1-(2-Hydroxyethyl)piperazine

1-(2-Hydroxyethyl)piperazine, with the chemical formula C6H14N2O, has the CAS number 103-76-4. It appears as a colorless to pale yellow liquid with a faint amine odor. The basic structure of 1-(2-Hydroxyethyl)piperazine consists of a piperazine ring with a hydroxyethyl group attached to one of the nitrogen atoms. This compound is soluble in water. Safety information indicates that 1-(2-Hydroxyethyl)piperazine may cause skin and eye irritation. It is also harmful if swallowed or inhaled. Precautions should be taken to avoid contact with skin, eyes, and clothing. In case of contact, it is recommended to rinse thoroughly with water. It is important to handle this chemical in a well-ventilated area and wear appropriate protective equipment, such as gloves and goggles, when working with it.

Applicable Fields

Chemical synthesis: 1-(2-Hydroxyethyl)piperazine is commonly used as a building block in organic synthesis. Its purpose in this field involves its ability to react with various compounds to form new chemical entities. The mechanism of action in chemical synthesis is based on the nucleophilic properties of the piperazine ring, which allows it to participate in a wide range of reactions.

Pharmaceutical industry: This compound finds applications in the pharmaceutical industry. Its purpose in this field includes its use as a starting material for the synthesis of active pharmaceutical ingredients (APIs). The mechanism of action in the pharmaceutical industry involves the incorporation of 1-(2-Hydroxyethyl)piperazine into the molecular structure of the desired API, which can impart specific pharmacological properties.

Storage

Conditions: Store in a cool and dry place.

The 1-(2-Hydroxyethyl)piperazine, with its CAS registry number 103-76-4, has the IUPAC name of 2-piperazin-1-ylethanol. For being a kind of clear colorless to pale yellow oily liquid, it is usually applied in organic synthesis, with its product categories including Piperaizine.

The characteristics of this chemical are as below: (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.

Production method of this chemical: 4-(2-hydroxy-ethyl)-piperazine-1-carboxylic acid 3-methyl-but-2-enyl ester could react to produce 2-piperazin-1-yl-ethanol. This?reaction could?happen in the presence of the reagent of diethylamine, the catalytic agent of Pd(0) (in situ from Pd(OAc)₂ and m.sulfonated triphenylphosphine) and the solvent of H₂O and acetonitrile. This?needs the?reaction time of 15 min in the condition of?5 molpercent catalyst.

Use of this chemical: 1-(2-Hydroxyethyl)piperazine could react with 2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid ethyl ester to produce (2,3-dihydro-benzo[1,4]dioxin-2-yl)-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-methanone. This reaction needs the reaction time of 3 hour(s) and the reaction temp. of 110 ℃ with its?yield of?98%.

When you are dealing with this chemical, you should be cautious. For being a kind of irritant chemical which may cause inflammation to the skin or other mucous membranes, it is irritating to eyes, respiratory system and skin and may have risk of serious damage to eyes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?

Additionally, you could obtain the molecular structure by converting the following datas:
(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?

Below are the toxicity information of this chemical:

The 1-(2-Hydroxyethyl)piperazine, with its CAS registry number 103-76-4, has the IUPAC name of 2-piperazin-1-ylethanol. For being a kind of clear colorless to pale yellow oily liquid, it is usually applied in organic synthesis, with its product categories including Piperaizine.

The characteristics of this chemical are as below: (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.

Production method of this chemical: 4-(2-hydroxy-ethyl)-piperazine-1-carboxylic acid 3-methyl-but-2-enyl ester could react to produce 2-piperazin-1-yl-ethanol. This?reaction could?happen in the presence of the reagent of diethylamine, the catalytic agent of Pd(0) (in situ from Pd(OAc)₂ and m.sulfonated triphenylphosphine) and the solvent of H₂O and acetonitrile. This?needs the?reaction time of 15 min in the condition of?5 molpercent catalyst.

Use of this chemical: 1-(2-Hydroxyethyl)piperazine could react with 2,3-dihydro-benzo[1,4]dioxine-2-carboxylic acid ethyl ester to produce (2,3-dihydro-benzo[1,4]dioxin-2-yl)-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-methanone. This reaction needs the reaction time of 3 hour(s) and the reaction temp. of 110 ℃ with its?yield of?98%.

When you are dealing with this chemical, you should be cautious. For being a kind of irritant chemical which may cause inflammation to the skin or other mucous membranes, it is irritating to eyes, respiratory system and skin and may have risk of serious damage to eyes. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. And if in case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?

Additionally, you could obtain the molecular structure by converting the following datas:
(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?

Below are the toxicity information of this chemical:

CHEMICAL IDENTIFICATION

RTECS NUMBER :

TL6825000

CHEMICAL NAME :

1-Piperazineethanol

CAS REGISTRY NUMBER :

103-76-4

BEILSTEIN REFERENCE NO. :

0104361

LAST UPDATED :

199710

DATA ITEMS CITED :

9

MOLECULAR FORMULA :

C6-H14-N2-O

MOLECULAR WEIGHT :

130.22

WISWESSER LINE NOTATION :

T6M DNTJ D2Q

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :

Open irritation test

ROUTE OF EXPOSURE :

Administration onto the skin

SPECIES OBSERVED :

Rodent - rabbit

REFERENCE :

UCDS** Union Carbide Data Sheet. (Union Carbide Corp., 39 Old Ridgebury Rd., Danbury, CT 06817) Volume(issue)/page/year: 1/6/1970

TYPE OF TEST :

Standard Draize test

ROUTE OF EXPOSURE :

Administration into the eye

SPECIES OBSERVED :

Rodent - rabbit

REFERENCE :

85JCAE "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986 Volume(issue)/page/year: -,865,1986 ** ACUTE TOXICITY DATA **

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rat

DOSE/DURATION :

4920 uL/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

AIHAAP American Industrial Hygiene Association Journal. (AIHA, 475 Wolf Ledges Pkwy., Akron, OH 44311) V.19- 1958- Volume(issue)/page/year: 23,95,1962

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Intraperitoneal

SPECIES OBSERVED :

Rodent - mouse

DOSE/DURATION :

100 mg/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

NTIS** National Technical Information Service. (Springfield, VA 22161) Formerly U.S. Clearinghouse for Scientific & Technical Information. Volume(issue)/page/year: AD277-689

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - rabbit

DOSE/DURATION :

3350 mg/kg

TOXIC EFFECTS :

Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Behavioral - muscle contraction or spasticity

REFERENCE :

GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 45(5),67,1980

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Administration onto the skin

SPECIES OBSERVED :

Rodent - rabbit

DOSE/DURATION :

>5 mL/kg

TOXIC EFFECTS :

Details of toxic effects not reported other than lethal dose value

REFERENCE :

UCDS** Union Carbide Data Sheet. (Union Carbide Corp., 39 Old Ridgebury Rd., Danbury, CT 06817) Volume(issue)/page/year: 1/6/1970

TYPE OF TEST :

LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :

Oral

SPECIES OBSERVED :

Rodent - guinea pig

DOSE/DURATION :

3720 mg/kg

TOXIC EFFECTS :

Behavioral - somnolence (general depressed activity) Behavioral - muscle weakness Behavioral - muscle contraction or spasticity

REFERENCE :

GISAAA Gigiena i Sanitariya. For English translation, see HYSAAV. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1936- Volume(issue)/page/year: 45(5),67,1980