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103-76-4

Basic Information
CAS No.: 103-76-4
Name: 1-(2-Hydroxyethyl)piperazine
Article Data: 55
Cas Database
Molecular Structure:
Molecular Structure of 103-76-4 (1-(2-Hydroxyethyl)piperazine)
Formula: C6H14N2O
Molecular Weight: 130.19
Synonyms: (b-Hydroxyethyl)piperazine;1-(2-Hydroxyethyl)piperazine;1-(b-Hydroxyethyl)piperazine;2-(1-Piperazinyl)ethanol;2-(Piperazin-1-yl)ethanol;2-Piperazinoethanol;N-(2-Hydroxyethyl)piperazine;N-(2'-Hydroxyethyl)piperazine;N-(b-Hydroxyethyl)piperazine;NSC 26884;NSC 38969;NSC 60706;
EINECS: 203-142-3
Density: 1.012 g/cm3
Melting Point: -38.5 °C
Boiling Point: 245 °C at 760 mmHg
Flash Point: 101.9 °C
Solubility: Miscible with water
Appearance: Clear colorless to pale yellow oily liquid
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38-41
Safety: 26-36/37/39
Transport Information: N/A
PSA: 35.50000
LogP: -0.84940
Synthetic route
161742-25-2

4-[(3-methyl-2-butenyl)oxycarbonyl]-1-(2-hydroxyethyl)piperazine

103-76-4

1-(2-hydroxyethyl)piperazine

Conditions
ConditionsYield
With diethylamine; Pd(0) (in situ from Pd(OAc)2 and m.sulfonated triphenylphosphine) In water; acetonitrile for 0.25h; 5 molpercent catalyst;100%
27612-67-5

2-(4-allyl-piperazin-1-yl)-ethanol

103-76-4

1-(2-hydroxyethyl)piperazine

Conditions
ConditionsYield
With Thiosalicylic acid; 1,4-di(diphenylphosphino)-butane; bis(dibenzylideneacetone)-palladium(0) In tetrahydrofuran at 20℃; for 0.5h;100%
75-21-8

oxirane

110-85-0

piperazine

103-76-4

1-(2-hydroxyethyl)piperazine

Conditions
ConditionsYield
In various solvent(s) at 40℃; for 0.5h;95%
In water at 15 - 35℃; for 2h; Temperature;81.7%
141-43-5

ethanolamine

334-22-5

N,N-bis(chloro-2-ethyl)amine

103-76-4

1-(2-hydroxyethyl)piperazine

Conditions
ConditionsYield
With potassium carbonate In water at 83℃; for 5h; Temperature;94%
110-85-0

piperazine

141-46-8

Glycolaldehyde

103-76-4

1-(2-hydroxyethyl)piperazine

Conditions
ConditionsYield
With manganese; chromium; hydrogen; nickel; aluminium In water at 150℃; under 22502.3 Torr; Temperature; Pressure; Reagent/catalyst; Solvent; Autoclave;92.3%
23936-04-1

4-(2-hydroxyethyl)-2-piperazinone

103-76-4

1-(2-hydroxyethyl)piperazine

Conditions
ConditionsYield
With ammonia at 40℃; under 1500.15 Torr; for 2.5h;88%
110-85-0

piperazine

540-51-2

2-bromoethanol

A

103-76-4

1-(2-hydroxyethyl)piperazine

B

122-96-3

1,4-bis(2-hydroxyethyl)piperazine

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 2.5h; pH=8.5; pH-value; Reagent/catalyst; Inert atmosphere;A 86.2%
B n/a
150479-63-3

8-methyl-2-(2-n-propoxyphenyl)quinazolin-4(3H)-one

A

103-76-4

1-(2-hydroxyethyl)piperazine

B

2-{5-[4-(2-hydroxyethyl)-1-piperazinylsulphonyl]-2-n-propoxyphenyl}-8-methylquinazolin-4(3H)-one

Conditions
ConditionsYield
A n/a
B 84%
64055-53-4

2-[2-(ethyloxy)phenyl]quinazoline-4(3H)-one

A

103-76-4

1-(2-hydroxyethyl)piperazine

B

150479-46-2

2-{2-Ethoxy-5-[4-(2-hydroxyethyl)-1-piperazinyl-sulphonyl]phenyl}quinazolin-4(3H)-one

Conditions
ConditionsYield
A n/a
B 78%
64055-53-4

2-[2-(ethyloxy)phenyl]quinazoline-4(3H)-one

A

103-76-4

1-(2-hydroxyethyl)piperazine

B

150479-46-2

2-{2-Ethoxy-5-[4-(2-hydroxyethyl)-1-piperazinylsulphonyl]phenyl}quinazolin-4(3)-one

Conditions
ConditionsYield
A n/a
B 78%
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Consensus Reports

Reported in EPA TSCA Inventory.

Specification

The 1-(2-Hydroxyethyl)piperazine with CAS registry number of 103-76-4 is also known as (b-Hydroxyethyl)piperazine. The IUPAC name is 2-Piperazin-1-ylethanol. It belongs to product categories of Piperaizine. Its EINECS registry number is 203-142-3. In addition, the formula is C6H14N2O and the molecular weight is 130.19. This chemical is a clear colorless to pale yellow oily liquid that miscible with water. It may cause inflammation to the skin or other mucous membranes and should be sealed in ventilated, cool, dry place away from fire, heat, oxidants. What's more, this chemical is used as for organic synthesis.

Physical properties about 1-(2-Hydroxyethyl)piperazine are: (1)ACD/LogP: -0.45; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.43; (4)ACD/LogD (pH 7.4): -2.15; (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: 3; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 15.71; (13)Index of Refraction: 1.475; (14)Molar Refractivity: 36.22 cm3; (15)Molar Volume: 128.6 cm3; (16)Polarizability: 14.35×10-24 cm3; (17)Surface Tension: 34.7 dyne/cm; (18)Density: 1.012 g/cm3; (19)Flash Point: 101.9 °C; (20)Enthalpy of Vaporization: 56.01 kJ/mol; (21)Boiling Point: 245 °C at 760 mmHg; (22)Vapour Pressure: 0.00492 mmHg at 25°C; (23)Exact Mass: 130.110613; (24)MonoIsotopic Mass: 130.110613; (25)Topological Polar Surface Area: 35.5; (26)Heavy Atom Count: 9; (27)Complexity: 71.5; (28)Covalently-Bonded Unit Count: 1.

Preparation of 1-(2-Hydroxyethyl)piperazine: it is prepared by reaction of piperazine hexahydrate with ethylene oxide. Firstly, piperazine hexahydrate is dissolved in water, stirred and cooled to 15-20 °C. Then ethylene oxide is passed into solution and reaction occurs at the temperature of 30-35 °C for 2 hours under stirring. At last, product is obtained by cooling, filtration, vacuum distillation and collecting distillate at 145-155 °C (5.33kPa).

Use of 1-(2-Hydroxyethyl)piperazine: it is used to produce (2,3-dihydro-benzo[1,4]dioxin-2-yl)-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-methanone by reaction with 2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid ethyl ester. This reaction occurs at the temperature of 110 °C for 3 hours. The yield is about 98%.

1-(2-Hydroxyethyl)piperazine is used to produce (2,3-dihydro-benzo[1,4]dioxin-2-yl)-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-methanone by reaction with 2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid ethyl ester.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system, skin and may have risk of serious damage to eyes. Therefore, you should 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. Canonical SMILES: C1CN(CCN1)CCO
2. InChI: InChI=1S/C6H14N2O/c9-6-5-8-3-1-7-2-4-8/h7,9H,1-6H2
3. InChIKey: WFCSWCVEJLETKA-UHFFFAOYSA-N 

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 oral 3720mg/kg (3720mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(5), Pg. 67, 1980.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD277-689,
rabbit LD50 oral 3350mg/kg (3350mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(5), Pg. 67, 1980.
rabbit LD50 skin > 5mL/kg (5mL/kg)   Union Carbide Data Sheet. Vol. 1/6/1970,
rat LD50 oral 4920uL/kg (4.92mL/kg)   American Industrial Hygiene Association Journal. Vol. 23, Pg. 95, 1962.