N-(2-アミノエチル)ピペラジン

Aminoethylpiperazine

HCID 8795CAS 140-31-8

基本情報

標準SMILES
NCCN1CCNCC1
InChIKey
IMUDHTPIFIBORV-UHFFFAOYSA-N
分子式
C6H15N3
平均分子量
129.2 g/mol
単同位体質量
129.12659748

概要

N-aminoethylpiperazine appears as a colorless liquid with a faint fishlike odor. Flash point 199 °F. Corrosive to tissue. Toxic oxides of nitrogen are produced by combustion.

名称と識別子

優先名称
Aminoethylpiperazine
IUPAC
2-piperazin-1-ylethanamine
現地名
N-(2-アミノエチル)ピペラジン
英語名
N-Aminoethylpiperazine
分子式
C6H15N3
分子量
129.2

名称と別名

Aminoethylpiperazine1-AMINOETHYLPIPERAZINEmonoaminoethylpiperazineRefChem:8290281-MAEP140-31-8N-(2-Aminoethyl)piperazine1-(2-Aminoethyl)piperazineN-Aminoethylpiperazine2-(piperazin-1-yl)ethanamine1-Piperazineethanamine2-piperazin-1-ylethanamine
名称をさらに表示
N-(2-アミノエチル)ピペラジン2-ピペラジノエタンアミン1-ピペラジンエタン-1-アミン1-(2-アミノエチル)ピペラジン1-ピペラジンエタンアミン2-(ピペラジン-1-イル)エタンアミン2-ピペラジノエチルアミンピペラジン-1-エタンアミン2-(1-ピペラジニル)エタンアミンN-アミノエチルピペラジンNアミノエチルピペラジン2-(ピペラジン-1-イル)エチルアミン1-アミノエチルピペラジン1‐(2‐アミノエチル)ピペラジン2-(1-ピペラジニル)エチルアミン2-(ピペラジン-1-イル)エタン-1-アミンAEPN-AEPPRSC1D.E.H. 39usafdo-46
Piperazineethanamine1-PiperazineethylaminePiperazine, 1-(2-aminoethyl)-USAF DO-462-Piperazinylethylamine2-(1-Piperazinyl)ethylamine2-Piperazin-1-ylethylamine2-(piperazin-1-yl)ethan-1-amine

データベース識別子

CAS
140-31-8、28631-79-0
PubChem CID
8795
DTXSID
DTXSID2021997
ChEMBL
CHEMBL209790
UNII
I86052F9F6
EC Number
205-411-0、608-228-8
Nikkaji
J35.446E

物性

構造計算による物性

XLogP
-1.3
極性表面積
41.3 Ų
水素結合供与体数
2
水素結合受容体数
3
回転可能結合数
2
重原子数
9

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Piperazines

Corrosives

SpringerMaterials PropertiesBoiling point
Density · 3 件

0.9852 at 68 °F (USCG, 1999) - Less dense than water; will float

0.985 g/cu cm at 25 °C

0.985 @25 °C

Color/FormLight-colored liquid
SolubilitySoluble in water
Flash Point · 3 件

200 °F (USCG, 1999)

93 °C

200 °F (93 °C) open cup

物理化学的性質

融点
-19 °C · -19 °C
沸点
218 · 218-222 °C(lit.)
比重(密度)
0.985 g/mL · 0.985 g/mL at 25 °C(lit.)
蒸気密度
4.4 · 4.4 (vs air)
蒸気圧
0.05 mm · 0.05 mm Hg ( 20 °C)
屈折率
20 · n20/D 1.500

化学的性質

化学的特性N-Aminoethypiperazine is a combustible and corrosive aliphatic amine. It is a colorless to light yellow viscous liquid.

安全と法規制

GHS分類

GHS Classification · 6 件

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P270, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Danger

H302 (94.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P361+P364, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 4 件

Chemical: 1-Piperazineethanamine

1-Piperazineethanamine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Piperazineethanamine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 15-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/16054

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelCorrosive Poison
Fire Hazards · 2 件

Special Hazards of Combustion Products: Toxic fumes of NO x (USCG, 1999)

· Combustible material: may burn but does not ignite readily.

Health Hazards · 2 件

INHALATION: Burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. EYES AND SKIN: Extremely destructive to mucous membranes, upper respiratory tract, eyes and skin. Causes burns on short contact. (USCG, 1999)

· TOXIC and/or CORROSIVE; inhalation, ingestion or skin contact with material may cause severe injury or death.

Hazards SummaryLiquid causes second or third degree burns after short contact. [CHRIS] Pulmonary edema may result from inhalation of high concentrations. [NJ-HSFS] Can cause coughing, wheezing, and shortness of breath if inhaled; [CAMEO]
DOT ID and Guide2815 153

安全と保護具

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Accidental Release Measures · 2 件

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 件

INHALATION: Remove to fresh air; if not breathing, give artificial respiration; if breathing difficult, give oxygen.

General First Aid:

Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 2 件

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Solid streams of water may be ineffective. Use "alcohol" foam, dry chemical, or carbon dioxide.

Wear positive pressure self-contained breathing appartus when fighting fires involving this material.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage.

毒性情報

Ecotoxicity Values · 1 件

LC50; Species: Pimephales promelas (Fathead minnow, age 31 days, mean length 21.0 mm, mean weight 0.147 g); Conditions: flow through, 25.1 °C, pH 7.66, hardness 37.8 mg/L CaCO3, alkalinity 92.0 mg/L CaCO3, dissolved oxygen 6.1 mg/L; Concentration: 2190 mg/L for 96 hr (95% confidence limit: 1950-2460 mg/L) /97% purity/

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 43(SRC), determined from a structure estimation method(2), indicates that N-(2-aminoethyl)piperazine is expected to have very high mobility in soil(SRC). However, N-(2-aminoethyl)piperazine will exist primarily as a cation in the environment, and cations are expected to adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3), suggesting that mobility may be much lower in some soils(SRC). Volatilization of N-(2-aminoethyl)piperazine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.6X10-13 atm-cu m/mole(SRC), using a fragment constant estimation method(4). N-(2-Aminoethyl)piperazine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.6X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(5). Utilizing the Japanese MITI test, 0-1% of the theoretical BOD was reached in 4 weeks(6) indicating that biodegradation is not an important environmental fate process in soil(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 43(SRC), determined from a structure estimation method(2), indicates that N-(2-aminoethyl)piperazine is not expected to adsorb to suspended solids and sediment(SRC). However, N-(2-aminoethyl)piperazine will exist primarily as a cation in the environment, and cations are expected to adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3), suggesting that mobility may be much lower in some soils(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 6.6X10-13 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from an estimated log Kow of -1.6(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 0-1% of the theoretical BOD was reached in 4 weeks(9) indicating that biodegradation is not an important environmental fate process in water(SRC).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-(2-aminoethyl)piperazine, which has an estimated vapor pressure of 6.6X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N-(2-aminoethyl)piperazine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 1.8 hrs(SRC), calculated from its rate constant of 2.1X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). N-(2-Aminoethyl)piperazine does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsDermatotoxin - Skin burns.
Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of N-(2-aminoethyl)piperazine can be estimated to be 43(SRC). According to a classification scheme(2), this estimated Koc value suggests that N-(2-aminoethyl)piperazine is expected to have very high mobility in soil. However, N-(2-aminoethyl)piperazine will exist primarily as a cation in the environment, and cations are expected to adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3), suggesting that mobility may be much lower in some soils(SRC).

Human Toxicity Excerpts · 3 件

/SIGNS AND SYMPTOMS/ Strong irritant to tissue.[Lewis RJ Sr; Hawley's Condensed Chemical Dictionary 15th ed Wiley (2007)

/SIGNS AND SYMPTOMS/ Inhalation: May be harmful if inhaled. Material is extremely destructive to the tissue of the mucous membranes and upper respiratory tract. Skin: Toxic if absorbed through skin. Causes skin burns. Eyes: Causes eye burns. Ingestion: May be harmful if swallowed. Causes burns.

/GENOTOXICITY/ Clastogenic activity /d-1-aminoethylpiperazine/ in cultured human lymphocytes was measured without S-9 mix at 100, 200, 300, and 400 ug/mL; and with S-9 mix (24 and 48 hr sampling times) at 200, 400, 800, and 900 ug/m. Results were negative.

Artificial Pollution Sources · 1 件

N-(2-Aminoethyl)piperazine's production and use as an epoxy curing agent, intermediate for pharmaceuticals, anthelmintics, surface-active agents, and synthetic fibers(1) may result in its release to the environment through various waste streams(SRC).

安全データ

wgk
2
tsca
TSCA listed
rtecs
TK8050000
ridadr
UN 2815
毒性
LD50 orally in Rabbit: 1470 mg/kg
hs_code
29335995

化学と産業

用途と製造

Uses · 5 件

Used as an epoxy curing agent and chemical intermediate for pharmaceuticals, anthelmintics, and surface-active agents; [HSDB] Used as an epoxy resin hardener; [Sullivan, p. 473]

Plastic Composites Manufacturing [Category: Industry]

Epoxy curing agent; intermediate for pharmaceuticals; anthelmintics, surface-active agents; synthetic fibers

Has been used in past as corrosion inhibitor and as an asphalt additive.

Main use as epoxy resin curing agent, where expected to be incorporated into resin, with very low concentrations of unreacted product.

U.S. Production · 4 件

2023: 8,500,000 - <10,000,000 lb

1-Piperazineethanamine is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).

Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5472]

Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 1-Piperazineethanamine. Aggreated National Production Volume: 10 to < 50 million lbs.

Industry UsesCBI
Methods of ManufacturingReaction of ethylene dichloride with NH3, neutralization with NaOH and salt removal. Separation of N-aminoethylpiperazine by fractionated distillation. Manufacturing process completely closed.
Household ProductsInformation on 16 consumer products that contain Aminoethylpiperazine in the following categories is provided:
General Manufacturing Information · 3 件

CBI

1-Piperazineethanamine: ACTIVE

Alkyl mercury compounds have been used as seed disinfectants and for fungicides. They have also been used in organic synthesis. /Mercury alkyl compounds/

応用分野 · 3 件

用途エポキシ硬化剤、腐食防止剤、合成中間体(染料、界面活性剤、各種医薬品)

使用Used for studying corrosion inhibition

一般的な説明N-aminoethylpiperazine appears as a colorless liquid with a faint fishlike odor. Flash point 199 °F. Corrosive to tissue. Toxic oxides of nitrogen are produced by combustion.

調製方法 · 1 件

製造方法he synthesis of N-(2-aminoethyl) piperazine from PZ and MEA in the presence of CO2 was conducted using a method similar to that of thermal degradation experiments. 7 m PZ/2 m MEA with 0.3 mol CO2 /mol alkalinity was placed in -inch OD 316 stainless steel thermal cylinders , which were then sealed and placed in a convection oven held at 150 °C. Cylinders were removed periodically and samples were analyzed using ion chromatography.

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補足説明

定義An amine combining a primary, secondary, and ter- tiary amine in one molecule.

関連反応

59 件

関連ノート

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