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2942-59-8

Basic Information
CAS No.: 2942-59-8
Name: 2-Chloronicotinic acid
Molecular Structure:
Molecular Structure of 2942-59-8 (2-Chloronicotinic acid)
Formula: C6H4ClNO2
Molecular Weight: 157.56
Synonyms: 3-Pyridinecarboxylic acid, 2-chloro-;Nicotinic acid, 2-chloro-;2-chloropyridine-3-carboxylic acid;2-chloropyridine-3-carboxylate;2-Chloro-3-pyridinecarboxylic acid;2-chloro-3-pyridine carboxylic acid;2,3-Pyridinedicarboxylic anhydride;2-Chloro-nicotinic acid;
EINECS: 220-937-0
Density: 1.47 g/cm3
Melting Point: 176-178 °C (dec.)(lit.)
Boiling Point: 316.8 °C at 760 mmHg
Flash Point: 145.4 °C
Solubility:
Appearance: white to cream powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 22-24/25-37/39-26-36
Transport Information:
PSA: 50.19000
LogP: 1.43320
Synthetic route
18368-76-8

2 chloro-3-methylpyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With ozone; acetic acid at 20℃; for 5h; Reagent/catalyst; Temperature;98%
With N-hydroxyphthalimide; oxygen; cobalt(III) acetylacetonate In acetonitrile at 80℃; under 7500.75 Torr; for 18h; Reagent/catalyst; Temperature; Autoclave;94.1%
With permanganate(VII) ion
96440-05-0

2-chloro-3-ethylpyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With sodium acetate; ozone; acetic acid at 20℃; for 5h; Temperature; Reagent/catalyst;98%
With potassium permanganate; water

2-chloro-3-isopropylpyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With iron(II) acetate; ozone; acetic acid at 100℃; Reagent/catalyst; Temperature;98%

2-chloro-3-(dichloromethyl)-pyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With 10% Ru/C; oxygen; sodium carbonate In tetrahydrofuran at 140℃; under 22502.3 - 30003 Torr; for 4h; Catalytic behavior; Temperature; Solvent; Pressure; Autoclave; Green chemistry;95.4%
1452-94-4

ethyl 2-chloronicotinate

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With sodium hydroxide at 80℃; for 2h; Temperature;95.2%
With sodium hydroxide In methanol; water at 75℃;
89581-84-0

2-chloro-3-(chloromethyl)pyridine

64-19-7

acetic acid

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With sodium nitrite In dimethyl sulfoxide at 20℃; for 8h; Temperature; Solvent;95.1%
49609-84-9

2-Chloronicotinoyl chloride

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With water at 0 - 5℃; for 0.5h; pH=1.5; Alkaline conditions; Green chemistry;92%
In water
89-00-9

Pyridine-2,3-dicarboxylic acid

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With potassium permanganate; chlorine In water at 85 - 90℃; Reagent/catalyst; Solvent;91%
72648-12-5

2-chloro-3-(trichloromethyl)-pyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With sulfuric acid; lithium acetate; water; silver; fluorosulphonic acid; acetic acid In methanol at 55 - 60℃; Electrolysis;91%
With water
59-67-6

nicotinic acid

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
Stage #1: nicotinic acid With dihydrogen peroxide; acetic acid In toluene Reflux;
Stage #2: With phosphorus pentachloride; trichlorophosphate In toluene Reflux;
90%
Multi-step reaction with 3 steps
1: molybdic acid; dihydrogen peroxide / water / 3 h / 92 - 95 °C / Green chemistry
2: trichlorophosphate; triethylamine / 6 h / 10 - 100 °C / Green chemistry
3: water / 0.5 h / 0 - 5 °C / pH 1.5 / Alkaline conditions; Green chemistry
View Scheme
6602-54-6

2-chloro-3-pyridinecarbonitrile

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With water; sodium hydroxide for 3h; Reflux;90%
With sulfuric acid at 100℃; for 10h;88%
With water; sodium chloride; sodium hydroxide at 90℃; Reagent/catalyst; Temperature;
1033125-18-6

2-chloro-3-vinylpyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With zinc diacetate; ozone In ethanol at 100℃;87%

2-chloro-3-tert-butylpyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With zinc diacetate; ozone In acetonitrile at 100℃;85%
14906-64-0

3-cyanopyridine N-oxide

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With bis(trichloromethyl) carbonate In 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide for 0.0833333h; Solvent; Reagent/catalyst; Time; Reflux; Large scale; Green chemistry;68.6%
2398-81-4

Nicotinic acid N-oxide

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With triethylamine; trichlorophosphate at 100℃; for 4h;65%
201230-82-2

carbon monoxide

78607-36-0

2-chloro-3-iodopyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With water; palladium diacetate; triethylamine; triphenylphosphine In 1,4-dioxane at 110℃; under 11251.1 Torr; for 2h; Flow reactor;57%
42330-59-6

(2-chloropyrid-3-yl)methanol

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With 3,5-Lutidine; 4-acetylamino-2,2,6,6-tetramethylpiperidine-N-oxyl; sodium persulfate; tris(2,2'‐bipyridine)ruthenium(II) hexafluorophosphate In water; acetonitrile at 20℃; for 48h; Sealed tube; Irradiation;24%
609-71-2

2-hydroxy-3-carboxypyridine

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate
With sodium hydroxide; trichlorophosphate In toluene
6602-54-6

2-chloro-3-pyridinecarbonitrile

56-40-6

glycine

A

2942-59-8

2-chloronicotinic acid

B

74149-43-2

N-(3-carboxamido-2-pyridyl)glycine

Conditions
ConditionsYield
With sodium carbonate In water for 12h; Heating;A n/a
B 1.4 g
2398-81-4

Nicotinic acid N-oxide

A

5326-23-8

6-Chloro-3-pyridinecarboxylic acid

B

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate
2398-81-4

Nicotinic acid N-oxide

A

2942-59-8

2-chloronicotinic acid

B

117638-64-9

1-(5-Carboxy-2-pyridyl)-2-pyridon-3-carbonsaeure

Conditions
ConditionsYield
With trichlorophosphate In N,N-dimethyl-formamide Yield given;
α-chloro-nicotine

α-chloro-nicotine

2942-59-8

2-chloronicotinic acid

2-oxy-nicotinic acid

2-oxy-nicotinic acid

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate at 140℃; Zersetzen des Reaktionsprodukts mit Wasser;
nicotinic acid-1-oxide

nicotinic acid-1-oxide

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate
(S)-2'-chloro-1,2,3,4,5,6-hexahydro-<2,3'>bipyridyl

(S)-2'-chloro-1,2,3,4,5,6-hexahydro-<2,3'>bipyridyl

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With potassium permanganate
2-<2-oxo-1,2-dihydro-pyridine-3-carbonylimino>-2H-<1,2'>bipyridyl-3'-carboxylic acid

2-<2-oxo-1,2-dihydro-pyridine-3-carbonylimino>-2H-<1,2'>bipyridyl-3'-carboxylic acid

A

106531-39-9

5H-dipyrido<1,2-a:3',2'>pyrimidin-5-one

B

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate
2398-81-4

Nicotinic acid N-oxide

10026-13-8, 874483-75-7

phosphorus pentachloride

A

2942-59-8

2-chloronicotinic acid

B

10177-29-4

4-chloronicotinic acid

nicotinic acid-1-oxide

nicotinic acid-1-oxide

A

2942-59-8

2-chloronicotinic acid

B

10177-29-4

4-chloronicotinic acid

Conditions
ConditionsYield
With phosphorus pentachloride; trichlorophosphate
152361-99-4

ethyl 2-chloro-2-cyano-5-oxopentanoate

2942-59-8

2-chloronicotinic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 65 percent / PCl3, HCl(g) / dimethylformamide; toluene / 1.) 60 deg C, 30 min; 2.) 90 deg C, 1.5 h
2: NaOH / methanol; H2O / 75 °C
View Scheme
2942-59-8

2-chloronicotinic acid

40134-18-7

methyl 2-chloropyridine-3-carboxylate

Conditions
ConditionsYield
In methanol at -15℃; for 4h;100%
In methanol; diethyl ether; ethanol84%
78%
With methanol; diethyl ether
2942-59-8

2-chloronicotinic acid

49609-84-9

2-Chloronicotinoyl chloride

Conditions
ConditionsYield
With thionyl chloride for 3h; Heating;100%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 25℃; for 3h; Inert atmosphere;100%
With thionyl chloride for 3h; Heating;99%
2942-59-8

2-chloronicotinic acid

139756-02-8

4-amino-1-methyl-3-propyl-1H-pyrazole-5-carboxamide

1370409-73-6

N-(5-carbamoyl-1-methyl-3-propyl-1H-pyrazol-4-yl)-2-chloronicotinamide

Conditions
ConditionsYield
With triethylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate In 1,2-dichloro-ethane at 120℃; for 0.333333h; Microwave irradiation;100%
2942-59-8

2-chloronicotinic acid

706792-04-3

methyl 3-amino-5-ethoxybenzoate

methyl 3-(2-chloronicotineamido)-5-ethoxybenzoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 2h; Large scale;100%
2942-59-8

2-chloronicotinic acid

75-04-7

ethylamine

669087-25-6

2-(ethylamino)-3-pyridine carboxylic acid

Conditions
ConditionsYield
at 120℃; for 4h;99.7%
at 120℃; for 4h; Sealed vessel;99.7%
2942-59-8

2-chloronicotinic acid

75910-09-7

C12H6Cl2N2O3

Conditions
ConditionsYield
With 1-ethyl-piperidine; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride In tetrahydrofuran at 20℃; for 0.666667h;99%
2942-59-8

2-chloronicotinic acid

3-bromo-fluorophenylmercaptan

Conditions
ConditionsYield
In N,N-dimethyl-formamide; trichlorophosphate99%
2942-59-8

2-chloronicotinic acid

18107-18-1

diazomethyl-trimethyl-silane

40134-18-7

methyl 2-chloropyridine-3-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran; methanol; hexane at 20℃; for 1.5h;99%
In methanol; hexanes; toluene at 20℃;85.42%
2942-59-8

2-chloronicotinic acid

27469-61-0

1-(4,4'-dichloro-benzhydryl)-piperazine

(4-(bis(4-chlorophenyl)methyl)piperazin-1-yl)(2-chloropyridin-3-yl)methanone

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;99%
2942-59-8

2-chloronicotinic acid

74-89-5

methylamine

32399-13-6

2-(methylamino)pyridine-3-carboxylic acid

Conditions
ConditionsYield
In water at 140℃; for 1.5h; Reactivity; Concentration; Temperature; Time; Microwave irradiation; Biotage Initiator;98%
With sodium hydroxide In methanol at 90℃; for 48h; Temperature; Solvent; Autoclave;93.8%
In water at 120℃; for 15h; sealed tube;56%
With pyridine; toluene-4-sulfonic acid In water Heating;
In ethanol at 80℃; for 80h; Autoclave;
2942-59-8

2-chloronicotinic acid

17228-38-5

N-methyl-1H-benzo[d]imidazol-2-amine

5,6-dihydro-6-methyl-5-oxopyrido<3',2':5,6>pyrimido<1,2-a>benzimidazole

Conditions
ConditionsYield
With Ullmann copper; potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 170℃; for 5h;98%
2942-59-8

2-chloronicotinic acid

64-17-5

ethanol

1452-94-4

ethyl 2-chloronicotinate

Conditions
ConditionsYield
Stage #1: 2-chloronicotinic acid With thionyl chloride
Stage #2: ethanol
98%
With dmap; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide for 4h;95%
With sulfuric acid for 2h; Reflux;79%
2942-59-8

2-chloronicotinic acid

40134-18-7

methyl 2-chloropyridine-3-carboxylate

Conditions
ConditionsYield
With thionyl chloride; triethylamine In methanol; toluene98%
Multi-step reaction with 2 steps
1: SOCl2 / 2.5 h / Heating
2: Et3N / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1: thionyl chloride / 2 h / Heating
2: 1 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: SOCl2 / benzene / 3 h / Heating
2: 0.33 h / Heating
View Scheme
With thionyl chloride In methanol
2942-59-8

2-chloronicotinic acid

75-03-6

ethyl iodide

1452-94-4

ethyl 2-chloronicotinate

Conditions
ConditionsYield
With potassium carbonate In N-methyl-acetamide; water98%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 72h;
2942-59-8

2-chloronicotinic acid

156-43-4

4-Ethoxyaniline

4394-10-9

2-[(4-ethoxyphenyl)amino]pyridine-3-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In water at 150℃; for 1.5h; Green chemistry;98%
With potassium carbonate In water at 150℃; for 1h; Microwave irradiation;86%
2942-59-8

2-chloronicotinic acid

57260-71-6

1-t-Butoxycarbonylpiperazine

1-(2-chloronicotinoyl)piperazine hydrochloride

Conditions
ConditionsYield
Stage #1: 2-chloronicotinic acid With thionyl chloride In dichloromethane at 0 - 50℃; for 4h; Reflux;
Stage #2: 1-t-Butoxycarbonylpiperazine With triethylamine In dichloromethane for 1h;
Stage #3: With hydrogenchloride In ethanol for 1h; Reflux;
98%
2942-59-8

2-chloronicotinic acid

54396-44-0

2-methyl-3-trifluoromethylaniline

38677-85-9

flunixin

Conditions
ConditionsYield
With perfluorosulfonic acid resin In water at 65 - 70℃; for 2.5h; Temperature; Industrial scale;97.1%
With potassium hydroxide; toluene-4-sulfonic acid In water83%
With pyridine; toluene-4-sulfonic acid In water Reflux;73%
With toluene-4-sulfonic acid; copper(II) oxide; sodium hydroxide In 1,2-dimethoxyethane; water at 45℃; for 0.6h; Reagent/catalyst; Temperature;
2942-59-8

2-chloronicotinic acid

108-98-5

thiophenol

35620-72-5

2-(phenylthio)nicotinic acid

Conditions
ConditionsYield
With potassium carbonate In water at 180℃; for 2h;97%
at 190℃;
2942-59-8

2-chloronicotinic acid

108-42-9

3-chloro-aniline

57978-41-3

2-<(3-chlorophenyl)amino>-3-pyridinecarboxylic acid

Conditions
ConditionsYield
With toluene-4-sulfonic acid In water for 4h; Reflux;97%
With potassium carbonate In water at 150℃; for 3h; Green chemistry;94%
With sodium iodide at 100 - 140℃; for 3h;94%
247570-24-7

tert-butyl N-[(1s,4s)-4-aminocyclohexyl]carbamate

2942-59-8

2-chloronicotinic acid

834868-97-2

syn-{4-[(2-chloro-pyridine-3-carbonyl)-amino]-cyclohexyl}-carbamic acid tert-butyl ester

Conditions
ConditionsYield
Stage #1: 2-chloronicotinic acid; oxalyl dichloride With N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 3.16667h;
Stage #2: tert-butyl N-[(1s,4s)-4-aminocyclohexyl]carbamate With N-ethyl-N,N-diisopropylamine In dichloromethane for 18h;
97%
2942-59-8

2-chloronicotinic acid

1783-81-9

3-methylmercaptoaniline

115891-07-1

2-(3-Methylsulfanyl-phenylamino)-nicotinic acid

Conditions
ConditionsYield
96%
2942-59-8

2-chloronicotinic acid

71-36-3

butan-1-ol

28355-23-9

2-n-butoxypyridine-3-carboxylic acid

Conditions
ConditionsYield
With sodium In ethyl acetate96%
Stage #1: butan-1-ol With sodium hydride In dimethyl sulfoxide at 0℃; for 0.5h;
Stage #2: 2-chloronicotinic acid In dimethyl sulfoxide at 20℃;
Stage #3: With hydrogenchloride In water; dimethyl sulfoxide
2942-59-8

2-chloronicotinic acid

106-49-0

p-toluidine

60645-32-1

2-[(4-methylphenyl)amino]pyridine-3-carboxylic acid

Conditions
ConditionsYield
With potassium carbonate In water at 150℃; for 2.5h; Green chemistry;96%
With potassium carbonate In water at 150℃; for 1h; Microwave irradiation;81%
With pyridine; toluene-4-sulfonic acid In water; acetone at 70℃; for 8h;
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    2-Chloronicotinic acid

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  • CAS:2942-59-8 2-Chloronicotinic acid

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    CAS:2942-59-8 2-Chloronicotinic acid

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    2-Chloronicotinic acid Productr Name: 2-Chloro-3-pyridinecarboxylic acid CAS NO.: 2942-59-8 Molecular Formula: C6H4ClNO2 Molecular

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    2-Chloronicotinic acid

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Chemistry

Molecular structure of 2-Chloronicotinic acid (CAS NO.2942-59-8) is:

Product Name: 2-Chloronicotinic acid
CAS Registry Number: 2942-59-8
IUPAC Name: 2-chloropyridine-3-carboxylic Acid
Molecular Weight: 157.55446 [g/mol]
Molecular Formula: C6H4ClNO2
XLogP3-AA: 1.3
H-Bond Donor: 1
H-Bond Acceptor: 3
EINECS: 220-937-0
Melting Point: 176-178 °C (dec.)(lit.)
Index of Refraction: 1.59
Molar Refractivity: 36.16 cm3
Molar Volume: 107.1 cm3
Surface Tension: 61 dyne/cm
Density: 1.47 g/cm3
Flash Point: 145.4 °C
Enthalpy of Vaporization: 58.93 kJ/mol
Boiling Point: 316.8 °C at 760 mmHg
Vapour Pressure: 0.000168 mmHg at 25 °C
Product Categories: blocks;Carboxes;Pyridines;Pyridine;Acids and Derivatives;Heterocycles;Pyridines, Pyrimidines, Purines and Pteredines;Carboxylic Acids;Organic acids;Diflufenican;Chloropyridines;Halopyridines;Carboxylic Acids 
Canonical SMILES: C1=CC(=C(N=C1)Cl)C(=O)O
InChI: InChI=1S/C6H4ClNO2/c7-5-4(6(9)10)2-1-3-8-5/h1-3H,(H,9,10)
InChIKey: IBRSSZOHCGUTHI-UHFFFAOYSA-N

Uses

 2-Chloronicotinic acid (CAS NO.2942-59-8) can be used as an intermediate for agrochemicals, feed additives, pharmaceuticals and animal food enrichments.

Safety Profile

Safty information about 2-Chloronicotinic acid (CAS NO.2942-59-8) is: 
Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26-36 
S22:Do not breathe dust. 
S24/25:Avoid contact with skin and eyes. 
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. 
S36:Wear suitable protective clothing.
WGK Germany: 3
Hazard Note: Irritant
TSCA: T
HazardClass: IRRITANT
HS Code: 29333999

Specification

 2-Chloronicotinic acid , its cas register number is 2942-59-8. It also can be called 2-Chloro-3-pyridinecarboxylic acid ; Nicotinic acid, 2-chloro- ; 3-Pyridinecarboxylic acid, 2-chloro- .It is a white to cream powder.

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