N,N-bis(2-hydroxyethyl)ethylidenediamine
Thioctic acid
2-(2-Aminoethylamino)ethanol
Conditions | Yield |
---|---|
Stage #1: Thioctic acid With 1,1'-carbonyldiimidazole In chloroform at 20℃; for 1h; Inert atmosphere; Stage #2: N,N-bis(2-hydroxyethyl)ethylidenediamine In chloroform at 20℃; Inert atmosphere; | 80% |
ethylene glycol
A
piperazine
B
ethanolamine
C
2-(2-Aminoethylamino)ethanol
D
ethylenediamine
E
1,5-diamino-3-azapentane
F
2,2'-iminobis[ethanol]
Conditions | Yield |
---|---|
Stage #1: ethylene glycol With ammonia; hydrogen at 150℃; under 150015 Torr; Stage #2: copper oxide; graphite; molybdenum oxide; nickel oxide; zirconium dioxide; mixture of at 170℃; under 150015 Torr; | A 6.8% B 29% C 5.7% D 49.5% E 3.9% F 1.7% |
With ammonia; hydrogen at 170 - 180℃; under 150015 Torr; Conversion of starting material; | |
With ammonia; water; hydrogen at 180℃; under 150015 Torr; Conversion of starting material; | |
With ammonia; hydrogen at 150 - 170℃; under 150015 Torr; Conversion of starting material; | |
With ammonia; hydrogen at 200℃; under 150015 Torr; Conversion of starting material; |
Conditions | Yield |
---|---|
With water unter Kuehlung; |
Conditions | Yield |
---|---|
With hydrogenchloride | |
at 145 - 160℃; unter Druck; |
sulfuric acid mono-(2-amino-ethyl ester)
ethanolamine
2-(2-Aminoethylamino)ethanol
Conditions | Yield |
---|---|
With sodium hydroxide at 130℃; |
Conditions | Yield |
---|---|
With carbon dioxide; water unter Druck; |
ethylenediamine
2-chloro-ethanol
A
N,N'-bis(2-hydroxyethyl)ethylene diamine
B
2-(2-Aminoethylamino)ethanol
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
at 175℃; Kinetics; Hydrolysis; |
sulfuric acid mono-(2-amino-ethyl ester)
ammonia
A
2-(2-Aminoethylamino)ethanol
B
ethylenediamine
C
1,5-diamino-3-azapentane
Conditions | Yield |
---|---|
at 130℃; mit Dimethylamin und anderen Alkylaminen an Stelle von NH3 verlaeuft die Reaktion analog; |
ethylenediamine
A
piperazine
B
1-(2-hydroxyethyl)piperazine
C
aminoethylpiperazine
D
2-(2-Aminoethylamino)ethanol
E
1,5-diamino-3-azapentane
F
triethylentetramine
Conditions | Yield |
---|---|
With hydrogen at 150 - 160℃; under 22502.3 Torr; |
ethanolamine
A
piperazine
B
1-(2-hydroxyethyl)piperazine
C
aminoethylpiperazine
D
2-(2-Aminoethylamino)ethanol
E
ethylenediamine
F
1,5-diamino-3-azapentane
G
triethylentetramine
Conditions | Yield |
---|---|
With ammonia; hydrogen at 170℃; under 150015 Torr; |
oxirane
A
piperazine
B
ethanolamine
C
2-(2-Aminoethylamino)ethanol
D
ethylenediamine
E
1,5-diamino-3-azapentane
F
2,2'-iminobis[ethanol]
Conditions | Yield |
---|---|
Stage #1: oxirane With ammonia at 95℃; under 105011 Torr; Stage #2: With hydrogen; DE-A19 53 263 catalyst In water at 170 - 210℃; under 150015 Torr; |
oxirane
ethanolamine
A
piperazine
B
2-(2-Aminoethylamino)ethanol
C
ethylenediamine
D
1,5-diamino-3-azapentane
E
2,2'-iminobis[ethanol]
Conditions | Yield |
---|---|
Stage #1: oxirane With ammonia at 95℃; under 105011 Torr; Stage #2: ethanolamine With hydrogen; DE-A19 53 263 catalyst In water at 170 - 210℃; under 150015 Torr; |
Conditions | Yield |
---|---|
With ammonia; chlorocarbonylhydrido[4,5-bis(dicyclohexylphosphinomethyl)acridine]ruthenium(II) In toluene at 155℃; under 33003.3 Torr; for 12h; Product distribution / selectivity; Autoclave; | |
With ammonia; hydrogen at 157℃; Catalytic behavior; Temperature; |
Conditions | Yield |
---|---|
With carbon disulfide In hexane |
formaldehyd
ethylenediamine
A
N,N'-bis(2-hydroxyethyl)ethylene diamine
B
2-(2-Aminoethylamino)ethanol
Conditions | Yield |
---|---|
In water at 76℃; under 1875.19 Torr; Temperature; | |
In water at 45℃; under 1200.12 Torr; |
Conditions | Yield |
---|---|
With ammonia; hydrogen at 163℃; Catalytic behavior; Temperature; | |
With ammonia at 225℃; for 3h; Autoclave; |
ethanolamine
A
piperazine
B
2-(2-Aminoethylamino)ethanol
C
ethylenediamine
D
1,5-diamino-3-azapentane
Conditions | Yield |
---|---|
With ammonia; hydrogen | |
With ammonia; hydrogen | |
With ammonia; hydrogen at 170℃; under 60006 Torr; for 12h; Reagent/catalyst; Flow reactor; | |
With ammonia at 170℃; under 60006 Torr; |
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one In dichloromethane at 100℃; for 2h; |
2,2'-iminobis[ethanol]
A
ethanolamine
B
2-(2-Aminoethylamino)ethanol
C
ethylenediamine
Conditions | Yield |
---|---|
With chlorocarbonylhydrido[4,5-bis(dicyclohexylphosphinomethyl)acridine]ruthenium(II); ammonia In toluene at 155℃; under 31503.2 Torr; for 24h; Inert atmosphere; Autoclave; |
ethanolamine
A
piperazine
B
2-(2-Aminoethylamino)ethanol
C
ethylenediamine
Conditions | Yield |
---|---|
With ammonia; hydrogen at 170℃; under 60006 Torr; for 12h; Reagent/catalyst; Flow reactor; |
Conditions | Yield |
---|---|
With ammonia; hydrogen at 170℃; under 60006 Torr; for 12h; Flow reactor; | |
With ammonia at 170℃; under 60006 Torr; Catalytic behavior; |
ethanolamine
A
2-(2-Aminoethylamino)ethanol
B
ethylenediamine
C
1,5-diamino-3-azapentane
Conditions | Yield |
---|---|
With ammonia; hydrogen at 170℃; under 60006 Torr; for 12h; Flow reactor; |
2,2'-iminobis[ethanol]
A
piperazine
B
2-(2-Aminoethylamino)ethanol
C
ethylenediamine
D
1,5-diamino-3-azapentane
Conditions | Yield |
---|---|
With ammonia; hydrogen In water at 190℃; under 150015 Torr; Pressure; Temperature; |
2-oxo-imidazolidine-1-ethanol
1,5-diamino-3-azapentane
A
2-aminoethylimidazolidone
B
2-(2-Aminoethylamino)ethanol
Conditions | Yield |
---|---|
at 270℃; for 5h; Autoclave; Inert atmosphere; | A 30.5 %Chromat. B 16.8 %Chromat. |
Conditions | Yield |
---|---|
With water at 250℃; for 4.2h; Temperature; Inert atmosphere; | |
With water at 250℃; under 26252.6 Torr; for 4.2h; Inert atmosphere; |
dimethylenecyclourethane
imidazolidone
ethylenediamine
A
2-oxo-imidazolidine-1-ethanol
B
2-aminoethylimidazolidone
C
2-(2-Aminoethylamino)ethanol
D
1,5-diamino-3-azapentane
E
triethylentetramine
Conditions | Yield |
---|---|
at 260℃; for 3h; |
dimethylenecyclourethane
2-aminoethylimidazolidone
A
2-oxo-imidazolidine-1-ethanol
B
2-(2-Aminoethylamino)ethanol
Conditions | Yield |
---|---|
at 280℃; for 5h; Microwave irradiation; Sealed tube; Inert atmosphere; |
Conditions | Yield |
---|---|
at 120℃; for 3h; | 100% |
di-tert-butyl dicarbonate
2-(2-Aminoethylamino)ethanol
(2-tert-butoxycarbonylaminoethyl)-(2-hydroxyethyl)carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; ethanol at 20℃; for 24h; | 100% |
In tetrahydrofuran; ethanol at 0 - 20℃; for 3h; | 98% |
With sodium hydrogencarbonate In tetrahydrofuran; water at 0 - 20℃; | 95% |
salicylaldehyde
2-(2-Aminoethylamino)ethanol
N-(salicylideneaminato)-N’-(2-hydroxyethyl)-1,2-ethanediamine
Conditions | Yield |
---|---|
In methanol for 0.5h; | 100% |
In methanol for 2h; Reflux; | 95.5% |
In ethyl acetate at 20℃; | 93% |
3-bromo-5-chlorosalicylaldehyde
2-(2-Aminoethylamino)ethanol
2-bromo-4-chloro-6-((2-(2-hydroxyethylamino)ethylimino)methyl)phenol
Conditions | Yield |
---|---|
In methanol for 0.5h; | 100% |
2-(2-Aminoethylamino)ethanol
5-bromosalicyclaldehyde
4-bromo-2-[(2-(2-hydroxyethylamino)ethylimino)methyl]phenol
Conditions | Yield |
---|---|
In methanol | 100% |
Conditions | Yield |
---|---|
at 80 - 85℃; for 6.5h; | 99.5% |
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
2-(2-Aminoethylamino)ethanol
[(η6-p-cymene)ruthenium(II)Cl(2-[(2-aminoethyl)amino]ethanol)]Cl
Conditions | Yield |
---|---|
In chloroform Ru complex dissolved in CHCl3, treated with 2.2 equiv. of ligand, stirred for 12 h; filtered, washed (ice cold CHCl3, ice-cold Et2O 3 times), elem. anal.; | 99% |
2-(2-Aminoethylamino)ethanol
benzil
8,8a-Diphenyl-2,3,6,8a-tetrahydro-5H-oxazolo[3,2-a]pyrazine
Conditions | Yield |
---|---|
With acetic acid In ethanol | 98% |
2-(2-Aminoethylamino)ethanol
(E)-5-(2-phenyldiazenyl)-2-hydroxy-3-methoxybenzaldehyde
Conditions | Yield |
---|---|
In methanol for 4h; Reflux; | 97% |
Conditions | Yield |
---|---|
With cupric indole-3-acetate at 80℃; for 0.0833333h; Neat (no solvent); Microwave irradiation; | 96% |
2-(2-Aminoethylamino)ethanol
Conditions | Yield |
---|---|
Stage #1: (2R,5S)-tetrahydrofuran-2,5-dicarbaldehyde; 2-(2-Aminoethylamino)ethanol In ethanol for 4h; Reflux; Stage #2: With 5%-palladium/activated carbon; hydrogen In ethanol at 20℃; under 10343.2 Torr; for 1h; | 96% |
o-hydroxyacetophenone
2-(2-Aminoethylamino)ethanol
2-((2-((o-hydroxy-α-methylbenzylidene)amino)ethyl)amino)ethanol
Conditions | Yield |
---|---|
In methanol for 2h; Reflux; | 95.94% |
In methanol for 0.5h; Reflux; | 93% |
In methanol for 0.5h; Reflux; | 85.1% |
formaldehyd
2-(2-Aminoethylamino)ethanol
2-{[2-(dimethylamino)ethyl]methylamino}ethanol
Conditions | Yield |
---|---|
Stage #1: formaldehyd; 2-(2-Aminoethylamino)ethanol at 80 - 90℃; for 0.5h; Stage #2: With formic acid at 80 - 90℃; for 2h; Stage #3: In butan-1-ol at 120℃; for 4h; Temperature; Solvent; | 95.2% |
With 5%-palladium/activated carbon; hydrogen at 100 - 110℃; under 11251.1 Torr; for 4.5h; Reagent/catalyst; Temperature; Pressure; Inert atmosphere; Autoclave; | 90.4% |
With formic acid In water for 4h; Heating; | 70% |
With formic acid |
[Bis(methylthio)methylene]malononitrile
2-(2-Aminoethylamino)ethanol
<1-(2-hydroxyethyl)-2-imidazolidinylidene>malononitrile
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; for 3h; | 95.2% |
In tetrahydrofuran at 20℃; for 2h; | 95% |
In toluene for 20h; Ambient temperature; | 90% |
carbon dioxide
2-(2-Aminoethylamino)ethanol
2-oxo-imidazolidine-1-ethanol
Conditions | Yield |
---|---|
tetraphosphorus decasulfide; triphenyl antimony oxide In benzene at 150℃; under 36752.9 Torr; for 24h; | 95% |
With alumina at 250℃; High pressure; Flow reactor; Supercritical conditions; | 70% |
With ethylenediamine at 190℃; for 2h; Catalytic behavior; Reagent/catalyst; Temperature; |
(fluorenylmethoxy)carbonyl chloride
2-(2-Aminoethylamino)ethanol
2-(2-FMOCaminoethylFMOCamino)ethanol
Conditions | Yield |
---|---|
Stage #1: 2-(2-Aminoethylamino)ethanol With pyridine; chloro-trimethyl-silane at 20℃; for 1h; Stage #2: (fluorenylmethoxy)carbonyl chloride Further stages.; | 95% |
With sodium hydrogencarbonate In 1,4-dioxane at 0 - 20℃; | 85% |
2-(2-Aminoethylamino)ethanol
perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
Conditions | Yield |
---|---|
In isopropyl alcohol for 20h; Heating; | 95% |
Conditions | Yield |
---|---|
In ethanol at 65℃; for 0.5h; Green chemistry; | 95% |
1-<<2-(dimethylamino)ethyl>amino>-4-fluoroanthracene-9,10-dione
2-(2-Aminoethylamino)ethanol
1-<<2-(Dimethylamino)ethyl>amino>-4-<<2-<(2-hydroxyethyl)amino>ethyl>amino>anthracene-9,10-dione
Conditions | Yield |
---|---|
In dimethyl sulfoxide for 27h; Ambient temperature; | 94% |
N-(Benzyloxycarbonyloxy)succinimide
2-(2-Aminoethylamino)ethanol
benzyl-{2-[(2-hydroxyethyl)amino]ethyl}carbamate
Conditions | Yield |
---|---|
In dichloromethane 1.) -40 deg C, 3 h, 2.) -40 deg C to r.t., overnight; | 94% |
In dichloromethane at 0℃; Large scale; |
Conditions | Yield |
---|---|
at 70℃; for 3.2h; Acylation; | 94% |
1,3-diacetyl-1,3-dihydro-benzoimidazol-2-one
2-(2-Aminoethylamino)ethanol
N-[2-(2-hydroxy-ethylamino)-ethyl]-acetamide
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 0.25h; | 94% |
Conditions | Yield |
---|---|
With cupric indole-3-acetate at 80℃; for 0.0833333h; Neat (no solvent); Microwave irradiation; | 94% |
9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione
2-(2-Aminoethylamino)ethanol
ametantrone
Conditions | Yield |
---|---|
Stage #1: 9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione; 2-(2-Aminoethylamino)ethanol In acetonitrile at 50℃; for 1h; Inert atmosphere; Stage #2: With air at 50℃; for 1h; | 94% |
Conditions | Yield |
---|---|
at 200℃; for 2h; Inert atmosphere; | 94% |
2-(2-Aminoethylamino)ethanol
stearic acid
2-heptadecyl-1-(2-hydroxyethyl)-2-imidazoline
Conditions | Yield |
---|---|
With calcium oxide at 181℃; for 0.15h; microwave irradiation; | 93% |
2-(2-Aminoethylamino)ethanol
1-fluoro-4-methoxymethyloxyxanthone
1-<2-(2-aminoethylamino)ethanol>-4-methoxymethylxanthone
Conditions | Yield |
---|---|
With pyridine In ethanol for 72h; Heating; | 93% |
2-(2-Aminoethylamino)ethanol
n-tetradecanoic acid
2-tridecyl-1-(2-hydroxyethyl)imidazoline
Conditions | Yield |
---|---|
With calcium oxide at 150℃; for 0.125h; microwave irradiation; | 93% |
Conditions | Yield |
---|---|
With calcium oxide at 135℃; for 0.0666667h; microwave irradiation; | 93% |
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 4h; |
Conditions | Yield |
---|---|
With calcium oxide at 120℃; for 0.0583333h; microwave irradiation; | 93% |
In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 4h; |
The N-Aminoethylethanolamine, with the CAS registry number 111-41-1, is also known as N-(2-Hydroxyethyl)-1,2-ethanediamine. It belongs to the product category of Organics. Its EINECS registry number is 203-867-5. This chemical's molecular formula is C4H12N2O and molecular weight is 104.15088. Its IUPAC name is called 2-(2-aminoethylamino)ethanol. This chemical's classification codes are Mutation Data; Skin / Eye Irritant.
Physical properties of N-Aminoethylethanolamine: (1)ACD/LogP: -1.69; (2)ACD/LogD (pH 5.5): -5.34; (3)ACD/LogD (pH 7.4): -4.1; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 6; (11)Index of Refraction: 1.471; (12)Molar Refractivity: 29.24 cm3; (13)Molar Volume: 104.5 cm3; (14)Surface Tension: 41.2 dyne/cm; (15)Density: 0.996 g/cm3; (16)Flash Point: 90.5 °C; (17)Enthalpy of Vaporization: 55.35 kJ/mol; (18)Boiling Point: 239.4 °C at 760 mmHg; (19)Vapour Pressure: 0.00707 mmHg at 25°C.
Uses of N-Aminoethylethanolamine: it can be used to produce 4-acetylamino-N-[2-(2-hydroxy-ethylamino)-ethyl]-benzamide at temperature of 100 - 105 °C. This reaction will need solvent butan-2-ol with reaction time of 10 hours. The yield is about 58%.
When you are using this chemical, please be cautious about it as the following:
This chemical may destroy living tissue on contact and may cause burns. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).
You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C(CNCCO)N
(2)InChI: InChI=1S/C4H12N2O/c5-1-2-6-3-4-7/h6-7H,1-5H2
(3)InChIKey: LHIJANUOQQMGNT-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LD50 | oral | 1500mg/kg (1500mg/kg) | Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968. | |
guinea pig | LD50 | skin | 1800uL/kg (1.8mL/kg) | Journal of Industrial Hygiene and Toxicology. Vol. 26, Pg. 269, 1944. | |
mouse | LD50 | oral | 3550mg/kg (3550mg/kg) | Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968. | |
rabbit | LD50 | oral | 2gm/kg (2000mg/kg) | Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968. | |
rabbit | LD50 | skin | 3560uL/kg (3.56mL/kg) | Union Carbide Data Sheet. Vol. 7/19/1965, | |
rat | LD50 | intramuscular | 2gm/kg (2000mg/kg) | Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968. | |
rat | LD50 | intraperitoneal | 120mg/kg (120mg/kg) | Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968. | |
rat | LD50 | intravenous | 417mg/kg (417mg/kg) | Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968. | |
rat | LD50 | oral | 3gm/kg (3000mg/kg) | Union Carbide Data Sheet. Vol. 7/19/1965, | |
rat | LD50 | skin | 2250mg/kg (2250mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 64, 1982. | |
rat | LD50 | subcutaneous | 2250mg/kg (2250mg/kg) | Environmental Space Science. English Translation of Kosmicheskaya Biologiya Meditsina. 1967-70.Vol. 2, Pg. 289, 1968. |
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