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16867-03-1

Basic Information
CAS No.: 16867-03-1
Name: 2-Amino-3-hydroxypyridine
Article Data: 26
Cas Database
Molecular Structure:
Molecular Structure of 16867-03-1 (2-Amino-3-hydroxypyridine)
Formula: C5H6N2O
Molecular Weight: 110.115
Synonyms: 3-Hydroxy-2-aminopyridine;3-Pyridinol, 2-amino;2-Aminopyridin-3-ol;3-Hydroxy-2-pyridinamine;
EINECS: 240-886-8
Density: 1.32 g/cm3
Melting Point: 168-172 °C(lit.)
Boiling Point: 385.187 °C at 760 mmHg
Flash Point: 186.755 °C
Solubility: N/A
Appearance: white to light yellow crystal powder
Hazard Symbols: IrritantXi,ToxicT,HarmfulXn
Risk Codes: 36/37/38-25-40
Safety: 26-45-37/39-28-36-22
Transport Information: UN 2811
PSA: 59.14000
LogP: 0.95060
Synthetic route
6332-56-5

2-hydroxy-3-nitropyridine

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
palladium-carbon In methanol89%

2-amino-3-hydroxypyridinesulfonic acid salt

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
In water at 35 - 90℃; for 1.5h; Time;79%
16867-02-0

2-imino-3-hydroxypyridinesulfonic acid

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
In water at 95℃; for 1h; Temperature; Large scale;77.1%
15128-82-2

3-hydroxy-2-nitropyridine

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-nitropyridine With hydrogenchloride; 1,1,1,3',3',3'-hexafluoro-propanol; iron In water at 20℃; for 0.5h;
Stage #2: With sodium hydrogencarbonate In water chemoselective reaction;
70%
With methanol; palladium on activated charcoal Hydrogenation;
With hydrogenchloride; tin(ll) chloride
40263-57-8

2-iodo-3-hydroxypyridine

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With ammonium hydroxide; copper(II) sulfate
933-90-4

3-hydroxypyridine-2-carboxamide

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With sodium hypobromide
10006-74-3

2-Amino-3-(ethoxy)pyridine

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With acetic acid hydrobromide at 130℃;
93596-90-8

2-(p-nitrophenylazo)-3-hydroxypyridine

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With sodium dithionite
ammonium salt of 2-nitro-pyridin-3-ol

ammonium salt of 2-nitro-pyridin-3-ol

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With sodium dithionite; ammonia
sulfuric acid mono-<2-amino-<3>pyridyl ester

sulfuric acid mono-<2-amino-<3>pyridyl ester

16867-03-1

2-amino-3-hydroxypyridine

Conditions
ConditionsYield
With hydrogenchloride
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Specification

The 2-Amino-3-hydroxypyridine, with the CAS registry number 16867-03-1, is also known as 2-Amino-3-pyridinol. It belongs to the product categories of Pyridines, Pyrimidines, Purines and Pteredines; Pharmacetical; Pyridine; Pyridines Derivates; Chemical Amines; Pyridines; Amines; Aromatics. Its EINECS registry number is 240-886-8. This chemical's molecular formula is C5H6N2O and molecular weight is 110.11. What's more, its IUPAC name is called 2-Aminopyridin-3-ol. It should be stored in a cool, dry and well-ventilated place.

Physical properties about 2-Amino-3-hydroxypyridine are: (1)ACD/LogP: -0.258; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.64; (4)ACD/LogD (pH 7.4): -0.44; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 7.18; (8)ACD/KOC (pH 7.4): 11.46; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 59.14 Å2; (13)Index of Refraction: 1.651; (14)Molar Refractivity: 30.462 cm3; (15)Molar Volume: 83.367 cm3; (16)Polarizability: 12.076×10-24cm3; (17)Surface Tension: 71.319 dyne/cm; (18)Density: 1.321 g/cm3; (19)Flash Point: 186.755 °C; (20)Enthalpy of Vaporization: 65.876 kJ/mol; (21)Boiling Point: 385.187 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25 °C.

Uses of 2-Amino-3-hydroxypyridine: (1) it is used as an intermediate for agrochemicals, pharmaceutical and dyes; (2) it is used to produce other chemicals. For example, it can react with carbonochloridic acid ethyl ester to get (3-hydroxy-[2]pyridyl)-carbamic acid ethyl ester. This reaction needs reagent triethylamine and solvent CH2Cl2 at temperature of 20 °C. The reaction time is 4 hours. The yield is 39 %.

2-Amino-3-hydroxypyridine can react with carbonochloridic acid ethyl ester to get (3-hydroxy-[2]pyridyl)-carbamic acid ethyl ester.

When you are dealing with this chemical, you should be very careful. This chemical is toxic by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. Therefore, you could take off immediately all contaminated clothing. And you should wear suitable protective clothing, gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: c1cc(c(nc1)N)O
(2) InChI: InChI=1S/C5H6N2O/c6-5-4(8)2-1-3-7-5/h1-3,8H,(H2,6,7)
(3) InChIKey: BMTSZVZQNMNPCT-UHFFFAOYSA-N