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2-(2-アミノエチルアミノ)エタノール

N-(2-Hydroxyethyl)ethylenediamine

HCID 8112
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
111-41-1
標準SMILES
NCCNCCO
InChIKey
LHIJANUOQQMGNT-UHFFFAOYSA-N
分子式
C4H12N2O
平均分子量
104.15 g/mol
単同位体質量
104.09496301

概要

Aminoethylethanolamine appears as a clear colorless liquid with an ammonia-like odor. Corrosive to tissue. Combustible, but may be difficult to ignite. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion. Used to make other chemicals.

名称と識別子

優先名称
N-(2-Hydroxyethyl)ethylenediamine
IUPAC
2-(2-aminoethylamino)ethanol
現地名
2-(2-アミノエチルアミノ)エタノール
英語名
2-(2-Aminoethylamino)ethanol
分子式
C4H12N2O
分子量
104.15

名称と別名

N-(2-Hydroxyethyl)ethylenediaminemonoethanol ethylenediamineRefChem:112035111-41-12-(2-Aminoethylamino)ethanolAminoethylethanolamine2-((2-Aminoethyl)amino)ethanolN-(Hydroxyethyl)ethylenediamineN-(2-Aminoethyl)ethanolamineN-(Aminoethyl)ethanolamine(2-Hydroxyethyl)ethylenediamine(2-Aminoethyl)ethanolamine
名称をさらに表示
2-(2-アミノエチルアミノ)エタノールアミノエチルエタノールアミン2-[(2-アミノエチル)アミノ]エタノールN-(2-ヒドロキシエチル)エチレンジアミン5-アミノ-3-アザペンタン-1-オールN-(2-ヒドロキシエチル)-1,2-エタンジアミンN(2アミノエチル)エタノールアミンアミノエチルエタノルアミンN-(2-アミノエチル)エタノールアミンN-(2-アミノエチル)-2-アミノエタノールN-(2-アミノエチル)-2-アミノエタノ?ル2‐(2‐アミノエチルアミノ)エタノールN-2-ヒドロキシエチルエチレンジアミンAEEA2-((2-Aminoethyl)amino)ethan-1-olAMINOETHYLETHANOLAMINaminoethylN-AMINOETHYL ETHANOLAMINEN-(2-Hydroxyethyl)-1,2-ethanediamine
Ethanolethylene diamineEthanol, 2-[(2-aminoethyl)amino]-Monoethanolethylenediamine2-[(2-Aminoethyl)amino]ethanolN-Hydroxyethyl-1,2-ethanediamineN-Hydroxyethylethylenediamine2-[(2-aminoethyl)amino]ethan-1-olDTXSID7025423

データベース識別子

CAS
111-41-1
PubChem CID
8112
DTXSID
DTXSID7025423
ChEMBL
CHEMBL3186403
UNII
RC78W6NPXT
EC Number
203-867-5
Nikkaji
J1.188F

物性

構造計算による物性

XLogP
-1.7
極性表面積
58.3 Ų
水素結合供与体数
3
水素結合受容体数
3
回転可能結合数
4
重原子数
7
形式電荷
0
複雑度
32.9

実験および物理化学的性質

Chemical Classes · 2 件

Nitrogen Compounds -> Ethanolamines

Corrosives

SpringerMaterials PropertiesBoiling point
OdorMILD AMMONIACAL ODOR
Density · 4 件

1.028 at 77 °F (USCG, 1999) - Denser than water; will sink

1.0254 at 25 °C

1.028

1.03 @25 °C

Color/FormCOLORLESS LIQ
Solubility · 2 件

greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)

VERY SOL IN WATER, ALCOHOL, ACETATE

Flash Point · 4 件

216 °F (NTP, 1992)

132 °C

132 °C (CLOSED CUP)

216 °F

Boiling Point · 5 件

460 to 464 °F at 760 mmHg (NTP, 1992)

238-40 °C

BP: 243.7 °C

460-464 °F

243 °C @760 [mm Hg]

Melting Point-33 °C
Vapor Density · 3 件

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]

P203, P260, P261, P264, P272, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P318, P321, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)

Danger

H290 (13.6%): May be corrosive to metals [Warning Corrosive to Metals]

P203, P234, P260, P261, P264, P264+P265, P271, P272, P280, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P319, P321, P333+P317, P362+P364, P363, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)

危険有害性情報

Regulatory Information · 6 件

Chemical: Ethanol, 2-[(2-aminoethyl)amino]-

Hazard Traits - Reproductive Toxicity

Regulation (EC) No 1935/2004 (amended)

Ethanol, 2-[(2-aminoethyl)amino]- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanol, 2-[(2-aminoethyl)amino]- 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)

REACH registered substance: 2-(2-aminoethylamino)ethanol (EC: 203-867-5)

2-(2-Aminoethylamino) ethanol: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationIMAP assessments - Ethanol, 2-[(2-aminoethyl)amino]-: Environment tier I assessment
DOT LabelCorrosive
Fire HazardsThis chemical is combustible. (NTP, 1992)
Fire PotentialMODERATE, WHEN EXPOSED TO HEAT OR FLAME ...
Health Hazards

化学と産業

用途と製造

Uses · 4 件

Used as a chemical intermediate, textile finishing compound, and additive to oils in metal cutting; [HSDB] Occupational asthma reported in solderer and cable jointer; [Malo]

Metal Machining [Category: Heat or Machine]

CHEM INT FOR CHELATING AGENTS, DETERGENTS & EMULSIFIERS, CORROSION INHIBITORS, MINING CHEMICALS, GASOLINE STABILIZERS, DYEING ASSISTANTS, MODIFYING AGENTS (TEXTILES), 2,4-D HERBICIDE SALTS, OILS USED IN TEXTILE PROCESSING, OILS USED IN METAL CUTTING, AND GAS PROCESSING CHEMICALS

TEXTILE FINISHING CMPD (ANTIFUMING AGENTS, DYESTUFFS, CATIONIC SURFACTANTS); RESINS, RUBBER PRODUCTS; INSECTICIDES, CERTAIN MEDICINALS

U.S. Production · 3 件

2023: 10,000,000 - <50,000,000 lb

(1972) 3.99X10+9 G

(1976) 4.90X10+9 G (SALES)

Industry UsesIntermediate
Methods of ManufacturingREACTION OF ETHYLENEDIAMINE AND ETHYLENE OXIDE
Household ProductsInformation on 2 consumer products that contain Aminoethyl ethanolamine in the following categories is provided:
General Manufacturing Information · 2 件

All Other Chemical Product and Preparation Manufacturing

Ethanol, 2-[(2-aminoethyl)amino]-: ACTIVE

応用分野 · 4 件

用途イミダゾリドン型カチオン及び界面活性剤原料、金属イオン封鎖剤、腐食防止剤

説明Aminoethylethanolamine is a component of colophony in soldering flux, which may cause contact and airborne contact dermatitis in workers in the electronic industry or in cable jointers.

使用Textile finishing compounds (antifuming agents, dyestuffs, cationic surfactants), resins, rubber products, insecticides, and certain medicinals.

一般的な説明A clear colorless liquid with an ammonia-like odor. Corrosive to tissue. Combustible, but may be difficult to ignite. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion. Used to make other chemicals.

関連反応

60 件
反応記録を作成
HRID 67669 の反応式
HRID 67669反応物としてuspto-grants-1982_08
HRID 67670 の反応式
HRID 67670反応物としてuspto-grants-1982_08
HRID 67682 の反応式
HRID 67682反応物としてuspto-grants-1982_08
HRID 92151 の反応式
HRID 92151反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 256540 の反応式
HRID 256540反応物としてuspto-grants-1993_11
HRID 259193 の反応式
HRID 259193反応物としてuspto-grants-1977_07
HRID 268552 の反応式
HRID 268552反応物としてuspto-grants-2008_11
HRID 268554 の反応式
HRID 268554反応物としてuspto-grants-2008_11
1 / 8 ページ

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ノートを作成反応を作成見積依頼を出す

3.59 (NTP, 1992) - Heavier than air; will sink (Relative to Air)

3.59

3.59

Vapor Pressure · 5 件

less than 0.01 mmHg at 68 °F (NTP, 1992)

0.000819 [mmHg]

8.19X10-4 mm Hg at 25 °C

<0.01 mmHg

0.01 [mm Hg] @20 °C

Food Contact Substances · 2 件

FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR

FCS -> FDA Inventory of Effective Food Contact Substance (FCS) Notifications

物理化学的性質

融点
-28 °C · -28 °C
沸点
238 · 238-240 °C/752 mmHg (lit.)
比重(密度)
1.03 g/mL · 1.03 g/mL at 25 °C (lit.)
蒸気密度
3.6 · 3.6 (vs air)
蒸気圧
0.01 hPa · <0.01 hPa (20 °C)
屈折率
20 · n20/D 1.485(lit.)
闪点
230 °F · >230 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
溶ける
外見
液体
酸解離定数(Pka)
1 · pK1:7.21(+2);pK2:10.12(+1) (25°C)
色
無色透明
臭い (Odor)
穏やかなアンモニア臭
PH
11.8 · 11.8 (111g/l, H2O, 20℃)
爆発限界(explosive limit)
3.3 · 3.3-10.1%(V)
水溶解度
溶ける
BRN
506012 · 506012
Henry's Law Constant
9 · 9.0×107 mol/(m3Pa) at 25℃, HSDB (2015)
Dielectric constant
18.99 · 18.989999999999998
InChI
1S/C4H12N2O/c5-1-2-6-3-4-7/h6-7H,1-5H2
InChIKey
LHIJANUOQQMGNT-UHFFFAOYSA-N
SMILES
NCCNCCO
LogP
-2.2 · -2.2--1.46 at 20-25℃ and pH7-11
表面張力
67.11 mN/m · 67.11mN/m at 1g/L and 20℃
CAS データベース
111 · 111-41-1(CAS DataBase Reference)
NISTの化学物質情報
2 · Ethanol, 2-[(2-aminoethyl)amino]-(111-41-1)
EPAの化学物質情報
N-Hydroxyethylethylenediamine (111-41-1)

化学的性質

化学的特性CLEAR VISCOUS LIQUID

Skin contact will cause mild irritation; eye contact will cause more severe irritation. (USCG, 1999)
Hazards Summary · 1 件

Liquid causes second degree burns after contact for a few minutes. [CHRIS] A mild irritant to the skin and a severe irritant to the eyes; [CAMEO] Aminoethylethanolamine-based fluxes are skin sensitizers; they are commonly used in the soldering of printed circuit boards. [Marks, p. 318] A lachrymator; [CHEMINFO]

Reactive GroupAlcohols and Polyols
Special ReportsPepys J; Allergy of the Respiratory Tract to Low Molecular Weight Chemical Agents; Handbook of Experimental Pharmacology p. 163-85 (1983).
Reactivity Profile · 1 件

AMINOETHYLETHANOLAMINE is an amine and alcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. This chemical is hygroscopic.

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Aminoethylethanolamine is produced, as an intermediate or a final product, by process units covered under this subpart.

Air and Water ReactionsWater soluble. Hygroscopic.

安全と保護具

Fire FightingExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Fire Fighting Procedures · 2 件

ALCOHOL FOAM, MIST, DRY CHEMICAL ...

If material /is/ on fire or involved in /a/ 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.

Cleanup MethodsOverspread sufficient sodium bisulfate and sprinkle water. Drain into the sewer with abundant water.
Nonfire Spill ResponseExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Disposal MethodsAminoethyl ethanolamine is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration.
Preventive Measures · 3 件

If material /is/ not on fire and not involved in /a/ fire keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary.

Avoid breathing vapors. Keep upwind. Avoid bodily contact with the material. ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. ... If contact with the material anticipated, wear appropriate chemical protective clothing.

SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.

Isolation and EvacuationExcerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]:
Protective Action Criteria (PAC) · 3 件

9.0 [mg/m3]

99 [mg/m3]

590 [mg/m3]

Personal Protective Equipment (PPE) · 2 件

Goggles or face shield, protective clothing (USCG, 1999)

Wear butyl gloves, face shield or multipurpose gas mask, and coveralls.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: The results of one biodegradation screening study have indicated that aminoethyl ethanolamine biodegrades readily(1); therefore, biodegradation may be an important transformation process in soil(SRC). Aminoethyl ethanolamine has a pKa of 7.21(2) that indicates it can exist in both the protonated and neutral forms in environmental media; neutral aminoethyl ethanolamine is expected to leach readily. However, the mobility of protonated aminoethyl ethanolamine in soil can not be predicted without additional experimental data(SRC).

AQUATIC FATE: The results of one biodegradation screening study have indicated that aminoethyl ethanolamine biodegrades readily(1); therefore, biodegradation may be an important transformation process in water. Aquatic bioconcentration and volatilization are not expected to be important because of the high solubility of aminoethyl ethanolamine(SRC).

ATMOSPHERIC FATE: Based upon a vapor pressure of 8.19X10-4 mm Hg at 25 °C(1), aminoethyl ethanolamine is expected to exist primarily in the vapor-phase in the ambient atmosphere(2,SRC). It will degrade rapidly in the atmosphere by the vapor-phase reaction with photochemically produced hydroxyl radicals with an estimated half-life of 3.3 hr(3,SRC). Aminoethyl ethanolamine is miscible with water(4), therefore, physical removal from air by wet deposition (dissolution in clouds, rainfall, etc) is possible(SRC).

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

Based upon an estimated log Kow of -1.39(1), the Koc for aminoethyl ethanolamine can be estimated to be 4.2 from applicable regression-derived equation(2,SRC). This estimated Koc value indicates that aminoethyl ethanolamin is very highly mobile in soil(3). Aminoethyl ethanolamine is miscible in water(4) which also indicates high soil mobility(SRC). However, aminoethyl ethanolamine has a pKa of 7.21(5) that indicates it can exist in both the protonated and neutral forms in environmental media; the Koc estimate above applies to neutral aminoethyl ethanolamine, but not to protonated aminoethyl ethanolamine(SRC). The mobility of protonated aminoethyl ethanolamine in soil can not be predicted without additional experimental data(SRC).

Human Toxicity Excerpts · 1 件

Soldering flux used in the electronics industry can cause both irritant and allergic contact dermatitis. Irritant dermatitis is more common than allergic contact dermatitis. Aminoethylethanolamine, a constituent of some fluxes, is a sensitizer. Dermatitis tends to start over the periungal area and spread to the finger shafts and sometimes the wrists. The use of cotton gloves by workers appeared to aggravate the problem.

Artificial Pollution SourcesSmall amounts of aminoethyl ethanolamine may be present in wastewater streams generated at sites of industrial manufacture and use as chemical intermediate(1,SRC).
Environmental BiodegradationAminoethyl ethanolamine was found to be easily biodegraded (greater than 30% theoretical BOD in two weeks of incubation) using the Japanese MITI protocol(1).
Environmental Bioconcentration · 1 件

Based upon an estimated log Kow of -1.39(1), the BCF for aminoethyl ethanolamine can be estimated to be 0.05 from a recommended regression-derived equation(2,SRC). This estimated BCF value indicates that bioconcentration in aquatic organisms is not important. Aminoethyl ethanolamine is miscible in water(3) which also indicates that bioconcentration is not important(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for aminoethyl ethanolamine can be estimated to be 1.10X10-13 atm-cu m/mole using a structure estimation method(1,SRC). This value of Henry's Law constant indicates that aminoethyl ethanolamine is essential non-volatile from water(2); therefore, volatilization from water will not be important(SRC).

Non-Human Toxicity Excerpts... Tested by application of a drop to a rabbit's eye caused injury similar to that caused by acetone.
Environmental Abiotic Degradation · 1 件

The rate constant for the vapor-phase reaction of aminoethyl ethanolamine with photochemically produced hydroxyl radicals has been estimated to be 1.16X10-10 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of about 3.3 hrs at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(1,SRC).

Probable Routes of Human Exposure · 2 件

Occupational exposure to aminoethyl ethanolamine occurs through dermal contact(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 7,385 workers are potentially exposed to aminoethyl ethanolamine in the USA(1). NIOSH (NOHS Survey 1972-1974) has statistically estimated that 1,558 workers are potentially exposed to aminoethyl ethanolamine in the USA(2).

Environmental Fate/Exposure Summary · 1 件

If released to the atmosphere, aminoethyl ethanolamine will exist primarily in the vapor-phase where it will degrade rapidly by reaction with photochemically produced hydroxyl radicals (estimated half-life of 3.3 hours). Physical removal from the atmosphere may be possible through wet deposition. If released to soil or water, aminoethyl ethanolamine will probably biodegrade. The results of one biodegradation screening study have indicated that aminoethyl ethanolamine biodegrades readily. Aminoethyl ethanolamine can exist in both the neutral and protonated forms in environmental media; the neutral form may leach readily; the mobility of the protonated form is not known. Occupational exposure occurs through skin contact. (SRC)

法規制情報

Atmospheric Standards · 1 件

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Aminoethylethanolamine is produced, as an intermediate or a final product, by process units covered under this subpart.

安全データ

wgk
1
tsca
TSCA listed
rtecs
KJ6300000
ridadr
UN 2735 8/PG 2
毒性
LD50 orally in Rabbit: 3000 mg/kg LD50 dermal Rabbit > 2000 mg/kg
hs_code
29221980
risk_code
34-43-61-62
化審法
(2)-304
消防法
危-4-3-III
hazard_code
C,T
safety_code
26-36/37/39-45-53-28A
hazard_class
8
packing_group
II
毒劇物取締法
劇物
自然発火温度
345 °C
Hazard Classifications
Eye Dam. 1Repr. 1BSkin Corr. 1BSkin Sens. 1STOT SE 3
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
111-41-1(Hazardous Substances Data)
調製方法 · 1 件

純化方法Distil the amine twice through a Vigreux column (p 11). Redistil it from solid NaOH, then from CaH2. Alternatively, it can be converted to the dihydrochloride and recrystallised from water. It is then dried, mixed with excess of solid NaOH and the free base is distilled from the mixture. It is finally redistilled from CaH2. [Drinkard et al. J Am Chem Soc 82 2992 1960, Beilstein 4 IV 1558.]

上流・下流製品情報

上流原料

エチレンジアミン (無水)

下流製品

castor oil type amphoteric surfactant JHZ-103cocoyl coarboxy methyl imidazoline acetat XCG-CA-2 typelauroamphopropyl sulfonateSilk softener Llaurylamide propionate JHZ-101N,N'-ジメチルピペラジン1,4-ジエチルピペラジンピペラジン二塩酸塩一水和物1-(2-ヒドロキシエチル)イミダゾリジン-2-オン1-(2-アミノエチル)-2-イミダゾリジノン3,6-ジメチル-3,6-ジアザヘプタン-1-オール2,2,2-Trifluoro-N-(2-(2-hydroxyethylamino)ethyl)acetamidetert-Butyl (2-((tert-butoxycarbonyl)amino)ethyl)(2-hydroxyethyl)carbamate