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2-Piperidinoethanol

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Name

2-Piperidinoethanol

EINECS 221-244-6
CAS No. 3040-44-6 Density 0.974 g/cm3
PSA 23.47000 LogP 0.40250
Solubility N/A Melting Point 16 °C
Formula C7H15NO Boiling Point 200.5 °C at 760 mmHg
Molecular Weight 129.202 Flash Point 91.2 °C
Transport Information UN 2735 Appearance clear colourless liquid
Safety 36/37/39 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 3040-44-6 (2-Piperidinoethanol) Hazard Symbols HarmfulXn
Synonyms

1-(2-Hydroxyethyl)piperidine;2-(1-Piperidino)ethanol;2-(1-Piperidinyl)ethanol;2-(N-Piperidino)ethanol;2-(Piperid-1-yl)ethanol;1-Piperidineethanol;N-(2-Hydroxyethyl)piperidine;N-(b-Hydroxyethyl)piperidine;N-Piperidineethanol;N-Piperidinoethanol;NSC 3460;b-Piperidinoethanol;

Article Data 54

2-Piperidinoethanol Synthetic route

110-89-4

piperidine

540-51-2

2-bromoethanol

3040-44-6

1-piperidinoethanol

Conditions
ConditionsYield
In dichloromethane at 20℃; for 16h;99%
at 80℃; for 72h;85%
With sodium carbonate In acetonitrile at 20℃; for 48h; Reflux;36.8%
23853-10-3

piperidin-1-yl-acetic acid ethyl ester

3040-44-6

1-piperidinoethanol

Conditions
ConditionsYield
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 5h; Glovebox; Autoclave;96%
With ethanol; ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); potassium tert-butylate In toluene at 80℃; for 16h;95%
With ethanol; nickel at 50℃; under 110326 - 147102 Torr; Hydrogenation;
58583-90-7

methyl 2-piperidylacetate

3040-44-6

1-piperidinoethanol

Conditions
ConditionsYield
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); hydrogen; sodium methylate In methanol at 100℃; under 37503.8 Torr; for 16h; Autoclave; Inert atmosphere;86%
136616-35-8

1-(2-(2-methoxy-4-nitrophenoxy)ethyl)piperidine

A

110-89-4

piperidine

B

766-09-6

1-ethyl-piperidine

C

3040-44-6

1-piperidinoethanol

D

3251-56-7

2-methoxy-4-nitrophenol

E

3-Azonia-spiro[2.5]octane

F

3-methoxy-4-(2-(piperidin-1-yl)ethoxy)aniline

Conditions
ConditionsYield
In acetonitrile Rate constant; Product distribution; Mechanism; Ambient temperature; Irradiation;A n/a
B n/a
C n/a
D 83%
E n/a
F n/a
110-89-4

piperidine

67-56-1

methanol

50-00-0

formaldehyd

3040-44-6

1-piperidinoethanol

Conditions
ConditionsYield
With tert.-butylhydroperoxide; titanium(III) chloride at 20℃; for 0.5h; Acidic aq. solution; Inert atmosphere;80%
110-89-4

piperidine

107-07-3

2-chloro-ethanol

3040-44-6

1-piperidinoethanol

Conditions
ConditionsYield
at 70℃; for 5h;75%
With acetone
With benzene
6052-80-8

4-(2,6-dioxacyclohexyl)phenol

1391906-41-4

2-(dimethylamino)ethyl ethyl carbonate

3040-44-6

1-piperidinoethanol

Conditions
ConditionsYield
Stage #1: 4-(2,6-dioxacyclohexyl)phenol; 2-(dimethylamino)ethyl ethyl carbonate In acetonitrile at 200℃; under 12001.2 Torr; for 8h; Autoclave;
Stage #2: With trifluoroacetic acid In acetonitrile at 20℃; for 20h;
69%
75-21-8

oxirane

110-89-4

piperidine

3040-44-6

1-piperidinoethanol

Conditions
ConditionsYield
at 100℃;
at 100℃;
With water Im Rohr bei Raumtemperatur;
111-24-0

1,5-dibromo-pentane

141-43-5

ethanolamine

3040-44-6

1-piperidinoethanol

Conditions
ConditionsYield
With potassium hydroxide
110-89-4

piperidine

107-21-1

ethylene glycol

A

3040-44-6

1-piperidinoethanol

B

1932-04-3

1,2-dipiperidinoethane

Conditions
ConditionsYield
With triphenylphosphine; ruthenium trichloride at 120℃; for 15h; Product distribution; other catalyst, also with THF, other phosphine, also at 220 degC;
With triphenylphosphine; ruthenium trichloride at 220℃; for 15h;

2-Piperidinoethanol Consensus Reports

Reported in EPA TSCA Inventory.

2-Piperidinoethanol Specification

The IUPAC name of N-(Hydroxyethyl)piperidine is 2-piperidin-1-ylethanol. With the CAS registry number 3040-44-6, it is also named as 1-(2-Hydroxyethyl)piperidine. The product's categories are Amines; Heterocycles. Besides, it is clear colourless liquid, which should be closed in a cool and dry place. In addition, its molecular formula is C7H15NO and molecular weight is 129.20.

The other characteristics of this product can be summarized as: (1)EINECS: 221-244-6; (2)ACD/LogP: 1.06; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -1.91; (5)ACD/LogD (pH 7.4): -0.57; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 2.13; (10)#H bond acceptors: 2; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 3; (13)Index of Refraction: 1.477; (14)Molar Refractivity: 37.48 cm3; (15)Molar Volume: 132.5 cm3; (16)Surface Tension: 35.6 dyne/cm; (17)Density: 0.974 g/cm3; (18)Flash Point: 91.2 °C; (19)Melting Point: 16 °C; (20)Enthalpy of Vaporization: 50.81 kJ/mol; (21)Boiling Point: 200.5 °C at 760 mmHg; (22)Vapour Pressure: 0.0802 mmHg at 25 °C.

Preparation of N-(Hydroxyethyl)piperidine: this chemical can be prepared by the reaction of piperidine with 2-bromo-ethanol.



This reaction will occur at temperature of 80 °C for 72 hours. The yield is 85 %.

Uses of N-(Hydroxyethyl)piperidine: it can react with phthalic acid anhydride to get phthalic acid mono-(2-piperidino-ethyl ester).



This reaction needs benzene by heating for 4.5 hours. The yield is 96.5 %.

When you are using this chemical, please be cautious about it as the following: it is harmful if swallowed. And it is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing, gloves and eye/face protection.

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C1CCN(CC1)CCO
(2)InChI: InChI=1S/C7H15NO/c9-7-6-8-4-2-1-3-5-8/h9H,1-7H2
(3)InChIKey: KZTWONRVIPPDKH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo oral 250mg/kg (250mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 55, Pg. 419, 1935.
rat LD50 intravenous 166mg/kg (166mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1916, 1975.
rat LD50 oral 1498mg/kg (1498mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1916, 1975.

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