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2,3,5-Trichloropyridine

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Name

2,3,5-Trichloropyridine

EINECS 407-270-2
CAS No. 16063-70-0 Density 1.539 g/cm3
PSA 12.89000 LogP 3.04180
Solubility Slightly soluble in water. Melting Point 46-50 °C(lit.)
Formula C5H2Cl3N Boiling Point 215.7 °C at 760 mmHg
Molecular Weight 182.437 Flash Point 104.7 °C
Transport Information UN 2811 6.1/PG 3 Appearance Beige powder
Safety 61-37/39-26 Risk Codes 52/53-36/37/38
Molecular Structure Molecular Structure of 16063-70-0 (2,3,5-Trichloropyridine) Hazard Symbols IrritantXi
Synonyms

2,3,5-trichloropyridine intermediate;5-20-05-00420 (Beilstein Handbook Reference);Pyridine, 2,3,5-trichloro-;

Article Data 36

2,3,5-Trichloropyridine Synthetic route

2402-79-1

2,3,5,6-tetrachloropyridine

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
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%
2808-86-8

2,3,4,5-tetrachloro-pyridine

16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
With tetramethylammonium methylphosphonic acid methyl ester; dimethyl methane phosphonate; zinc In water at 85℃; other ammonium salts; other methylphosphonates;other solvent(s). Object of study: selectivity of reaction;96.4%
With ammonium chloride; zinc In methanol; water at 72℃; for 2h; Solvent; Temperature;90%
With pyridine; 5%-palladium/activated carbon; hydrogen In methanol; water at 50℃; under 3750.38 Torr; Reagent/catalyst; Temperature; Pressure;86.2%
With tetramethylammonium methylphosphonic acid methyl ester; dimethyl methane phosphonate; zinc In water at 85℃; for 1h; Yield given;
With ammonium chloride; zinc In methanol; water at 70 - 80℃; Temperature; Solvent; Large scale;1.4 kg
55933-94-3

3,5,6-trichloro-2-hydrazinopyridine

16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
95%
With sodium hypochlorite; sodium hydroxide In water at 70 - 75℃; for 1h; Green chemistry;95%
93%
75272-53-6

2,4,4-trichloro-4-formylbutyronitrile

16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
With hydrogenchloride; phosphorus pentachloride In N,N-dimethyl-formamide at 60 - 100℃; for 1h;89%
With hydrogenchloride at 180℃; for 2h;85%
With hydrogenchloride at 80℃; for 3h;82.1%
5437-33-2

3,5-Dichloro-2-pyridinol

16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
With trichlorophosphate at 190℃; for 3h; in sealed tube;87%
98775-57-6

2,2,4'-trichloro-5-oxopentanonitrile

16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
With hydrogenchloride; trichlorophosphate In N,N-dimethyl-formamide at 115℃; for 0.333333h;79%
With trichlorophosphate In benzene at 190℃; for 1h; in autoclave;76%
Multi-step reaction with 2 steps
1: 91 percent / dry HCl / dimethylformamide / 0.25 h / 110 °C
2: 87 percent / POCl3 / 3 h / 190 °C / in sealed tube
View Scheme
Multi-step reaction with 3 steps
1: 90 percent / dry HCl / dibutyl ether / 1 h / 90 °C
2: 95 percent / triethylamine / benzene / 4 h / Heating
3: 87 percent / POCl3 / 3 h / 190 °C / in sealed tube
View Scheme
2176-62-7

2,3,4,5,6-pentachloropyridine

16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
With tetrabutylammomium bromide; sodium hydroxide; zinc In toluene at 50℃; for 6h; Green chemistry;73%
With ammonium hydroxide In toluene
With sodium hydroxide; zinc In benzene
With sodium hypochlorite; sodium hydrogencarbonate; hydrazine In propylene glycol dimethyl ether; water
75-87-6

chloral

107-13-1

acrylonitrile

16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
copper(l) chloride In acetonitrile at 190℃; for 0.5h;65%
copper(l) chloride In acetonitrile at 190℃; for 0.5h;65%
With [bmim]BF4; copper(l) chloride In acetonitrile at 120℃;41%
In acetonitrile at 105 - 190℃; Product distribution; various inorg. catalyst, various yield;
copper(l) chloride In acetonitrile at 120 - 175℃; for 19h;
Pyridin-Palladium(II)-chlorid-Komplex

Pyridin-Palladium(II)-chlorid-Komplex

A

109-09-1

2-chloropyridine

B

2402-77-9

2,3-dichloro-pyridine

C

16063-70-0

2,3,5-trichloropyridine

Conditions
ConditionsYield
With chlorine In cyclohexane at 75℃; for 1h;A 9%
B 62%
C 4.5%

2,3,5-Trichloropyridine Chemical Properties

Synonyms: 2,3,5-trichloro-pyridin;2,3,5-TRICHLOROPYRIDINE;Trichloropyridine,98%;2,3,5-TRICHLOROPYRIDINE 98+%;3,5,6-Trichloropyridine
MF: C5H2Cl3N
MW: 182.44
EINECS: 407-270-2
MP:  46-50 °C
BP:  219 °C
FP:  >230 °C
CAS DataBase Reference: 16063-70-0
Structural Formula:

2,3,5-Trichloropyridine Toxicity Data With Reference

Hazard Codes :   Xi
Risk Statements :
R52/53:  Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment 
R36/37/38:  Irritating to eyes, respiratory system and skin 

2,3,5-Trichloropyridine Safety Profile

Safety Statements :
S61:  Avoid release to the environment. Refer to special instructions safety data sheet 
S37/39:  Wear suitable gloves and eye/face protection 
S26:  In case of contact with eyes, rinse immediately with plenty of WATER and seek medical advice 
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