Product Name

  • Name

    3,5-Dichloropyridine

  • EINECS 219-537-9
  • CAS No. 2457-47-8
  • Article Data22
  • CAS DataBase
  • Density 1.388 g/cm3
  • Solubility
  • Melting Point 65-67 °C
  • Formula C5H3Cl2N
  • Boiling Point 173.7 °C at 760 mmHg
  • Molecular Weight 147.992
  • Flash Point 73.4 °C
  • Transport Information
  • Appearance White to yellow powder
  • Safety 26-39-36
  • Risk Codes 22-37/38-41-36/37/38
  • Molecular Structure Molecular Structure of 2457-47-8 (3,5-Dichloropyridine)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms NSC 60546;
  • PSA 12.89000
  • LogP 2.38840

Synthetic route

3,5-dicholoropyridine N-oxide
15177-57-8

3,5-dicholoropyridine N-oxide

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With 2,3-dimethyl-2,3-butane diol; bis(N,N-dimethylformamide)dichloridodioxidomolybdenum(VI) In N,N-dimethyl acetamide at 130℃; Microwave irradiation; Sealed tube; Green chemistry; chemoselective reaction;95%
2,3,5-trichloropyridine
16063-70-0

2,3,5-trichloropyridine

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With acetic acid; zinc In water at 65 - 95℃; for 1 - 5.25h; Product distribution / selectivity;87.3%
lithioacetonitrile
99749-00-5

lithioacetonitrile

3,5-dichloropyridine-4-carbonitrile
153463-65-1

3,5-dichloropyridine-4-carbonitrile

A

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

B

3,5-dichloro-4-pyridylacetonitrile

3,5-dichloro-4-pyridylacetonitrile

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.0833333h;A n/a
B 73%
2,3,4,5,6-pentachloropyridine
2176-62-7

2,3,4,5,6-pentachloropyridine

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With sodium acetate; acetic acid; zinc at 100℃; for 5.5h; Product distribution / selectivity;65%
With acetic acid; zinc In water at 81 - 82℃; for 30h; Product distribution / selectivity;44.6 %Chromat.
With acetic acid; zinc In 1,4-dioxane; water at 81 - 82℃; for 29h; Product distribution / selectivity;60.8 %Chromat.
1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone
221615-75-4

1-(6-methyl-3-pyridinyl)-2-[4-(methylsulfonyl)phenyl]ethanone

chloromalonaldehyde

chloromalonaldehyde

A

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

B

etoricoxib
202409-33-4

etoricoxib

C

1-(6-methyl-3-pyridinyl)-3-(4-methanesulfonylphenyl)furan

1-(6-methyl-3-pyridinyl)-3-(4-methanesulfonylphenyl)furan

Conditions
ConditionsYield
With ammonium acetate In propionic acid at 125℃;A n/a
B 62%
C 15%
methyllithium
917-54-4

methyllithium

3,5-dichloropyridine-4-carbonitrile
153463-65-1

3,5-dichloropyridine-4-carbonitrile

A

3,5-dichloro-4-picoline
100868-46-0

3,5-dichloro-4-picoline

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

C

3,5-dichloro-4-pyridylacetonitrile

3,5-dichloro-4-pyridylacetonitrile

D

methyl 3,5-dichloro-4-pyridyl imine
402561-62-0

methyl 3,5-dichloro-4-pyridyl imine

Conditions
ConditionsYield
In tetrahydrofuran at -75℃; for 0.333333h;A 12%
B 12%
C 9%
D 57%
methyllithium
917-54-4

methyllithium

3,5-dichloropyridine-4-carbonitrile
153463-65-1

3,5-dichloropyridine-4-carbonitrile

A

3,5-dichloro-4-picoline
100868-46-0

3,5-dichloro-4-picoline

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

C

3,5-dichloro-4-pyridylacetonitrile

3,5-dichloro-4-pyridylacetonitrile

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.333333h;A 3%
B 45%
C 32%
2,3,5-trichloropyridine
16063-70-0

2,3,5-trichloropyridine

A

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

B

N,N'-bis(3,5-dichloro-2-pyridyl)hydrazine

N,N'-bis(3,5-dichloro-2-pyridyl)hydrazine

Conditions
ConditionsYield
With hydrazine hydrate In dimethyl sulfoxide Heating;A 18%
B 28%
3-HYDROXYPYRIDINE
109-00-2

3-HYDROXYPYRIDINE

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With phosphorus pentachloride
2-methoxy-3,4-dihydro-2H-pyran
4454-05-1

2-methoxy-3,4-dihydro-2H-pyran

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With chlorine Eintragen des Reaktionsgemisches in eine heisse wss. Loesung von Ammoniumchlorid und Eisen(III)-chlorid;
With chlorine Eintragen des Reaktionsgemisches in eine heisse wss. Loesung von Ammoniumchlorid und Eisen(III)-chlorid;
5-chloropyridin-3-amine
22353-34-0

5-chloropyridin-3-amine

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

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

3,5-dichloropyridine-2-carboxylic acid

glycerol
56-81-5

glycerol

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

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

3,5-dichloropyridine-2-carboxylic acid

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
Erhitzen auf Temperaturen oberhalb des Schmelzpunkts;
3,5-dichloropyridine-4-carboxylic acid
13958-93-5

3,5-dichloropyridine-4-carboxylic acid

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
at 230℃; im Rohr;
pyridine hydrochloride
628-13-7

pyridine hydrochloride

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With chlorine at 115 - 120℃;
pyridine hydrochloride
628-13-7

pyridine hydrochloride

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With chlorine at 170℃;
With chlorine at 200℃;
nopinone
24903-95-5

nopinone

N-[(2Z)-2-chloro-3-(dimethylamino)prop-2-en-1-ylidene]-N-methylmethanaminium perchlorate

N-[(2Z)-2-chloro-3-(dimethylamino)prop-2-en-1-ylidene]-N-methylmethanaminium perchlorate

A

5-chloropyrimidine
17180-94-8

5-chloropyrimidine

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

C

5-Chloro-10,10-dimethyl-3-aza-tricyclo[7.1.1.02,7]undeca-2(7),3,5-triene
117648-74-5

5-Chloro-10,10-dimethyl-3-aza-tricyclo[7.1.1.02,7]undeca-2(7),3,5-triene

Conditions
ConditionsYield
Multistep reaction. Yields of byproduct given;
Yield given. Multistep reaction;
C5H3Cl2FN

C5H3Cl2FN

A

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

B

3,5-dichloro-N-fluoropyridinium
107264-05-1

3,5-dichloro-N-fluoropyridinium

Conditions
ConditionsYield
With 4-bromoanisole cation radical In acetonitrile at 23℃; Rate constant; Mechanism;
N-methyl-3,5-dichloropyridinium iodide
23029-86-9

N-methyl-3,5-dichloropyridinium iodide

triphenylphosphine
603-35-0

triphenylphosphine

A

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

B

methyl-triphenylphosphonium iodide
2065-66-9

methyl-triphenylphosphonium iodide

Conditions
ConditionsYield
In acetonitrile at 115℃; Rate constant; Thermodynamic data; k2=15.1s-1M-1; var. temp. ΔS*=9.1 e.u. ΔH*=29.7kcal/mol;
N-methyl-3,5-dichloropyridinium iodide
23029-86-9

N-methyl-3,5-dichloropyridinium iodide

methyl iodide
74-88-4

methyl iodide

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
In acetonitrile at 25℃; Kinetics; Equilibrium constant; Thermodynamic data; ΔG(excit.), ΔH(excit.), ΔS(excit.);
3.5-dichloro-picolinic acid

3.5-dichloro-picolinic acid

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With glycerol beim Destillieren;
barium salt of/the/ pyridine-disulfonic acid-(3.5)

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

A

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

2,3,5-trichloropyridine

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
With phosphorus pentachloride at 200℃;
pyridine
110-86-1

pyridine

chlorine
7782-50-5

chlorine

nitrogen

nitrogen

pumice stone

pumice stone

A

3,4,5-trichloropyridine
33216-52-3

3,4,5-trichloropyridine

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
at 220℃;
pyridine
110-86-1

pyridine

chlorine
7782-50-5

chlorine

A

3-Chloropyridine
626-60-8

3-Chloropyridine

B

3,4,5-trichloropyridine
33216-52-3

3,4,5-trichloropyridine

C

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

2,3,4,5,6-pentachloropyridine

D

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
at 170℃; beim Behandeln des Pyridin-hydrochlorids;
3,4,5-trichloropicolinic acid
5439-04-3

3,4,5-trichloropicolinic acid

hydrogen iodide
10034-85-2

hydrogen iodide

red phosphorus

red phosphorus

A

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

3,5-dichloropyridine-2-carboxylic acid

B

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

C

3,5-dichloro-4-iodo-pyridine(?)

3,5-dichloro-4-iodo-pyridine(?)

3,5-dichloropyridine-4-carboxaldehyde
136590-83-5

3,5-dichloropyridine-4-carboxaldehyde

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
Stage #1: 3,5-dichloropyridine-4-carboxaldehyde With phenyllithium In diethyl ether; hexane at -75℃; for 2h;
Stage #2: With hydroxide In water
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride / 180 - 220 °C / im Rohr und Zersetzen des Reaktionsprodukts mit Wasser
2: 230 °C / im Rohr
View Scheme
3,5-dichloro-4-hydroxy-pyridine-2-carboxylic acid
846045-08-7, 858443-51-3

3,5-dichloro-4-hydroxy-pyridine-2-carboxylic acid

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: POCl3; PCl5
3: ethanolic alkaline solution
4: aqueous HI; red phosphorus
5: Erhitzen auf Temperaturen oberhalb des Schmelzpunkts
View Scheme
3,4,5-trichloro-pyridine-2-carbonyl chloride

3,4,5-trichloro-pyridine-2-carbonyl chloride

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
2: ethanolic alkaline solution
3: aqueous HI; red phosphorus
4: Erhitzen auf Temperaturen oberhalb des Schmelzpunkts
View Scheme
pyrrolidine
123-75-1

pyrrolidine

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

3-Chloro-5-pyrrolidin-1-yl-pyridine

3-Chloro-5-pyrrolidin-1-yl-pyridine

Conditions
ConditionsYield
at 100℃; under 4500360 Torr; for 72h;100%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

allyl alcohol
107-18-6

allyl alcohol

3-chloro-5-propen-cis-yloxypyridine
897396-03-1

3-chloro-5-propen-cis-yloxypyridine

Conditions
ConditionsYield
Stage #1: allyl alcohol With sodium at 80℃; for 3h;
Stage #2: 3,5-dichloropyridine In dimethyl sulfoxide at 60℃; for 1h;
100%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

butan-1-ol
71-36-3

butan-1-ol

3-n-butoxy-5-chloropyridine
303161-67-3

3-n-butoxy-5-chloropyridine

Conditions
ConditionsYield
Stage #1: butan-1-ol With sodium at 80℃; for 3h;
Stage #2: 3,5-dichloropyridine In dimethyl sulfoxide at 70℃; for 10h;
100%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

Dimethylphenylsilane
766-77-8

Dimethylphenylsilane

3,5-dichloro-1-[dimethyl(phenyl)silyl]-1,4-dihydropyridine
1308789-48-1

3,5-dichloro-1-[dimethyl(phenyl)silyl]-1,4-dihydropyridine

Conditions
ConditionsYield
With C29H38PRuS(1+)*C32H12BF24(1-) In neat (no solvent) at 20℃; for 12h; Inert atmosphere; Glovebox;98%
With tris(pentafluorophenyl)borate In (2)H8-toluene at 85℃; for 5h; Inert atmosphere; chemoselective reaction;92 %Spectr.
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

3,5-dicholoropyridine N-oxide
15177-57-8

3,5-dicholoropyridine N-oxide

Conditions
ConditionsYield
With peracetic acid In chloroform; acetic acid at 50℃; for 67h;96%
With dihydrogen peroxide; methyltrioxorhenium(VII) In dichloromethane; water at 24℃; for 17h;94%
With bis-trimethylsilanyl peroxide; per-rhenic acid In dichloromethane; water at 24℃; for 20h;90%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

sodium thiomethoxide
5188-07-8

sodium thiomethoxide

5-Chloro-3-methylsulfenylpyridine
98627-01-1

5-Chloro-3-methylsulfenylpyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide Heating;95%
In N,N-dimethyl-formamide at 20℃; for 1h;
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

5-Chloro-3-methylsulfenylpyridine
98627-01-1

5-Chloro-3-methylsulfenylpyridine

Conditions
ConditionsYield
With mesna In N,N-dimethyl-formamide Ambient temperature;95%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

phenylboronic acid
98-80-6

phenylboronic acid

3,5-diphenylpyridine
92-07-9

3,5-diphenylpyridine

Conditions
ConditionsYield
With sodium hydroxide; polyaniline-supported palladium In water at 100℃; for 6h; Suzuki coupling;95%
With caesium carbonate; dihydrogen dichloro-bis(di-tert-butylphosphinito-κP)palladium(2-) In 1,2-dimethoxyethane Suzuki-Miyaura cross-coupling; Heating;74%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

benzaldehyde
100-52-7

benzaldehyde

phenyl(3,5-dichloro-4-pyridyl)methanol

phenyl(3,5-dichloro-4-pyridyl)methanol

Conditions
ConditionsYield
Stage #1: 3,5-dichloropyridine; benzaldehyde With tris(trimethylsilyl)amine; cesium fluoride In N,N-dimethyl-formamide at 20℃; for 6h;
Stage #2: With methanol; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;
94%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

pivalaldehyde
630-19-3

pivalaldehyde

C10H13Cl2NO

C10H13Cl2NO

Conditions
ConditionsYield
Stage #1: 3,5-dichloropyridine; pivalaldehyde With tris(trimethylsilyl)amine; cesium fluoride In N,N-dimethyl-formamide at 20℃; for 6h;
Stage #2: With methanol; potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;
94%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

4,4-ethylenedioxy-piperidine
177-11-7

4,4-ethylenedioxy-piperidine

C12H15N2O2Cl

C12H15N2O2Cl

Conditions
ConditionsYield
With sodium t-butanolate; XPhos; palladium diacetate In toluene; tert-butyl alcohol at 120℃; for 14h; Buchwald-Hartwig amination;93%
tetrafluoroboric acid diethyl ether
67969-82-8

tetrafluoroboric acid diethyl ether

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

BF4(1-)*C5H3Cl2N*H(1+)

BF4(1-)*C5H3Cl2N*H(1+)

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃;93%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

tert-butyl 1,4-diazepine-1-carboxylate
112275-50-0

tert-butyl 1,4-diazepine-1-carboxylate

4-(5-chloropyridin-3-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester
303161-70-8

4-(5-chloropyridin-3-yl)-[1,4]diazepane-1-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With palladium diacetate; sodium t-butanolate; XPhos In toluene; tert-butyl alcohol at 120℃; for 18h; Buchwald-Hartwig reaction; Inert atmosphere;92%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

sodium ethanolate
141-52-6

sodium ethanolate

3-chloro-5-ethoxypyridine
223797-65-7

3-chloro-5-ethoxypyridine

Conditions
ConditionsYield
In dimethyl sulfoxide at 90℃; for 2h; ethoxylation;91%
89%
In dimethyl sulfoxide at 80℃; for 1h;
pyridine-4-carbonitrile
100-48-1

pyridine-4-carbonitrile

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

[4-(3,5-dichloro)pyridyl](4-pyridyl)ketimine
847446-18-8

[4-(3,5-dichloro)pyridyl](4-pyridyl)ketimine

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h;91%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

3,5-dichloropyridine-4-carboxaldehyde
136590-83-5

3,5-dichloropyridine-4-carboxaldehyde

bis[4-(3,5-dichloro)pyridyl]methanol
847446-20-2

bis[4-(3,5-dichloro)pyridyl]methanol

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2h;91%
Methyl formate
107-31-3

Methyl formate

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

3,5-dichloropyridine-4-carboxaldehyde
136590-83-5

3,5-dichloropyridine-4-carboxaldehyde

Conditions
ConditionsYield
Stage #1: 3,5-dichloropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: Methyl formate In tetrahydrofuran at -78℃; for 1.4h; Further stages.;
90%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

acetaldehyde
75-07-0

acetaldehyde

1-(3,5-dichloropyridin-4-yl)ethan-1-ol
1254473-66-9

1-(3,5-dichloropyridin-4-yl)ethan-1-ol

Conditions
ConditionsYield
Stage #1: 3,5-dichloropyridine With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexanes at -78℃;
Stage #2: acetaldehyde In tetrahydrofuran; hexanes at -78℃; for 3h;
Stage #3: With water; ammonium chloride In tetrahydrofuran; hexanes at -78℃;
90%
Stage #1: 3,5-dichloropyridine; acetaldehyde With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 3h;
Stage #2: With ammonium chloride In tetrahydrofuran; hexane; water at -78 - 20℃;
90%
With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃;90%
Stage #1: 3,5-dichloropyridine With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #2: acetaldehyde In tetrahydrofuran at 20℃; for 2h;
66%
With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 3h;65%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

methyl chloroformate
79-22-1

methyl chloroformate

phenylacetylene
536-74-3

phenylacetylene

methyl 3,5-dichloro-2-(phenylethynyl)pyridine-1(2H)-carboxylate

methyl 3,5-dichloro-2-(phenylethynyl)pyridine-1(2H)-carboxylate

Conditions
ConditionsYield
With copper(l) iodide; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere;90%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

p-tolylboronic pinacol ester
195062-57-8

p-tolylboronic pinacol ester

3,5-bis(4-methylphenyl)pyridine
26409-32-5

3,5-bis(4-methylphenyl)pyridine

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; potassium hydroxide In neat (no solvent) at 110℃; for 24h; Suzuki-Miyaura Coupling; Schlenk technique; Inert atmosphere;89%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
25015-63-8

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

C11H16BCl2NO2

C11H16BCl2NO2

Conditions
ConditionsYield
With C14H22N2P(1+)*CF3O3S(1-) In [D3]acetonitrile at 28℃; for 1h; Inert atmosphere; Glovebox; Sealed tube; regioselective reaction;89%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

3,5,3',5'-tetrachloro-[4,4']bipyridinyl

3,5,3',5'-tetrachloro-[4,4']bipyridinyl

Conditions
ConditionsYield
Stage #1: 3,5-dichloropyridine With Bu3MgLi In tetrahydrofuran at -10℃; for 2h;
Stage #2: With iodine In tetrahydrofuran at 20℃; for 18h; Further stages.;
88%
Stage #1: 3,5-dichloropyridine With lithium diisopropyl amide In tetrahydrofuran at -40℃; for 1h; Inert atmosphere;
Stage #2: With iodine In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere;
44%
Multi-step reaction with 2 steps
1.1: Bu3MgLi / tetrahydrofuran / 2 h / -10 °C
1.2: D2O / tetrahydrofuran
2.1: I2 / tetrahydrofuran; H2O
View Scheme
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

sodium methylate
124-41-4

sodium methylate

3-chloro-5-methoxypyridine
95881-83-7

3-chloro-5-methoxypyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃;87%
In dimethyl sulfoxide at 70℃; for 2h;77%
In dimethyl sulfoxide at 80℃; for 1h;62%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

sodium isopropanethiolate
20607-43-6

sodium isopropanethiolate

3,5-bis(isopropylthio)pyridine
98627-07-7

3,5-bis(isopropylthio)pyridine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 80℃;87%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

5-chloro-2-methoxypyridine
13473-01-3

5-chloro-2-methoxypyridine

Conditions
ConditionsYield
With sodium methylate In N,N-dimethyl-formamide at 80℃; for 2h;87%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

3,5-bis(isopropylthio)pyridine
98627-07-7

3,5-bis(isopropylthio)pyridine

Conditions
ConditionsYield
With sodium isopropanethiolate In N,N-dimethyl-formamide at 80℃; for 15h;87%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

3,5-bis-(4-methoxyphenyl)-pyridine
26409-33-6

3,5-bis-(4-methoxyphenyl)-pyridine

Conditions
ConditionsYield
Stage #1: 1-bromo-4-methoxy-benzene With magnesium In tetrahydrofuran Metallation;
Stage #2: 3,5-dichloropyridine With dibromobis(triphenylphosphine)nickel(II) In tetrahydrofuran Grignard reaction; Further stages.;
86%
With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); magnesium; ethylene dibromide In tetrahydrofuran at 0℃; Inert atmosphere; Reflux;73%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

4-bromo-3,5-dichloropyridine
343781-45-3

4-bromo-3,5-dichloropyridine

Conditions
ConditionsYield
Stage #1: 3,5-dichloropyridine With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -75℃; for 2h;
Stage #2: With bromine In tetrahydrofuran; hexane at -75℃; for 3h;
86%

3,5-Dichloropyridine Chemical Properties

3,5-Dichloropyridine (2457-47-8) is also named as Dichloropyridine,98% ; 3,5-Dichloroypyridine ; 3,5-Dichloropyridine,97% ; Pyridine, 3,5-dichloro- ; WLN: T6NJ CG  EG ; CCRIS 1719 ; D73804_ALDRICH ; NSC60546 ; EINECS 219-537-9 ,and so on.
3,5-Dichloropyridine (2457-47-8) is usually white to yellow powder.

IUPAC Name: 3,5-dichloropyridine
CAS: 2457-47-8
Molecular Formula: C5H3Cl2N
Molecular Weight: 147.99
Molecular structure:
EINECS: 219-537-9
Melting point:  65-67°C 
BRN:  1973
ACD/LogD (pH 5.5): 2.43 
ACD/LogD (pH 7.4): 2.43 
ACD/BCF (pH 5.5): 41.03 
ACD/BCF (pH 7.4): 41.03 
ACD/KOC (pH 5.5): 496.91 
ACD/KOC (pH 7.4): 496.92 
H bond acceptors: 1 
H bond donors: 0 
Freely Rotating Bonds: 0 
Index of Refraction: 1.553 
Molar Refractivity: 34.13 cm3 
Molar Volume: 106.5 cm3 
Polarizability: 13.53 10-24cm3 
Surface Tension: 43.1 dyne/cm 
Density: 1.388 g/cm3 
Flash Point: 73.4 °C 
Enthalpy of Vaporization: 39.32 kJ/mol 
Boiling Point: 173.7 °C at 760 mmHg 
Vapour Pressure: 1.67 mmHg at 25°C  

3,5-Dichloropyridine Uses

3,5-Dichloropyridine (2457-47-8) is commonly used as pharmaceutical intermediate and pesticide intermediate.

3,5-Dichloropyridine Toxicity Data With Reference

RTECS:  US8575000

mouse LD50 intraperitoneal 1180mg/kg (1180mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: ANTIPSYCHOTIC

LIVER: FATTY LIVER DEGERATION
Toxicology and Applied Pharmacology. Vol. 11, Pg. 361, 1967.

 

3,5-Dichloropyridine Safety Profile

Hazard Codes:  Xn,Xi
Risk Statements:  22-37/38-41-36/37/38 (22:  Harmful if swallowed 37/38:  Irritating to respiratory system and skin 41:  Risk of serious damage to eyes 36/37/38:  Irritating to eyes, respiratory system and skin)
Safety Statements:  26-39-36 (26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 39:  Wear eye/face protection 36:  Wear suitable protective clothing)
Hazard Note:  Irritant

3,5-Dichloropyridine Specification

Removal in wastewater treatment of 3,5-Dichloropyridine (2457-47-8) can be stated as follows:
Total removal:3.51  percent
Total biodegradation:0.10  percent
Total sludge adsorption:3.17  percent
Total to Air:0.24  percent
(using 10000 hr Bio P,A,S)
 

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