridine; |
Article Data | 7 |
2-Chloro-6-iodopyridine Synthetic route
- 109-09-1
2-chloropyridine
- 258506-66-0
2-chloro-5-iodo-pyridine
| Conditions | Yield |
|---|---|
| With n-butyllithium; 2-(N,N-dimethylamino)ethanol; iodine at -78℃; | 91% |
| Stage #1: 2-chloropyridine With n-butyllithium; BuLi-LiDMAE In hexane at -78℃; for 1h; Metallation; Stage #2: With iodine In tetrahydrofuran at -78 - 0℃; for 1h; Condensation; | 80% |
| With n-butyllithium; iodine; lithium 2-(dimethylamino)ethanolate | 80% |
- 5140-72-7
2-bromo-6-chloro-pyridine
- 258506-66-0
2-chloro-5-iodo-pyridine
| Conditions | Yield |
|---|---|
| Stage #1: 2-bromo-6-chloro-pyridine With n-butyllithium In diethyl ether; hexane at -75℃; for 0.75h; Stage #2: With iodine In tetrahydrofuran; diethyl ether; hexane at -75℃; for 0.75h; | 84% |
| Stage #1: 2-bromo-6-chloro-pyridine With n-butyllithium In diethyl ether at -78℃; for 1h; Inert atmosphere; Schlenk technique; Stage #2: With iodine at 20℃; for 12h; Inert atmosphere; Schlenk technique; | 80% |
- 109-09-1
2-chloropyridine
A
- 153034-86-7
2-chloro-4-iodopyridine
C
- 78607-36-0
2-chloro-3-iodopyridine
D
- 258506-66-0
2-chloro-5-iodo-pyridine
| Conditions | Yield |
|---|---|
| Stage #1: 2-chloropyridine With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; ZnCl2-N,N,N’,N’-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran Inert atmosphere; regioselective reaction; | A 9 %Spectr. B 15% C 43 %Spectr. D 30% |
- 109-09-1
2-chloropyridine
A
- 153034-86-7
2-chloro-4-iodopyridine
B
- 116195-81-4
2,5-di-iodopyridine
D
- 78607-36-0
2-chloro-3-iodopyridine
E
- 258506-66-0
2-chloro-5-iodo-pyridine
| Conditions | Yield |
|---|---|
| Stage #1: 2-chloropyridine With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; ZnCl2-N,N,N’,N’-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran Inert atmosphere; regioselective reaction; | A 6 %Spectr. B 4% C 3% D 41 %Spectr. E 10% |
| Conditions | Yield |
|---|---|
| With hydrogen iodide; sodium iodide at 100℃; for 14h; Substitution; Title compound not separated from byproducts; |
- 626-05-1
2,6-Dibromopyridine
- 258506-66-0
2-chloro-5-iodo-pyridine
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: iPrMgCl / tetrahydrofuran / 2 h / 0 - 25 °C 1.2: 73 percent / CF2ClCFCl2 / tetrahydrofuran / 1.75 h / 0 - 25 °C 2.1: nBuLi / diethyl ether; hexane / 0.75 h / -75 °C 2.2: 84 percent / I2 / hexane; diethyl ether; tetrahydrofuran / 0.75 h / -75 °C View Scheme | |
| Multi-step reaction with 2 steps 1.1: n-butyllithium / diethyl ether / 1 h / -78 °C / Inert atmosphere; Schlenk technique 1.2: 12 h / 20 °C / Inert atmosphere; Schlenk technique 2.1: n-butyllithium / diethyl ether / 1 h / -78 °C / Inert atmosphere; Schlenk technique 2.2: 12 h / 20 °C / Inert atmosphere; Schlenk technique View Scheme |
| Conditions | Yield |
|---|---|
| With nickel(II) bromide dimethoxyethane; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; tris(2,2′-bipyridyl)dichlororuthenium(II) hexahydrate; bathophenanthroline; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 27℃; for 20h; Irradiation; | 98% |
- 18412-57-2
p-tolyltriethoxysilane
- 258506-66-0
2-chloro-5-iodo-pyridine
A
- 864913-65-5
2-chloro-6-(4-methylphenyl)pyridine
B
- 53344-72-2
6,6'-dichloro-2,2'-bipyridine
| Conditions | Yield |
|---|---|
| With copper(l) iodide; cesium fluoride In N,N-dimethyl-formamide at 120℃; for 12h; Hiyama Coupling; Inert atmosphere; | A 70% B n/a |
| Conditions | Yield |
|---|---|
| Stage #1: 1,2-propanediene; 2-chloro-5-iodo-pyridine With trifuran-2-yl-phosphane; Fmoc-deprotected Rink Amide MBHA resin; potassium carbonate; tris-(dibenzylideneacetone)dipalladium(0) In N,N-dimethyl-formamide at 80℃; for 24h; Stage #2: benzoyl chloride With triethylamine In dichloromethane at 0 - 20℃; for 24h; Stage #3: With trifluoroacetic acid In dichloromethane at 20℃; for 0.333333h; | 68% |
| Conditions | Yield |
|---|---|
| Stage #1: N-Boc-indole-2-boronic acid; 2-chloro-5-iodo-pyridine With sodium carbonate; bis(triphenylphosphine)palladium(II)-chloride In 1,2-dimethoxyethane; water Suzuki cross-coupling reaction; Heating; Stage #2: With silica gel In dichloromethane at 80℃; Further stages.; | 66% |
2-Chloro-6-iodopyridine Specification
The 2-Chloro-6-iodopyridine with its cas register number is 258506-66-0. It also can be called as Pyridine,2-chloro-6-iodo- and the IUPAC Name about this chemical is 2-chloro-6-iodopyridine. It belongs to the following product categories, such as compounds of pyridine, Halides, Pyridines and so on.
Physical properties about 2-Chloro-6-iodopyridine are: (1)ACD/LogP: 1.97; (2)ACD/LogD (pH 5.5): 1.97; (3)ACD/LogD (pH 7.4): 1.97; (4)ACD/BCF (pH 5.5): 18.62; (5)ACD/BCF (pH 7.4): 18.62; (6)ACD/KOC (pH 5.5): 282.24; (7)ACD/KOC (pH 7.4): 282.24; (8)#H bond acceptors: 1; (9)Polar Surface Area: 12.89Å2; (10)Index of Refraction: 1.642; (11)Molar Refractivity: 42.14 cm3; (12)Molar Volume: 116.6 cm3; (13)Polarizability: 16.7x10-24cm3; (14)Surface Tension: 51.7 dyne/cm; (15)Enthalpy of Vaporization: 47.31 kJ/mol; (16)Vapour Pressure: 0.026 mmHg at 25°C.
When you are using this chemical, please be cautious about it as the following:
This chemical is harmful if swallowed and it may cause sensitization by skin contact, it has risk of serious damage to the eyes. When you are using it, wear protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=NC(=C1)I)Cl
(2)InChI: InChI=1S/C5H3ClIN/c6-4-2-1-3-5(7)8-4/h1-3H
(3)InChIKey: LSAOLINSZGYDOV-UHFFFAOYSA-N
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