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2-Hydroxynicotinic acid

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Name

2-Hydroxynicotinic acid

EINECS 210-198-2
CAS No. 609-71-2 Density 1.451 g/cm3
PSA 70.42000 LogP 0.48540
Solubility N/A Melting Point 258-261 °C(lit.)
Formula C6H5NO3 Boiling Point 436 °C at 760 mmHg
Molecular Weight 139.111 Flash Point 217.5 °C
Transport Information N/A Appearance white to light yellow powder
Safety 26-36-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 609-71-2 (2-Hydroxynicotinic acid) Hazard Symbols IrritantXi
Synonyms

1,2-Dihydro-2-oxonicotinic acid;2-Hydroxy-3-pyridinecarboxylic acid;2-Hydroxy-3-Pyridine Carboxylic acid;2-oxo-1H-pyridine-3-carboxylic acid;2-oxo-1H-pyridine-3-carboxylate;1,2-Dihydro-2-oxo-3-pyridinecarboxylic acid;

Article Data 47

2-Hydroxynicotinic acid Synthetic route

2942-59-8

2-chloronicotinic acid

609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
With hydrogenchloride; water for 6h; Heating;92%
With copper(I) oxide; 2-pyridinealdoxime; cesium hydroxide; tetrabutylammomium bromide In water at 110℃; for 48h; Inert atmosphere;63%
Heating;
With sodium hydroxide In ethanol; water
13466-43-8

3-bromo-pyridin-2-ol

124-38-9

carbon dioxide

609-71-2

2-hydroxy-3-carboxypyridine

Conditions
ConditionsYield
Stage #1: 3-bromo-pyridin-2-ol With isopropylmagnesium chloride In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: With n-butyllithium In tetrahydrofuran; hexane at -20℃; for 0.5h;
Stage #3: carbon dioxide In tetrahydrofuran; hexane at -20℃; for 0.5h;
79%
2398-81-4

Nicotinic acid N-oxide

108-24-7

acetic anhydride

A

5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

B

609-71-2

2-hydroxy-3-carboxypyridine

C

111068-01-0

3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide

Conditions
ConditionsYield
for 6h; Heating;A 1.5%
B 5.4%
C 62%
2398-81-4

Nicotinic acid N-oxide

A

5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

B

609-71-2

2-hydroxy-3-carboxypyridine

C

111068-01-0

3-acetoxy-4-aza-3-methyl-1(3H)-isobenzofuranone 4-oxide

Conditions
ConditionsYield
With acetic anhydride for 6h; Heating;A 1.5%
B 5.4%
C 62%
2942-59-8

2-chloronicotinic acid

A

609-71-2

2-hydroxy-3-carboxypyridine

B

5345-47-1

2-aminopyridin-3-carboxylic acid

Conditions
ConditionsYield
With ammonium hydroxide at 155℃; for 20h;A n/a
B 60%
83164-33-4

N-(2,4-difluorophenyl)-2-(3-trifluoromethylphenoxy)-3-pyridinecarboxamide

A

609-71-2

2-hydroxy-3-carboxypyridine

B

98-17-9

3-Trifluoromethylphenol

C

367-25-9

2,4-difluorophenylamine

D

130191-66-1

N-(2,4-Difluorophenyl)-2-hydroxy-3-pyridinecarboxamide

Conditions
ConditionsYield
With hydrogenchloride; acetic acid In water for 48h; Heating;A 57%
B n/a
C n/a
D 28%
With hydrogenchloride; acetic acid In water for 48h; Product distribution; Mechanism; Heating;A 57%
B n/a
C n/a
D 28%
2398-81-4

Nicotinic acid N-oxide

123-62-6

propionic acid anhydride

A

609-71-2

2-hydroxy-3-carboxypyridine

B

6-hydroxynicotinic acid

C

115147-79-0

5-aza-3-methyl-4-propionyloxyisocoumarin

D

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone 4-oxide

Conditions
ConditionsYield
at 125℃; for 6h;A n/a
B n/a
C 12.9%
D 54.2%
2398-81-4

Nicotinic acid N-oxide

123-62-6

propionic acid anhydride

A

609-71-2

2-hydroxy-3-carboxypyridine

B

6-hydroxynicotinic acid

C

115147-79-0

5-aza-3-methyl-4-propionyloxyisocoumarin

D

115147-80-3

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone

Conditions
ConditionsYield
at 160℃; for 4h; Yield given. Further byproducts given;A n/a
B n/a
C 39.8%
D 16.4%
2398-81-4

Nicotinic acid N-oxide

123-62-6

propionic acid anhydride

A

609-71-2

2-hydroxy-3-carboxypyridine

B

6-hydroxynicotinic acid

C

115147-79-0

5-aza-3-methyl-4-propionyloxyisocoumarin

D

115147-80-3

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone

E

4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone 4-oxide

F

115147-81-4

4-aza-3-ethyl-3,5-dipropionyloxy-1(3H)-isobenzofuranone

Conditions
ConditionsYield
at 160℃; for 4h; Product distribution; Mechanism; various temperatures and times;A n/a
B n/a
C 39.8%
D 16.4%
E 8.3%
F 2.1%
504-29-0

2-aminopyridine

2942-59-8

2-chloronicotinic acid

A

609-71-2

2-hydroxy-3-carboxypyridine

B

99973-09-8

2-hydroxy-nicotinic acid-[2]pyridylamide

C

109255-91-6

2-(2-hydroxy-nicotinoylimino)-2H-[1,2']bipyridyl-3'-carboxylic acid

Conditions
ConditionsYield
at 180 - 185℃;

2-Hydroxynicotinic acid Chemical Properties

Molecular Structure of 2-Hydroxynicotinic acid (CAS NO. 609-71-2):

IUPAC Name: 2-Oxo-1H-pyridine-3-carboxylic acid 
Molecular Formula: C6H5NO3
Molecular Weight: 139.108800 g/mol
Index of Refraction: 1.579
Molar Refractivity: 31.84 cm3
Molar Volume: 95.8 cm3
Surface Tension: 61 dyne/cm
Density: 1.451 g/cm3
Flash Point: 217.5 °C
Enthalpy of Vaporization: 75.92 kJ/mol
Boiling Point: 436 °C at 760 mmHg
Vapour Pressure: 8.03E-09 mmHg at 25 °C
Melting Point: 258-261 °C(lit.)
BRN: 119028
EINECS: 210-198-2
Product Categories: blocks;Carboxes;Pyridines;Pyridine;Pyridines, Pyrimidines, Purines and Pteredines;Organic acids;CHIRAL CHEMICALS

2-Hydroxynicotinic acid Safety Profile

Safety Information of 2-Hydroxynicotinic acid (CAS NO. 609-71-2):
Hazard Codes: Xi Irritant
Hazard Note: Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36:Wear suitable protective clothing
S37/39:Wear suitable gloves and eye/face protection
WGK Germany: 3
HazardClass: IRRITANT

2-Hydroxynicotinic acid Specification

 2-Hydroxynicotinic acid with cas registry number of 609-71-2 is also called NSC 226152 ; 1,2-Dihydro-2-oxo-3-pyridinecarboxylic acid ; 1,2-Dihydro-2-oxonicotinic acid .

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