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626-64-2

Basic Information
CAS No.: 626-64-2
Name: 4-Hydroxypyridine
Article Data: 66
Cas Database
Molecular Structure:
Molecular Structure of 626-64-2 (4-Hydroxypyridine)
Formula: C5H5NO
Molecular Weight: 95.1008
Synonyms: 5-21-07-00152 (Beilstein Handbook Reference);4-Pyridinol;gamma-Hydroxypyridine;1H-Pyridin-4-one;4-hydropyridine;Pyridin-4-ol;
EINECS: 210-958-3
Density: 1.111 g/cm3
Melting Point: 150-151 °C(lit.)
Boiling Point: 204.3 °C at 760 mmHg
Flash Point: 107.8 °C
Solubility: soluble in water
Appearance: beige crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
Transport Information: N/A
PSA: 33.12000
LogP: 0.78720
Synthetic route
1692-15-5

4-pyridylboronic acid

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
With fullerene (C60); oxygen; N-ethyl-N,N-diisopropylamine In ethanol; toluene Irradiation; Flow reactor;99%
With water; oxygen; sodium sulfite at 50℃; for 1h; Green chemistry;90%
With dihydrogen peroxide In ethanol at 20℃; for 0.166667h;79%
1338215-40-9

4-(2-trimethylsilanylethoxy)pyridine

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
Stage #1: 4-(2-trimethylsilanylethoxy)pyridine With cesium fluoride In N,N-dimethyl-formamide at 60℃; for 1h; Inert atmosphere;
Stage #2: With water In N,N-dimethyl-formamide Inert atmosphere;
95%

3,5-dichloropiperidin-4-one

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
With potassium carbonate In tetrahydrofuran at 40 - 45℃; for 3h;93.3%
620-08-6

4-methoxypyridine

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran for 2h; Reagent/catalyst; Solvent; Reflux; Inert atmosphere; chemoselective reaction;87%
With toluene-4-sulfonic acid; lithium chloride In 1-methyl-pyrrolidin-2-one at 180℃; for 1h;85%
With hexamethyldisilathiane; sodium methylate In various solvent(s) at 180℃; for 24h;60%
1417816-42-2

benzyl 4-pyridyl carbonate

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate; nickel(II) chloride hexahydrate at 20℃; for 0.25h; chemoselective reaction;81%
1692-15-5

4-pyridylboronic acid

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
With triethanolamine In water at 20℃; for 18h; Sonication; Irradiation; Green chemistry;76%
15854-87-2

4-iodopyridine

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
With copper(I) oxide; 2-pyridinealdoxime; cesium hydroxide; tetrabutylammomium bromide In water at 110℃; for 48h; Inert atmosphere;73%
With oxygen; triethylamine In acetonitrile at 32℃; for 24h; Schlenk technique; UV-irradiation;39%
Multi-step reaction with 2 steps
1.1: copper(l) iodide; 1,10-Phenanthroline; caesium carbonate / toluene / 14 h / 110 °C / Inert atmosphere; Sealed tube
2.1: cesium fluoride / N,N-dimethyl-formamide / 1 h / 60 °C / Inert atmosphere
2.2: Inert atmosphere
View Scheme

C7H9NO2

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran for 48h; Reflux; chemoselective reaction;57%
40504-49-2

4-allyloxy-pyridine

626-64-2

pyridin-4-ol

Conditions
ConditionsYield
With L-Selectride In tetrahydrofuran for 48h; Reflux; chemoselective reaction;57%
513-81-5

2,3-dimethyl-buta-1,3-diene

178620-85-4

4-pyridyl phenacyl sulfoxide

A

626-64-2

pyridin-4-ol

B

80738-10-9

2-Benzoyl-3,6-dihydro-4,5-dimethyl-2H-thiopyran

Conditions
ConditionsYield
In 1,4-dioxane at 100℃; for 24h;A n/a
B 36%
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Specification

The 4-Hydroxypyridine, with the CAS registry number of 626-64-2, is also known as 4-Pyridinol. It belongs to the product categories of Pyridine; Heterocyclic Compounds; Pyridines. Its EINECS registry number is 210-958-3. This chemical's molecular formula is C5H5NO and molecular weight is 95.1. What's more, its IUPAC name is 1H-Pyridin-4-one. In addition, it should be stored in dry, cool, airtight place. And it should avoid contact with oxidant, otherwise it would decompose.

Physical properties about 4-Hydroxypyridine are: (1)ACD/LogP: -0.99; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1; (4)ACD/LogD (pH 7.4): -0.99; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 6.82; (8)ACD/KOC (pH 7.4): 6.86; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 20.31 Å2; (13)Index of Refraction: 1.513; (14)Molar Refractivity: 25.74 cm3; (15)Molar Volume: 85.5 cm3; (16)Polarizability: 10.2×10-24 cm3; (17)Surface Tension: 35.7 dyne/cm; (18)Density: 1.111 g/cm3; (19)Flash Point: 107.8 °C; (20)Enthalpy of Vaporization: 44.06 kJ/mol; (21)Boiling Point: 204.3 °C at 760 mmHg; (22)Melting Point: 150-151 °C(lit. ); (23)Vapour Pressure: 0.265 mmHg at 25 °C.

Preparation: this chemical is prepared by 4-Methoxy-pyridine. The reaction needs reagents Hexamethyldisilathiane and Sodium methoxide. The reaction time is 24 hours with reaction temperature of 180 °C. The yield is about 60 %.

Uses: (1)it can be used as intermediate to synthetic diuretic drug Torasemide or other drugs; (2)it is used to produce other chemicals. For example, it is used to produce 3-Nitro-pyridin-4-ol at heating. This reaction needs reagents HNO3, H2SO4 and SO3. Other condition of this reaction is reaction time of 1 hour. The yield is about 72 %.

When you are using this chemical, please be cautious about it as the following:
As a chemical, it is irritating to eyes, respiratory system and skin. In addition, this chemical may cause inflammation to the skin or other mucous membranes. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C\1\C=C/N/C=C/1
(2) InChI: InChI=1/C5H5NO/c7-5-1-3-6-4-2-5/h1-4H,(H,6,7)
(3) InChIKey: GCNTZFIIOFTKIY-UHFFFAOYAB