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| CAS No.: | 2402-78-0 | |||
|---|---|---|---|---|
| Name: | 2,6-Dichloropyridine | |||
| Article Data: | 34 | |||
| Molecular Structure: | ||||
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|
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| Formula: | C5H3Cl2N | |||
| Molecular Weight: | 147.992 | |||
| Synonyms: | Pyridine, 2,6-dichloro-; | |||
| EINECS: | 219-282-3 | |||
| Density: | 1.388 g/cm3 | |||
| Melting Point: | 83-86 °C(lit.) | |||
| Boiling Point: | 206 °C at 760 mmHg | |||
| Flash Point: | 97.5 °C | |||
| Solubility: | methanol: 50 mg/mL, clear | |||
| Appearance: | White to light yellow solid | |||
| Hazard Symbols: |
 T, Xn
|
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| Risk Codes: | 25-36/37/38-22-23/24/25 | |||
| Safety: | 36/37/39-45-37/39-26-36 | |||
| Transport Information: | UN 2811 6.1/PG 2 | |||
| PSA: | 12.89000 | |||
| LogP: | 2.38840 | |||
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| Conditions | Yield |
|---|---|
| With chlorine at 100 - 150℃; Temperature; UV-irradiation; Large scale; | 94.05% |
| Stage #1: 2-chloropyridine With n-butyllithium; BuLi-LiDMAE In hexane at -78℃; for 1h; Metallation; Stage #2: With hexachloroethane In tetrahydrofuran at -78 - 0℃; for 1h; Condensation; | 74% |
| Multi-step reaction with 2 steps 1: 83 percent / LiBF4, 20 percentF2/N2 / acetonitrile / -40 °C 2: 1 percent Chromat. / Et3N / 0.08 h / Ambient temperature View Scheme |
| Conditions | Yield |
|---|---|
| With 2-methyl-but-2-ene; trans-dioxo(5,10,15,20-tetramesitylporphirinato)ruthenium(VI) In benzene at 30℃; for 15h; | 94% |
| With (4,4′-di-tert-butyl-2,2′-bipyridine)bis[(2-pyridinyl)phenyl]iridium(III) hexafluorophosphate; di-tert-butyl 1,4-dihydro-2,6-dimethyl-3,5-pyridine-dicarboxylate In acetonitrile at 20℃; for 0.75h; Inert atmosphere; Irradiation; chemoselective reaction; | 92% |
| With ammonium formate; silica gel; zinc In methanol at 20℃; for 0.166667h; chemoselective reaction; | 88% |
| Conditions | Yield |
|---|---|
| With chlorine at 170℃; for 0.00666667h; Temperature; Inert atmosphere; Irradiation; | 89% |
| With chlorine at 150 - 195℃; Concentration; Temperature; UV-irradiation; | 84.56% |
| With chlorine at 175℃; Temperature; UV-irradiation; Gas phase; Large scale; | 81.36% |
| With phosphorus pentachloride at 210 - 220℃; |
| Conditions | Yield |
|---|---|
| With copper(l) iodide; zinc In ethanol at 55 - 60℃; for 3h; | A n/a B 75% |
| Conditions | Yield |
|---|---|
| With copper(I) oxide; tetramethlyammonium chloride; L-proline In ethanol at 110℃; for 96h; Inert atmosphere; | 75% |
| Conditions | Yield |
|---|---|
| Stage #1: 2-chloropyridine With fluorine In dichloromethane at -78 - -50℃; Stage #2: p-nitrophenyl isocyanide In dichloromethane at -50 - 0℃; for 4h; | A 22% B 68% C n/a |
- 17228-64-7
6-chloro-2-methoxypyridine
- 2402-78-0
2,6-dichloropyridine
| Conditions | Yield |
|---|---|
| With trichlorophosphate In N,N-dimethyl-formamide at 105℃; for 18h; | 54% |
| With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h; | 54% |
- 42144-78-5
2-chloro-6-ethoxy-pyridine
- 2402-78-0
2,6-dichloropyridine
| Conditions | Yield |
|---|---|
| With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h; | 46% |
- 29449-73-8
2-benzyloxy-6-chloro-pyridine
- 2402-78-0
2,6-dichloropyridine
| Conditions | Yield |
|---|---|
| With N,N-dimethyl-formamide; trichlorophosphate at 105℃; for 18h; | 41% |
- 110-86-1
pyridine
- 614-45-9
tert-Butyl peroxybenzoate
A
- 626-60-8
3-Chloropyridine
B
- 109-09-1
2-chloropyridine
C
- 626-61-9
4-Chloropyridine
D
- 2402-78-0
2,6-dichloropyridine
| Conditions | Yield |
|---|---|
| Stage #1: pyridine With chlorine; di-tert-butyl peroxide In tetrachloromethane; water at 231 - 244℃; for 0.00361111 - 0.00722222h; Stage #2: tert-Butyl peroxybenzoate Product distribution / selectivity; | A n/a B 35% C n/a D n/a |
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Specification
The CAS register number of 2,6-Dichloropyridine is 2402-78-0. It also can be called as Pyridine, 2,6-dichloro- and the IUPAC name about this chemical is 2,6-dichloropyridine. The molecular formula about this chemical is C5H3Cl2N and the molecular weight is 147.99. It belongs to the following product categories, such as Blocks; Pyridines; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine; Pyridines derivates; Chloropyridines; Halopyridines; C5Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks; Chlorinated heterocyclic series and so on. This chemical is also used as a catalyst for phase transfer. It is also used as an intermediate for manufacturing synthetic organic, pharmaceuticals (pheniramine, the antiarrhythmic, antihistamine drug, disopyramide) and agrochemicals (herbicides, fungicides). It is an intermediate in the manufacture of pyrithione-based biocides used in cosmetics and various pharmaceutical products. If you want to store this chemical, please keep it in a tightly closed container and store it in a cool, dry, well-ventilated area away from incompatible substances.
Physical properties about 2,6-Dichloropyridine are: (1)ACD/LogP: 2.08; (2)ACD/LogD (pH 5.5): 2.08; (3)ACD/LogD (pH 7.4): 2.08; (4)ACD/BCF (pH 5.5): 22.46; (5)ACD/BCF (pH 7.4): 22.46; (6)ACD/KOC (pH 5.5): 322.84; (7)ACD/KOC (pH 7.4): 322.84; (8)#H bond acceptors: 1; (9)Polar Surface Area: 12.89Å2; (10)Index of Refraction: 1.553; (11)Molar Refractivity: 34.13 cm3; (12)Molar Volume: 106.5 cm3; (13)Polarizability: 13.53x10-24cm3; (14)Surface Tension: 43.1 dyne/cm; (15)Enthalpy of Vaporization: 42.42 kJ/mol; (16)Boiling Point: 206 °C at 760 mmHg; (17)Vapour Pressure: 0.349 mmHg at 25°C.
Preparation: this chemical can be prepared by 2-chloro-6-methoxy-pyridine. This reaction will need reagent POCl3, DMF. The reaction time is 18 hour(s) with reaction temperature of 105 ℃. The yield is about 54%.
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Uses of 2,6-Dichloropyridine: it can be used to produce 6-chloro-pyridin-2-ylamine at temperature of 180 ℃. This reaction will need reagent 20percent NH4OH with reaction time of 40 hours. The yield is about 32%.
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When you are using this chemical, please be cautious about it as the following:
This chemical is toxic by inhalation, in contact with skin and if swallowed and it is irritating to eyes, respiratory system and skin, it is harmful if swallowed. When you are using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
You can still convert the following datas into molecular structure:
(1)SMILES: Clc1nc(Cl)ccc1
(2)InChI: InChI=1/C5H3Cl2N/c6-4-2-1-3-5(7)8-4/h1-3H
(3)InChIKey: FILKGCRCWDMBKA-UHFFFAOYAA
(4)Std. InChI: InChI=1S/C5H3Cl2N/c6-4-2-1-3-5(7)8-4/h1-3H
(5)Std. InChIKey: FILKGCRCWDMBKA-UHFFFAOYSA-N
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 115mg/kg (115mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ANTIPSYCHOTIC LIVER: FATTY LIVER DEGERATION | Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967. |
| mouse | LD50 | oral | 176mg/kg (176mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Oyo Yakuri. Pharmacometrics. Vol. 33, Pg. 825, 1987. |