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CAS No.: | 2402-79-1 |
---|---|
Name: | 2,3,5,6-Tetrachloropyridine |
Article Data: | 40 |
Molecular Structure: | |
Formula: | C5HCl4N |
Molecular Weight: | 216.882 |
Synonyms: | NSC 2009; |
EINECS: | 219-283-9 |
Density: | 1.662 g/cm3 |
Melting Point: | 90.5 °C |
Boiling Point: | 253.7 °C at 760 mmHg |
Flash Point: | 131.7 °C |
Hazard Symbols: | Xi |
Risk Codes: | 20/21/22-36/37/38-51/53 |
Safety: | 26-36/37/39-60-61-36 |
PSA: | 12.89000 |
LogP: | 3.69520 |
Conditions | Yield |
---|---|
Stage #1: 2,3,4,5,6-pentachloropyridine With manganese; ammonium acetate In ethanol; water at 40℃; for 6h; Stage #2: With ammonia In ethanol; water at 65℃; for 1h; pH=8 - 9; Concentration; Temperature; | 99.5% |
With ammonium chloride; zinc In acetonitrile at 80℃; for 3h; Reagent/catalyst; Solvent; Temperature; Green chemistry; | 88.4% |
With ammonium chloride; dimethyl methane phosphonate; zinc In water for 0.5h; Yield given; |
Conditions | Yield |
---|---|
With hydrogen; potassium carbonate at 200℃; under 15001.5 Torr; for 2h; Autoclave; | 99.2% |
2,3,4,5,6-pentachloropyridine
A
2,3,6-trichloropyridine
B
2,3,5-trichloropyridine
C
2,3,5,6-tetrachloropyridine
Conditions | Yield |
---|---|
With ammonium chloride; dimethyl methane phosphonate; zinc In water at 85 - 90℃; Product distribution; other ammonium salts; other methylphosphonates/phosphates; | A 0.9% B 1% C 97.6% |
tetrachloro-4-iodopyridine
2,3,5,6-tetrachloropyridine
Conditions | Yield |
---|---|
In diethyl ether for 19h; Irradiation; | 87% |
Multi-step reaction with 2 steps 1: 4 percent / copper bronze / dimethylformamide / 150 °C 2: 3 percent Chromat. / copper bronze / dimethylformamide / 20 h / 150 °C View Scheme |
methyl 4-cyano-2,2,4-trichlorobutyrate
2,3,5,6-tetrachloropyridine
Conditions | Yield |
---|---|
79% |
tetrachloro-4-pyridylcopper
benzoyl chloride
A
2,3,5,6-tetrachloropyridine
B
4-benzoyltetrachloropyridine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 0.5h; Heating; | A 9% B 72% |
4-Bromo-2,3,5,6-tetrachloropyridine
A
2,3,5,6-tetrachloropyridine
B
2,3,4,6-Tetrachloropyridine
C
2,3,4,5,6-pentachloropyridine
D
octachloro-4,4'-bipyridyl
Conditions | Yield |
---|---|
With Isopropylbenzene; copper In N,N-dimethyl-formamide at 150℃; for 1h; Further byproducts given; | A 63% B 15% C 16% D 17% |
4-Bromo-2,3,5,6-tetrachloropyridine
A
2,3,5,6-tetrachloropyridine
B
2,3,4,6-Tetrachloropyridine
D
octachloro-4,4'-bipyridyl
Conditions | Yield |
---|---|
With copper; benzoyl chloride In N,N-dimethyl-formamide at 150℃; for 0.5h; | A 61% B 24% C n/a D 15% |
tetrachloro-4-iodopyridine
A
2,3,5,6-tetrachloropyridine
B
2,3,4,5,6-pentachloropyridine
C
octachloro-4,4'-bipyridyl
Conditions | Yield |
---|---|
With copper In N,N-dimethyl-formamide at 150℃; | A 22% B 4% C 52% |
4-Bromo-2,3,5,6-tetrachloropyridine
A
2,3,5,6-tetrachloropyridine
B
2,3,4,6-Tetrachloropyridine
C
2,3,4,5,6-pentachloropyridine
E
octachloro-4,4'-bipyridyl
Conditions | Yield |
---|---|
With para-xylene; copper In N,N-dimethyl-formamide at 150℃; for 1h; Product distribution; Mechanism; the similar reaction without p-xylene; in presence cumene, benzoyl chloride instead p-xylene; other reagent (CuCl); other polychloroiodoarenes; tetrahalohenopyridylcopper intermediate; evidence against free radical or pyridyne intermediates; | A 42% B 5% C 15% D 4% E 18% |
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2,3,5,6-Tetrachloropyridine(2402-79-1) can be used as the intermediate of medicine and pesticide.
2,3,5,6-Tetrachloropyridine(2402-79-1) can be used as the main raw material of synthetic herbicides: picloram,too .
1. | ipr-mus LD50:1150 mg/kg | TXAPA9 Toxicology and Applied Pharmacology. 11 (1967),361. |