2,3,5-Trichloropyridine supplier

Name
2,3,5-Trichloropyridine
EINECS 407-270-2
CAS No. 16063-70-0
Article Data36
CAS DataBase
Density 1.539 g/cm³
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
Hazard Symbols Xi
Synonyms 2,3,5-trichloropyridine intermediate;5-20-05-00420 (Beilstein Handbook Reference);Pyridine, 2,3,5-trichloro-;
PSA 12.89000
LogP 3.04180

Synthetic route

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

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

Conditions

Conditions	Yield
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

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%

...Expand

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

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

Conditions

Conditions	Yield
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

Conditions	Yield
	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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: 81719-53-1
3,5-dichloropyridine-2-carboxylic acid

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

Conditions

Conditions	Yield
With tert-butylhypochlorite; dichloromethane; oxygen; sodium hydrogencarbonate at 60℃; for 20h; Green chemistry;	42%

: 110-86-1
pyridine

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

Conditions

Conditions	Yield
With hydrogenchloride; chlorine at 115 - 120℃;
With phosphorus pentachloride at 210 - 220℃;

: 75-44-5
phosgene

: 4214-83-9
3,5-dichloro-1-methyl-1H-pyridin-2-one

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

Conditions

Conditions	Yield
With toluene at 150℃;

: 545-06-2
trichloroacetonitrile

: 107-02-8
acrolein

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

Conditions

Conditions	Yield
With copper(I) chloride; trichlorophosphate 1. 5 h, 90 deg C, benzene, autoclave; 2. 30 min, 180 deg C.; Yield given. Multistep reaction;

1-methyl-3.5-dichloro-pyridone-(2): 1-methyl-3.5-dichloro-pyridone-(2)

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

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate at 180℃; im Rohr;

: 4214-83-9
3,5-dichloro-1-methyl-1H-pyridin-2-one

: 10026-13-8, 874483-75-7
phosphorus pentachloride

: 10025-87-3, 12599-09-6, 63736-95-8
trichlorophosphate

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

Conditions

Conditions	Yield
at 180℃;

...Expand

barium salt of/the/ pyridine-disulfonic acid-(3.5): barium salt of/the/ pyridine-disulfonic acid-(3.5)

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

B: 2457-47-8
3,5-dichloropyridine

Conditions

Conditions	Yield
With phosphorus pentachloride at 200℃;

: 4214-74-8
3,5-dichloropyridin-2-amine

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

B 3.5-dichloro-2-oxy-pyridine: 3.5-dichloro-2-oxy-pyridine

Conditions

Conditions	Yield
With hydrogenchloride; potassium nitrite

: 7647-01-0
hydrogenchloride

: 4214-74-8
3,5-dichloropyridin-2-amine

potassium nitrite: potassium nitrite

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

B 3.5-dichloro-2-oxy-pyridine: 3.5-dichloro-2-oxy-pyridine

...Expand

: 1128-16-1
2-(trichloromethyl)-3,5-dichloropyridine

A: 56-23-5
tetrachloromethane

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

C: 7041-24-9
2,3,5-trichloro-6-(trichloromethyl)pyridine

D HCl: HCl

Conditions

Conditions	Yield
With chlorine at 200℃; Title compound not separated from byproducts;
With chlorine at 200℃; Rate constant;

...Expand

: 115168-33-7
2-hydroxy-3,3,5-trichloro-3,4-dihydropyridine

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 95 percent / triethylamine / benzene / 4 h / Heating 2: 87 percent / POCl3 / 3 h / 190 °C / in sealed tube View Scheme

: 504-29-0
2-aminopyridine

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

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: alcohol; chlorine 2: alcohol; chlorine 3: potassium nitrite; hydrochloric acid View Scheme
Multi-step reaction with 2 steps 1: alcohol; chlorine 2: potassium nitrite; hydrochloric acid View Scheme

: 1072-98-6
5-chloro-2-pyridylamine

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

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: alcohol; chlorine 2: potassium nitrite; hydrochloric acid View Scheme

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

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

B: 2457-47-8
3,5-dichloropyridine

Conditions

Conditions	Yield
With ammonium chloride; zinc In 1,4-dioxane; water at 90 - 92℃; for 12h; Product distribution / selectivity;	A 7.7 %Chromat. B 77.8 %Chromat.

: 4214-74-8
3,5-dichloropyridin-2-amine

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

Conditions

Conditions	Yield
With sodium nitrite In hydrogenchloride; hexane; water
With hydrogenchloride; sodium nitrite In water at -20 - 20℃; for 4h;

: 75-87-6
chloral

: 107-13-1
acrylonitrile

: copper(l) chloride

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

Conditions

Conditions	Yield
In acetonitrile	11.1 g (61% theory)

...Expand

ruthenium(II)dichloro-tris-triphenylphosphine: ruthenium(II)dichloro-tris-triphenylphosphine

: 110-67-8
3-Methoxypropionitrile

: 75-87-6
chloral

: 107-13-1
acrylonitrile

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

...Expand

: 1336-21-6
ammonium hydroxide

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

: 107-98-2
1-methoxy-2-propanol

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

Conditions

Conditions	Yield
In water; toluene

...Expand

: 55933-95-4
2,3,5-trichloro-4-hydrazino-pyridine

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

Conditions

Conditions	Yield
With sodium hypochlorite In tetrahydrofuran

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

: 107-19-7
propargyl alcohol

: 3,5-dichloro-2-(prop-2-ynyloxy)-pyridine

Conditions

Conditions	Yield
Stage #1: propargyl alcohol With sodium hydride In tetrahydrofuran at 0 - 45℃; Stage #2: 2,3,5-trichloropyridine In tetrahydrofuran at 20 - 45℃; for 24h;	100%

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

: 137-07-5
2-amino-benzenethiol

: 3493-96-7
3-chloro-1-azaphenothiazine

Conditions

Conditions	Yield
With potassium hydroxide In water; N,N-dimethyl-formamide for 4h; Reflux;	99.7%

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

: 14482-51-0
3,5-dichloro-2-bromopyridine

Conditions

Conditions	Yield
With trimethylsilyl bromide In propiononitrile at 100℃; for 14h;	99%
With hydrogen bromide; propionic acid In water at 80℃; Reagent/catalyst; Solvent;	96.8%

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

: 104408-23-3
(3,5-dichloro-2-pyridyl)hydrazine

Conditions

Conditions	Yield
With hydrazine hydrate In ethanol at 80℃; for 24h;	96%
With hydrazine hydrate	95%
With hydrazine hydrate In ethanol at 80 - 90℃;	94.5%

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

: 89402-43-7
5-chloro-2,3-difluoropyridine

Conditions

Conditions	Yield
With potassium fluoride; C6H10BNO4 In dimethyl sulfoxide at 60℃; for 5h; Solvent; Temperature;	95%
With potassium fluoride; 18-crown-6 ether; potassium carbonate; cesium fluoride In sulfolane; dimethyl sulfoxide at 120 - 200℃; for 3h;	90%
Multi-step reaction with 2 steps 1: 36.1 percent / KF; CsF; K2CO3 / [Bmim]BF4 / 10 h / 200 °C 2: 68.8 percent / CsF; K2CO3; [Bmim]BF4 / 8 h / 100 - 110 °C / 200 Torr View Scheme

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

: 90-04-0
2-methoxy-phenylamine

: 3,5-dichloro-N-(2-methoxyphenyl)pyridine-2-amine

Conditions

Conditions	Yield
With potassium carbonate; palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,2-dimethoxyethane at 85℃; for 2.5h;	94.7%

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

: 845751-67-9
2-methyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2H-indazole

: 845751-68-0
7-(3,5-dichloro-pyridin-2-yl)-2-methyl-2H-indazole

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine) palladium(0) In DMF (N,N-dimethyl-formamide); water at 65℃; for 16h;	93%

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

: 106-44-5
p-cresol

: 28232-17-9
2-(4-Methylphenoxy)-3,5-dichlorpyridin

Conditions

Conditions	Yield
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; caesium carbonate In dimethyl sulfoxide at 110℃; for 24h; Inert atmosphere; regioselective reaction;	93%

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

: 1679-18-1
4-Chlorophenylboronic acid

: 161949-47-9
3,5-dichloro-2-(4-chlorophenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	91%

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

: 5720-05-8
4-methylphenylboronic acid

: 1204385-79-4
3,5-dichloro-2-p-tolylpyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	90%

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

: 94050-90-5, 95977-31-4, 105118-15-8, 67648-61-7
(RS)-2-(4-hydroxyphenoxy)propionic acid

: 60074-25-1
D-2-[4-(3,5-dichloro-pyridin-2-yloxy)-phenoxy]-propionic acid

Conditions

Conditions	Yield
With potassium carbonate at 75℃; for 4.5h; Reagent/catalyst; Temperature;	90%

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

: 5720-06-9
2-Methoxyphenylboronic acid

: C12H9Cl2NO

Conditions

Conditions	Yield
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 5h;	90%
With potassium fluoride; tetrakis(triphenylphosphine) palladium(0) In toluene at 100℃; for 5h;	90%

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

: 406676-23-1
2,3,5-trichloro-4-iodopyridine

Conditions

Conditions	Yield
With iodine; lithium diisopropyl amide In tetrahydrofuran; hexane at -75℃;	89%
Stage #1: 2,3,5-trichloropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; Stage #2: With iodine In tetrahydrofuran at -78℃; for 2h; Inert atmosphere;	75%

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

: 1765-93-1
4-fluoroboronic acid

: 1204385-81-8
3,5-dichloro-2-(4-fluorophenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	89%

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

: 13922-41-3
1-Naphthylboronic acid

: 1204385-86-3
3,5-dichloro-2-(naphthalen-1-yl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	89%

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

: 98-80-6
phenylboronic acid

: 10469-01-9
3,5-dichloro-2-phenylpyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	89%
With palladium diacetate; potassium carbonate; triphenylphosphine In methanol; acetonitrile at 50℃; for 24h; Suzuki Coupling; Inert atmosphere; regioselective reaction;	86%

: 51834-97-0
6-methoxypyridine-3-ol

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

: 548763-85-5
5-(3,5-dichloro-pyridin-2-yloxy)-2-methoxy-pyridine

Conditions

Conditions	Yield
With potassium hydroxide In dimethyl sulfoxide	88%

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

: 1423-26-3
(meta-(trifluoromethyl)phenyl)boronic acid

: 1204385-83-0
3,5-dichloro-2-(3-(trifluoromethyl)phenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	88%

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

: 2457-47-8
3,5-dichloropyridine

Conditions

Conditions	Yield
With acetic acid; zinc In water at 65 - 95℃; for 1 - 5.25h; Product distribution / selectivity;	87.3%

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

: 16419-60-6
2-Methylphenylboronic acid

: 1204385-80-7
3,5-dichloro-2-o-tolylpyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	87%

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

: 823-56-3
2-Fluoro-3,5-dichloropyridine

Conditions

Conditions	Yield
With potassium fluoride In sulfolane at 180℃; for 20h;	86%
With potassium fluoride In sulfolane at 155 - 160℃; for 8h; Solvent; Temperature;

: 6165-69-1
Thien-3-ylboronic acid

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

: 1204385-85-2
3,5-dichloro-2-(thiophen-3-yl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	86%

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

: 5720-07-0
4-methoxyphenylboronic acid

: 1204385-82-9
3,5-dichloro-2-(4-methoxyphenyl)pyridine

Conditions

Conditions	Yield
With palladium diacetate; sodium carbonate In water; N,N-dimethyl-formamide at 60℃; for 12h; Suzuki coupling;	85%

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

: 124-41-4
sodium methylate

: 5-chloro-1,2-dimethoxypyridine

Conditions

Conditions	Yield
In dimethyl sulfoxide at 90℃; for 2h; methoxylation;	83%

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: C₅H₂C_l3N
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

Product Name

2,3,5-Trichloropyridine

Synthetic route

2,3,5-Trichloropyridine Chemical Properties

2,3,5-Trichloropyridine Toxicity Data With Reference

2,3,5-Trichloropyridine Safety Profile

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