Product Name

  • Name

    2,3,5,6-Tetrachloropyridine

  • EINECS 219-283-9
  • CAS No. 2402-79-1
  • Article Data40
  • CAS DataBase
  • Density 1.662 g/cm3
  • Solubility
  • 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
  • Appearance
  • 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;
  • PSA 12.89000
  • LogP 3.69520

Synthetic route

2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

2,3,5,6-tetrachloropyridine
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;
Pentafluoropyridine
700-16-3

Pentafluoropyridine

2,3,5,6-tetrachloropyridine
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%
2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

A

2,3,6-trichloropyridine
6515-09-9

2,3,6-trichloropyridine

B

2,3,5-trichloropyridine
16063-70-0

2,3,5-trichloropyridine

C

2,3,5,6-tetrachloropyridine
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%
tetrachloro-4-iodopyridine
30332-35-5

tetrachloro-4-iodopyridine

2,3,5,6-tetrachloropyridine
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
methyl 4-cyano-2,2,4-trichlorobutyrate
41797-97-1

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

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
79%
tetrachloro-4-pyridylcopper
27425-94-1

tetrachloro-4-pyridylcopper

benzoyl chloride
98-88-4

benzoyl chloride

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

4-benzoyltetrachloropyridine
18613-89-3

4-benzoyltetrachloropyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 0.5h; Heating;A 9%
B 72%
4-Bromo-2,3,5,6-tetrachloropyridine
23995-94-0

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

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

2,3,4,6-Tetrachloropyridine
14121-36-9

2,3,4,6-Tetrachloropyridine

C

2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

D

octachloro-4,4'-bipyridyl
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%
4-Bromo-2,3,5,6-tetrachloropyridine
23995-94-0

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

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

2,3,4,6-Tetrachloropyridine
14121-36-9

2,3,4,6-Tetrachloropyridine

C

octachloro-3,4'-bipyridyl

octachloro-3,4'-bipyridyl

D

octachloro-4,4'-bipyridyl
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%
tetrachloro-4-iodopyridine
30332-35-5

tetrachloro-4-iodopyridine

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

C

octachloro-4,4'-bipyridyl
18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 150℃;A 22%
B 4%
C 52%
4-Bromo-2,3,5,6-tetrachloropyridine
23995-94-0

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

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

2,3,4,6-Tetrachloropyridine
14121-36-9

2,3,4,6-Tetrachloropyridine

C

2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

D

octachloro-3,4'-bipyridyl

octachloro-3,4'-bipyridyl

E

octachloro-4,4'-bipyridyl
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%
4-Bromo-2,3,5,6-tetrachloropyridine
23995-94-0

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

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

C

octachloro-3,4'-bipyridyl

octachloro-3,4'-bipyridyl

D

octachloro-4,4'-bipyridyl
18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
With para-xylene; copper In N,N-dimethyl-formamide at 150℃; for 1h; Further byproducts given;A 42%
B 15%
C 4%
D 18%
With copper In N,N-dimethyl-formamide at 150℃; for 0.5h;A 17%
B 21%
C 8%
D 14%
With copper In N,N-dimethyl-formamide at 150℃; for 0.5h; Further byproducts given;A 10%
B 10%
C 9%
D 8%
4-Bromo-2,3,5,6-tetrachloropyridine
23995-94-0

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

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

4-bromo-2,3,6-tetrachloropyridine
74894-06-7

4-bromo-2,3,6-tetrachloropyridine

Conditions
ConditionsYield
In diethyl ether for 71h; Irradiation;A 17%
B 6%
tetrachloro-4-pyridylcopper
27425-94-1

tetrachloro-4-pyridylcopper

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

octachloro-4,4'-bipyridyl
18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 1h; Heating;A 13.5%
B 1%
tetrachloro-4-pyridylcopper
27425-94-1

tetrachloro-4-pyridylcopper

benzoyl chloride
98-88-4

benzoyl chloride

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

4-benzoyltetrachloropyridine
18613-89-3

4-benzoyltetrachloropyridine

C

2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

D

octachloro-4,4'-bipyridyl
18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
With para-xylene In N,N-dimethyl-formamide for 23h; Product distribution; Mechanism; Heating; the similar reaction without p-xylene; other reaction times; similar range of products to those obtained from 4-bromotetrachloropyridine;A 12%
B 13%
C 1%
D 2.5%
tetrachloro-4-pyridylcopper
27425-94-1

tetrachloro-4-pyridylcopper

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

4-benzoyltetrachloropyridine
18613-89-3

4-benzoyltetrachloropyridine

C

2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

D

octachloro-4,4'-bipyridyl
18725-60-5

octachloro-4,4'-bipyridyl

Conditions
ConditionsYield
With para-xylene; benzoyl chloride In N,N-dimethyl-formamide for 23h; Heating;A 12%
B 13%
C 1%
D 2.5%
pyridine
110-86-1

pyridine

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
With phosphorus pentachloride at 210 - 220℃;
With sulfur dichloride In tetrachloromethane at 0 - 80℃; for 6h; Temperature; Solvent; Inert atmosphere;
3,5,6-trichloropyridin-2 ol
6515-38-4

3,5,6-trichloropyridin-2 ol

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate at 180℃;
tetrachloroisonicotic acid
19340-26-2

tetrachloroisonicotic acid

glycerol
56-81-5

glycerol

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
bei der Destillation; unter Kohlendioxyd-Entwicklung;
tetrachloroisonicotic acid
19340-26-2

tetrachloroisonicotic acid

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
With water at 180℃;
With glycerol beim Destillieren;
2,6-diamino-3,5-dichloropyridine
76942-19-3

2,6-diamino-3,5-dichloropyridine

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite Yield given;
2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

2,3,4,6-Tetrachloropyridine
14121-36-9

2,3,4,6-Tetrachloropyridine

C

2,3,4,5-tetrachloro-pyridine
2808-86-8

2,3,4,5-tetrachloro-pyridine

D

tetrachloro-4-dimethylaminopyridine
19942-44-0

tetrachloro-4-dimethylaminopyridine

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 150℃; for 20h;A 3 % Chromat.
B 22 % Chromat.
C 2 % Chromat.
D 13 % Chromat.
2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

2,3,4,6-Tetrachloropyridine
14121-36-9

2,3,4,6-Tetrachloropyridine

C

2,3,4,5-tetrachloro-pyridine
2808-86-8

2,3,4,5-tetrachloro-pyridine

D

tetrachloro-4-dimethylaminopyridine
19942-44-0

tetrachloro-4-dimethylaminopyridine

Conditions
ConditionsYield
With copper In N,N-dimethyl-formamide at 150℃; for 20h;A 3 % Chromat.
B 22 % Chromat.
C 2 % Chromat.
D 13 % Chromat.
2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

bis(tetrachloropyridyl)mercury
20543-31-1

bis(tetrachloropyridyl)mercury

Conditions
ConditionsYield
In N,N-dimethyl-formamide Hg cathode, -1.40 V (S.C.E.), Et4NBF4;A 0.66 g
B 0.59 g
2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

A

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

B

2,3,5,6,2',3',6'-heptachloro-[4,4']bipyridinyl
36277-69-7

2,3,5,6,2',3',6'-heptachloro-[4,4']bipyridinyl

Conditions
ConditionsYield
With carbon dioxide 1.) Hg cathode, DMF, Et4NBF4, -1.30 V (S.C.E.), 2.) 150 deg C, vacuum; Multistep reaction;
tetrachloroisonicotic acid
19340-26-2

tetrachloroisonicotic acid

water
7732-18-5

water

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
at 180℃; im Rohr;
2,3,5-trichloropyridine
16063-70-0

2,3,5-trichloropyridine

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
With sodium hydroxide; hexachloroethane; tetrabutylammomium bromide at 50℃; for 4h;
1-(4-dimethylamino)-[2,3,5,6-tetrachloro-pyridin-4-yl]pyridinium chloride

1-(4-dimethylamino)-[2,3,5,6-tetrachloro-pyridin-4-yl]pyridinium chloride

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
With sodium tetrahydroborate In isopropyl alcohol at 20℃; for 6h;
2,6-Diaminopyridine
141-86-6

2,6-Diaminopyridine

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 60 percent / aq. HCl, H2O2
2: NaNO2-HCl
View Scheme
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

2,3,5-trichloropyridine
16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
With 5%-palladium/activated carbon; hydrogen; potassium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene; water at 60℃; under 4500.45 Torr; for 6h; Reagent/catalyst; Solvent; Pressure; Autoclave;99.1%
With sodium hydroxide In benzene
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

4-pyrrolidin-1-ylpyridine
2456-81-7

4-pyrrolidin-1-ylpyridine

1,1'-bis[4-pyrrolidino-(3,5-dichloro-pyridine-2,6-diyl)pyridinium]dichloride

1,1'-bis[4-pyrrolidino-(3,5-dichloro-pyridine-2,6-diyl)pyridinium]dichloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 3h;99%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

(4-methoxystyrene)boronic acid
214907-25-2

(4-methoxystyrene)boronic acid

2,3,5,6-tetrakis(4-methoxystyryl)pyridine

2,3,5,6-tetrakis(4-methoxystyryl)pyridine

Conditions
ConditionsYield
With potassium phosphate; di-(1-adamantyl)-n-butylphosphine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 20h; Suzuki-Miyaura Coupling; Inert atmosphere;99%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

4-trifluoromethylstyrenylboronic acid
851660-03-2

4-trifluoromethylstyrenylboronic acid

2,3,5,6-tetrakis(4-trifluoromethylstyryl)pyridine

2,3,5,6-tetrakis(4-trifluoromethylstyryl)pyridine

Conditions
ConditionsYield
With potassium phosphate; di-(1-adamantyl)-n-butylphosphine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 20h; Suzuki-Miyaura Coupling; Inert atmosphere;99%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

4-methylstyrenylboronic acid
214907-11-6

4-methylstyrenylboronic acid

2,3,5,6-tetrakis(4-methylstyryl)pyridine

2,3,5,6-tetrakis(4-methylstyryl)pyridine

Conditions
ConditionsYield
With potassium phosphate; di-(1-adamantyl)-n-butylphosphine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 20h; Suzuki-Miyaura Coupling; Inert atmosphere;99%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

phenylboronic acid
98-80-6

phenylboronic acid

tetraphenyl-2,3,5,6 pyridine
24301-97-1

tetraphenyl-2,3,5,6 pyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate In toluene at 100℃; for 22h; Reagent/catalyst; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;99%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

2,3,5,6-tetrakis(4-methoxyphenyl)pyridine
54932-38-6

2,3,5,6-tetrakis(4-methoxyphenyl)pyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;99%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl 2-cyano-2-(3,5,6-trichloropyridin-2-yl)acetate

ethyl 2-cyano-2-(3,5,6-trichloropyridin-2-yl)acetate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 1h;98%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

phenylacetylene
536-74-3

phenylacetylene

2,3,5,6-tetrakis(phenylethynyl)pyridine

2,3,5,6-tetrakis(phenylethynyl)pyridine

Conditions
ConditionsYield
Stage #1: 2,3,5,6-tetrachloropyridine With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dichloro bis(acetonitrile) palladium(II); copper(l) iodide; diisopropylamine In 1,4-dioxane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: phenylacetylene In 1,4-dioxane at 90℃; for 20h;
96%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

4-methylphenylboronic acid
5720-05-8

4-methylphenylboronic acid

2,3,5,6-tetra-p-tolylpyridine
54932-37-5

2,3,5,6-tetra-p-tolylpyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;96%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

3,5,6-trichloro-2-hydrazinopyridine
55933-94-3

3,5,6-trichloro-2-hydrazinopyridine

Conditions
ConditionsYield
With hydrazine hydrate In methanol at 60 - 65℃; for 2h; Temperature; Green chemistry;96%
With sodium carbonate; hydrazine hydrate; butan-1-ol In water at 90 - 95℃;
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

1,1'-bis[4-dimethylamino-(3,5-dichloro-pyridine-2,6-diyl)pyridinium]dichloride

1,1'-bis[4-dimethylamino-(3,5-dichloro-pyridine-2,6-diyl)pyridinium]dichloride

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 3h;95%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Dihydroxy-styryl-boran
4363-35-3, 6783-05-7, 60806-02-2

Dihydroxy-styryl-boran

2,3,5,6-tetrastyrylpyridine

2,3,5,6-tetrastyrylpyridine

Conditions
ConditionsYield
With potassium phosphate; di-(1-adamantyl)-n-butylphosphine; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane at 100℃; for 20h; Reagent/catalyst; Solvent; Suzuki-Miyaura Coupling; Inert atmosphere;95%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

2,3,5,6-tetrafluoropyridine
2875-18-5

2,3,5,6-tetrafluoropyridine

Conditions
ConditionsYield
With potassium fluoride In sulfolane at 120℃; for 6h; Reagent/catalyst; Solvent; Green chemistry;95%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

(4-chloro-2-methoxyphenyl)boronic acid
762287-57-0

(4-chloro-2-methoxyphenyl)boronic acid

3,5-dichloro-2,6-bis-(4-chloro-2-methoxyphenyl)pyridine

3,5-dichloro-2,6-bis-(4-chloro-2-methoxyphenyl)pyridine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In 1,2-dimethoxyethane for 6h; Inert atmosphere; Reflux;95%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

2-Methylphenylboronic acid
16419-60-6

2-Methylphenylboronic acid

3,5-dichloro-2,6-di-o-tolylpyridine

3,5-dichloro-2,6-di-o-tolylpyridine

Conditions
ConditionsYield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere;95%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

4-ethylphenylboronic acid
63139-21-9

4-ethylphenylboronic acid

2,3,5,6-tetrakis(4-ethylphenyl)pyridine

2,3,5,6-tetrakis(4-ethylphenyl)pyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;94%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

butoxyethyl glycolate

butoxyethyl glycolate

butoxyethyl ester of [(3,5,6-trichloro-2-pyridyl)oxy]acetic acid

butoxyethyl ester of [(3,5,6-trichloro-2-pyridyl)oxy]acetic acid

Conditions
ConditionsYield
With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate In tetrahydrofuran for 5h; Reagent/catalyst; Solvent; Reflux;94%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

4-methoxyphenylacetylen
768-60-5

4-methoxyphenylacetylen

2,3,5,6-tetrakis-((4-methoxyphenyl)ethynyl)pyridine

2,3,5,6-tetrakis-((4-methoxyphenyl)ethynyl)pyridine

Conditions
ConditionsYield
Stage #1: 2,3,5,6-tetrachloropyridine With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; dichloro bis(acetonitrile) palladium(II); copper(l) iodide; diisopropylamine In 1,4-dioxane at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: 4-methoxyphenylacetylen In 1,4-dioxane at 90℃; for 20h;
93%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

3,5-dichloro-2,6-di(naphthalen-2-yl)pyridine

3,5-dichloro-2,6-di(naphthalen-2-yl)pyridine

Conditions
ConditionsYield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere;91%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; acetonitrile for 4h; Inert atmosphere; Reflux;
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; acetonitrile for 4h; Inert atmosphere; Reflux;
Thien-3-ylboronic acid
6165-69-1

Thien-3-ylboronic acid

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

3,5-dichloro-2,6-di(thiophen-3-yl)pyridine

3,5-dichloro-2,6-di(thiophen-3-yl)pyridine

Conditions
ConditionsYield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere;91%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

phenylboronic acid
98-80-6

phenylboronic acid

3,5-dichloro-2,6-bisphenylpyridine

3,5-dichloro-2,6-bisphenylpyridine

Conditions
ConditionsYield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere;90%
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube; regioselective reaction;77%
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; acetonitrile for 4h; Inert atmosphere; Reflux;
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; acetonitrile for 4h; Reflux; Inert atmosphere;
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

2,3,5,6-tetrakis(4-tert-butylphenyl)pyridine

2,3,5,6-tetrakis(4-tert-butylphenyl)pyridine

Conditions
ConditionsYield
With tris-(dibenzylideneacetone)dipalladium(0); potassium phosphate In toluene at 100℃; for 22h; Suzuki-Miyaura Coupling; Inert atmosphere; Sealed tube;90%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

5'-tert-butyl-(1,1':3',1"-terphenyl)-3,3"-diol
1428946-28-4

5'-tert-butyl-(1,1':3',1"-terphenyl)-3,3"-diol

C54H42Cl4N2O4
1428946-32-0

C54H42Cl4N2O4

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 120℃; for 0.5h; Inert atmosphere;89.4%
Methyl fluorosulfonate
421-20-5

Methyl fluorosulfonate

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

3,5,6-trichloro-1-methyl-2-pyridone
75348-52-6

3,5,6-trichloro-1-methyl-2-pyridone

Conditions
ConditionsYield
for 0.5h; Heating;89%
1-ethynyl-4-fluorobenzene
766-98-3

1-ethynyl-4-fluorobenzene

2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

3,5-dichloro-2,6-bis((4-fluorophenyl)ethynyl)pyridine

3,5-dichloro-2,6-bis((4-fluorophenyl)ethynyl)pyridine

Conditions
ConditionsYield
With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0); diisopropylamine In 1,4-dioxane at 90℃; for 20h; Sonogashira Cross-Coupling; Inert atmosphere; Sealed tube; regioselective reaction;89%
Stage #1: 2,3,5,6-tetrachloropyridine With copper(l) iodide; tetrakis(triphenylphosphine) palladium(0) In 1,4-dioxane at 20℃; for 0.166667h; Sonogashira Cross-Coupling; Inert atmosphere;
Stage #2: 1-ethynyl-4-fluorobenzene In 1,4-dioxane at 90℃; for 20h; Sonogashira Cross-Coupling; Inert atmosphere;
68%

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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