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2,3,5,6-Tetrachloropyridine

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Name

2,3,5,6-Tetrachloropyridine

EINECS 219-283-9
CAS No. 2402-79-1 Density 1.662 g/cm3
PSA 12.89000 LogP 3.69520
Solubility N/A Melting Point 90.5 °C
Formula C5HCl4N Boiling Point 253.7 °C at 760 mmHg
Molecular Weight 216.882 Flash Point 131.7 °C
Transport Information N/A Appearance N/A
Safety 26-36/37/39-60-61-36 Risk Codes 20/21/22-36/37/38-51/53
Molecular Structure Molecular Structure of 2402-79-1 (2,3,5,6-Tetrachloropyridine) Hazard Symbols IrritantXi
Synonyms

NSC 2009;

Article Data 40

2,3,5,6-Tetrachloropyridine Synthetic route

2176-62-7

2,3,4,5,6-pentachloropyridine

2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
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;
700-16-3

Pentafluoropyridine

2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
With hydrogen; potassium carbonate at 200℃; under 15001.5 Torr; for 2h; Autoclave;99.2%
2176-62-7

2,3,4,5,6-pentachloropyridine

A

6515-09-9

2,3,6-trichloropyridine

B

16063-70-0

2,3,5-trichloropyridine

C

2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
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%
30332-35-5

tetrachloro-4-iodopyridine

2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
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
41797-97-1

methyl 4-cyano-2,2,4-trichlorobutyrate

2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
79%
27425-94-1

tetrachloro-4-pyridylcopper

98-88-4

benzoyl chloride

A

2402-79-1

2,3,5,6-tetrachloropyridine

B

18613-89-3

4-benzoyltetrachloropyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.5h; Heating;A 9%
B 72%
23995-94-0

4-Bromo-2,3,5,6-tetrachloropyridine

A

2402-79-1

2,3,5,6-tetrachloropyridine

B

14121-36-9

2,3,4,6-Tetrachloropyridine

C

2176-62-7

2,3,4,5,6-pentachloropyridine

D

18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
With Isopropylbenzene; copper In N,N-dimethyl-formamide at 150℃; for 1h; Further byproducts given;A 63%
B 15%
C 16%
D 17%
23995-94-0

4-Bromo-2,3,5,6-tetrachloropyridine

A

2402-79-1

2,3,5,6-tetrachloropyridine

B

14121-36-9

2,3,4,6-Tetrachloropyridine

C

octachloro-3,4'-bipyridyl

D

18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
With copper; benzoyl chloride In N,N-dimethyl-formamide at 150℃; for 0.5h;A 61%
B 24%
C n/a
D 15%
30332-35-5

tetrachloro-4-iodopyridine

A

2402-79-1

2,3,5,6-tetrachloropyridine

B

2176-62-7

2,3,4,5,6-pentachloropyridine

C

18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 150℃;A 22%
B 4%
C 52%
23995-94-0

4-Bromo-2,3,5,6-tetrachloropyridine

A

2402-79-1

2,3,5,6-tetrachloropyridine

B

14121-36-9

2,3,4,6-Tetrachloropyridine

C

2176-62-7

2,3,4,5,6-pentachloropyridine

D

octachloro-3,4'-bipyridyl

E

18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
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%

2,3,5,6-Tetrachloropyridine Chemical Properties

Molecular Formula:C5HCl4N
Molar mass:216.88014g/mol
Structure of 2,3,5,6-Tetrachloropyridine(2402-79-1):
                                  
Synonyms of 2,3,5,6-Tetrachloropyridine(2402-79-1):Pyridine, 2,3,5,6-tetrachloro-;Tetrapyridine
Density:1.662 g/cm3  
Flash Point:131.7 °C  
Boiling Point:253.7 °C at 760 mmHg            
Index of Refraction:1.588
Vapour Pressure:0.0288 mmHg at 25°C
Melting point:90.5 °C

2,3,5,6-Tetrachloropyridine Uses

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 .

2,3,5,6-Tetrachloropyridine Toxicity Data With Reference

1.   

ipr-mus LD50:1150 mg/kg

   TXAPA9    Toxicology and Applied Pharmacology. 11 (1967),361.

2,3,5,6-Tetrachloropyridine Consensus Reports

Reported in EPA TSCA Inventory.

2,3,5,6-Tetrachloropyridine Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits very toxic fumes of Cl and NOx.
Hazard Codes:Xi
Risk Statements:
20:  Harmful by inhalation
21:  Harmful in contact with skin
22:  Harmful if swallowed 
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
51:  Toxic to aquatic organisms
53:  May cause long-term adverse effects in the aquatic environment
Safety Statements:
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection
60:  This material and/or its container must be disposed of as hazardous waste
61:  Avoid release to the environment. Refer to special instructions safety data sheet

2,3,5,6-Tetrachloropyridine Specification

Product Categories of 2,3,5,6-Tetrachloropyridine(2402-79-1):Halides;Pyridines;Halopyridines;Chloropyridines;FINE Chemical & INTERMEDIATES
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