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4-Hydroxypiperidine
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Name

4-Hydroxypiperidine

 EINECS 226-373-1
CAS No. 5382-16-1 Density 1.016 g/cm3
PSA 32.26000 LogP 0.05950
Solubility soluble in water Melting Point 86-90 °C
Formula C5H11NO Boiling Point 222 °C at 760 mmHg
Molecular Weight 101.148 Flash Point 107.8 °C
Transport Information UN 3263 Appearance yellow to yellow-orange wet solid
Safety 26-36-37/39-45-36/37/39-27 Risk Codes 36/37/38-34
Molecular Structure Molecular Structure of 5382-16-1 (4-Hydroxypiperidine) Hazard Symbols IrritantXi, CorrosiveC
Synonyms

Piperidin-4-ol;4-Piperidinol;3,4,5,6-tetrahydro-2H-pyridin-4-ol;4-Hydroxypiperidin;

Article Data 36

4-Hydroxypiperidine Synthetic route

626-64-2

pyridin-4-ol

5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
In methanol; water100%
With water; ruthenium Hydrogenation;
With water; pyrographite; ruthenium at 140℃; under 87525.4 Torr; Hydrogenation;
With hydrogenchloride; 5% active carbon-supported ruthenium; hydrogen In water at 95℃; under 26252.6 Torr; for 24h; Reagent/catalyst; Time; Autoclave;99.5 %Chromat.

4-Hydroxy-piperidine-1-carboxylic acid (E)-3-phenyl-allyl ester

A

5382-16-1

4-HYDROXYPIPERIDINE

B

873-66-5

1-propenylbenzene

Conditions
ConditionsYield
With phenol In acetonitrile Electrochemical reaction;A 100%
B n/a
109384-19-2

t-butyl 4-hydroxy piperidine-1-carboxylate

5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
With water at 100℃; for 10h;97%
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;
65214-82-6

4-hydroxy-piperidine-1-carboxylic acid ethyl ester

5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 130℃; for 3h; Heating;83%
6612-51-7

1-trimethylsilanyl-1,2,3,6-tetrahydro-pyridine

A

6859-99-0

3-hydroxypiperazine

B

5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
A 75%
B 25%
79508-92-2

1-allylpiperidin-4-ol

5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
Grubbs catalyst first generation In toluene for 4h; Heating;52%
383865-57-4

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A

5382-16-1

4-HYDROXYPIPERIDINE

B

4-hydroxy-N-(4-methoxy-7-morpholin-4-yl-benzo[d]thiazol-2-yl)piperidine-1-carboxamide

Conditions
ConditionsYield
A n/a
B 50%
13169-00-1

Methoxyallene

79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

A

5382-16-1

4-HYDROXYPIPERIDINE

B

N-(tert-butoxycarbonyl)-4-[(Z)-3-methoxyprop-2-enyl]piperidin-4-ol

C

N-(tert-butoxycarbonyl)-4-[(E)-3-methoxyprop-2-enyl]piperidin-4-ol

Conditions
ConditionsYield
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; tert-butyl alcohol In tetrahydrofuran at 20℃; for 16h; Title compound not separated from byproducts;A 11%
B n/a
C n/a
13880-89-2

3-hydroxyglutaronitrile

5382-16-1

4-HYDROXYPIPERIDINE

Conditions
ConditionsYield
With ethanol; nickel at 50℃; under 36775.4 Torr; Hydrogenation;
13880-89-2

3-hydroxyglutaronitrile

A

5382-16-1

4-HYDROXYPIPERIDINE

B

38595-00-5

1,5-diamino-3-hydroxypentane

Conditions
ConditionsYield
With ethanol; nickel at 50℃; under 36775.4 Torr; Hydrogenation;

4-Hydroxypiperidine Specification

The IUPAC name of 4-Hydroxypiperidine is piperidin-4-ol. With the CAS registry number 5382-16-1, it is also named as 4-Piperidinol; NSC 62083; AI3-39158. The product's categories are alcohols and derivatives, amines and anilines, piperidines, piperidones, piperazines, pyrans, piperidines & piperazines, piperidine, heterocyclic compounds and pyrans and piperidines & piperazines. It is yellow to yellow-orange wet solid which is soluble in water.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.61; (4)ACD/LogD (pH 7.4): -3.33; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.474; (13)Molar Refractivity: 27.99 cm3; (14)Molar Volume: 99.4 cm3; (15)Polarizability: 11.09×10-24 cm3; (16)Surface Tension: 33.7 dyne/cm; (17)Enthalpy of Vaporization: 53.31 kJ/mol; (18)Vapour Pressure: 0.0214 mmHg at 25°C; (19)Exact Mass: 101.084064; (20)MonoIsotopic Mass: 101.084064; (21)Topological Polar Surface Area: 32.3; (22)Heavy Atom Count: 7.

Uses of 4-Hydroxypiperidine: 1. It can react with 2-bromomethyl-[1,3]dioxolane to get 1-(1,3-dioxolan-2-ylmethyl)-4-piperidinol. This reaction needs reagent K2CO3 and solvent acetonitrile by heating. The reaction time is 15 hours. The yield is 83.5%.



2. It also reacts with 4-chloromethyl-[1,3]dioxolane to obtain 1-[1,3]dioxolan-4-ylmethyl-piperidin-4-ol. This reaction needs reagent K2CO3 and solvent acetonitrile by heating. The reaction time is 16 hours. The yield is 56.4%.

When you are using this chemical, please be cautious about it as the following:
It can causes burns. And it is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Take off immediately all contaminated clothing. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES: OC1CCNCC1;
2. InChI: InChI=1/C5H11NO/c7-5-1-3-6-4-2-5/h5-7H,1-4H2.

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