Product Name

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  • Name

    Ethyleneimine

  • EINECS 205-793-9
  • CAS No. 151-56-4
  • Article Data63
  • CAS DataBase
  • Density 0.874 g/cm3
  • Solubility miscible with water
  • Melting Point -78 °C
  • Formula C2H5N
  • Boiling Point 56.999 °C at 760 mmHg
  • Molecular Weight 43.0684
  • Flash Point -11 °C
  • Transport Information UN 1185
  • Appearance colourless liquid with an ammonia-like smell
  • Safety 45-53-61
  • Risk Codes 11-26/27/28-34-45-46-51/53
  • Molecular Structure Molecular Structure of 151-56-4 (Ethyleneimine)
  • Hazard Symbols FlammableF,ToxicT
  • Synonyms Azacyclopropane;Aziran;Binary Ethyleneimine;Dimethylenimine;EI;Q 043;Q 043 (amine);Soluol XC 100;Aziridina;
  • PSA 21.94000
  • LogP -0.08160

Synthetic route

methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

aniline
62-53-3

aniline

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Phenylamino-ethyl)-carbamic acid methyl ester
79143-47-8

(2-Phenylamino-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 480h;A n/a
B 98%
1-(phenylaminocarbonyl)aziridine
13279-22-6

1-(phenylaminocarbonyl)aziridine

dimethyl amine
124-40-3

dimethyl amine

A

ethyleneimine
151-56-4

ethyleneimine

B

fenuron
101-42-8

fenuron

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 168h;A n/a
B 94%
piperidine
110-89-4

piperidine

methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Piperidin-1-yl-ethyl)-carbamic acid methyl ester
79143-49-0

(2-Piperidin-1-yl-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 92%
1-(phenylaminocarbonyl)aziridine
13279-22-6

1-(phenylaminocarbonyl)aziridine

methylamine
74-89-5

methylamine

A

ethyleneimine
151-56-4

ethyleneimine

B

1-methyl-3-phenylurea
1007-36-9

1-methyl-3-phenylurea

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 168h;A n/a
B 92%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

methyl carbamate
598-55-0

methyl carbamate

Conditions
ConditionsYield
With ammonia In ethanol at 18 - 25℃; for 24h;A n/a
B 90%
ethanolamine
141-43-5

ethanolamine

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With 1 M DTPP at 60℃; for 48h;90%
With BNTP In dichloromethane at 40℃; for 24h;98 % Chromat.
With potassium hydroxide; sulfuric acid 1.) 80 deg C, overnight; Multistep reaction;
With cesium nitrate; iron nitrate; magnesium nitrate on fluoridated P2O5/SiO2/TiO2 at 370℃; for 8h; Temperature; Reagent/catalyst; Inert atmosphere; chemoselective reaction;
morpholine
110-91-8

morpholine

methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Morpholin-4-yl-ethyl)-carbamic acid methyl ester
79143-50-3

(2-Morpholin-4-yl-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 88%
1-(phenylaminocarbonyl)aziridine
13279-22-6

1-(phenylaminocarbonyl)aziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

phenyl carbamate
64-10-8

phenyl carbamate

Conditions
ConditionsYield
With ammonia In ethanol at 18 - 25℃; for 168h;A n/a
B 88%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

dimethyl amine
124-40-3

dimethyl amine

A

ethyleneimine
151-56-4

ethyleneimine

B

1-methoxycarbonylamino-2-dimethylaminoethane
79143-42-3

1-methoxycarbonylamino-2-dimethylaminoethane

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 82%
N-(p-toluenesulfonyl)aziridine
3634-89-7

N-(p-toluenesulfonyl)aziridine

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With carbon dioxide; DBN; lithium iodide In toluene at 90℃; for 5h; Inert atmosphere;82%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Aziridin-1-yl-ethyl)-carbamic acid methyl ester
79143-51-4

(2-Aziridin-1-yl-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 75%
2-chloroethanamine hydrochloride
870-24-6

2-chloroethanamine hydrochloride

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With sodium hydroxide In water at 50℃; for 2h; Inert atmosphere;75%
With sodium hydroxide In water at 50℃; for 2.5h;74%
With sodium hydroxide at 50℃; under 25 Torr; for 2h;70%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

isopropylamine
75-31-0

isopropylamine

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Isopropylamino-ethyl)-carbamic acid methyl ester
79143-44-5

(2-Isopropylamino-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 72%
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

cyclohexylamine
108-91-8

cyclohexylamine

A

ethyleneimine
151-56-4

ethyleneimine

B

(2-Cyclohexylamino-ethyl)-carbamic acid methyl ester
79143-46-7

(2-Cyclohexylamino-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 63%
sulfuric acid mono-(2-amino-ethyl ester)
926-39-6

sulfuric acid mono-(2-amino-ethyl ester)

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With sodium hydroxide In water Heating;60%
With sodium hydroxide
With potassium hydroxide
methanol
67-56-1

methanol

ethanolamine
141-43-5

ethanolamine

A

ethyleneimine
151-56-4

ethyleneimine

B

piperazine
110-85-0

piperazine

C

1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

D

(2-hydroxyethyl)(methyl)amine
109-83-1

(2-hydroxyethyl)(methyl)amine

Conditions
ConditionsYield
With Cs-P-Si mixed-oxide at 300℃; under 750.06 Torr; Title compound not separated from byproducts;A 37 % Chromat.
B n/a
C n/a
D 6%
tetrachloromethane
56-23-5

tetrachloromethane

sulfuric acid mono-(2-amino-ethyl ester)
926-39-6

sulfuric acid mono-(2-amino-ethyl ester)

ethyleneimine
151-56-4

ethyleneimine

2-bromoethylamine hydrobromide
2576-47-8

2-bromoethylamine hydrobromide

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With water; silver(l) oxide
With potassium hydroxide
With alkaline solution
2-bromoethylamine
107-09-5

2-bromoethylamine

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With potassium perchlorate In acetic acid at 25℃; Rate constant;
With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 17.9℃; Rate constant; Kinetics; Thermodynamic data; var. temp., var. solvents mixtures, var. bases, ΔGa, ΔHa, ΔSa;
With ammonium bromide In water; dimethyl sulfoxide at 60.3℃; Thermodynamic data; other halide, ΔH(excit.), ΔG(excit.), ΔS(excit.);
chloroethylamine
689-98-5

chloroethylamine

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With water In 1,4-dioxane at 39 - 59℃; Kinetics;
With tetramethyl ammoniumhydroxide In water; dimethyl sulfoxide at 31.4℃; Rate constant; Kinetics; Thermodynamic data; var. temp., var. solvents mixtures, var. bases, ΔGa, ΔHa, ΔSa;
With ammonium chloride In water; dimethyl sulfoxide at 60.3℃; Thermodynamic data; other halide, ΔH(excit.), ΔG(excit.), ΔS(excit.);
3-Fluoropyridine
372-47-4

3-Fluoropyridine

Aziridin-Kation
24151-28-8

Aziridin-Kation

A

ethyleneimine
151-56-4

ethyleneimine

B

2-fluoropyridine-H(1+)
59278-67-0

2-fluoropyridine-H(1+)

Conditions
ConditionsYield
Thermodynamic data;
3-Chloropyridine
626-60-8

3-Chloropyridine

Aziridin-Kation
24151-28-8

Aziridin-Kation

A

ethyleneimine
151-56-4

ethyleneimine

B

3-chloropyridinium
53760-42-2

3-chloropyridinium

Conditions
ConditionsYield
Thermodynamic data;
N-benzoylaziridine
7646-66-4

N-benzoylaziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

sodium benzoate
532-32-1

sodium benzoate

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral);
amide P,P-bis (1-aziridinyl) N,N-dimethyl phosphinique
1195-69-3

amide P,P-bis (1-aziridinyl) N,N-dimethyl phosphinique

A

ethyleneimine
151-56-4

ethyleneimine

B

dimethyl amine
124-40-3

dimethyl amine

C

2-(dimethylamino)-3H-1,3,2-oxazaphospholidine-2-oxide

2-(dimethylamino)-3H-1,3,2-oxazaphospholidine-2-oxide

D

C6H16N3O2P

C6H16N3O2P

Conditions
ConditionsYield
In water-d2 Mechanism; other aziridinyl phosphoramides, other products;
1-(p-bromobenzoyl)aziridine
18292-63-2

1-(p-bromobenzoyl)aziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

sodium 4-bromobenzoate
2532-15-2

sodium 4-bromobenzoate

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral);
1-(4-methoxy-benzoyl)-aziridine
15269-50-8

1-(4-methoxy-benzoyl)-aziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

sodium anisate
536-45-8

sodium anisate

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral);
1-(p-nitrobenzoyl)aziridine
19614-29-0

1-(p-nitrobenzoyl)aziridine

A

ethyleneimine
151-56-4

ethyleneimine

B

sodium 4-nitrobenzoate
3847-57-2

sodium 4-nitrobenzoate

Conditions
ConditionsYield
With sodium hydroxide In acetonitrile at 25℃; Rate constant; var. pH (from 13 to neutral);
ethene
74-85-1

ethene

ethyleneimine
151-56-4

ethyleneimine

Conditions
ConditionsYield
With tris-(2-chloro-ethyl)-amine Mechanism; Irradiation; also with propene; rel. rate constants;
N,N'-Bis(2-oxo-3-oxazolidin-3-ylcarbonyl)-1,6-hexanediamine
74734-25-1

N,N'-Bis(2-oxo-3-oxazolidin-3-ylcarbonyl)-1,6-hexanediamine

A

ethyleneimine
151-56-4

ethyleneimine

B

dimethylenecyclourethane
497-25-6

dimethylenecyclourethane

C

Acetonitrile oxide
925-91-7

Acetonitrile oxide

D

trans-nitrosoethylene
54680-52-3

trans-nitrosoethylene

E

C5H6N2O3*H(1+)

C5H6N2O3*H(1+)

F

2-Oxo-oxazolidine-3-carboxylic acid cyclohexylamide

2-Oxo-oxazolidine-3-carboxylic acid cyclohexylamide

Conditions
ConditionsYield
at 200 - 600℃; Product distribution; pyrolysis;
methyl aziridine-1-carboxylate
671-50-1

methyl aziridine-1-carboxylate

ethylamine
75-04-7

ethylamine

A

ethyleneimine
151-56-4

ethyleneimine

B

methyl N-ethylcarbamate
6135-31-5

methyl N-ethylcarbamate

C

(2-Ethylamino-ethyl)-carbamic acid methyl ester
79143-43-4

(2-Ethylamino-ethyl)-carbamic acid methyl ester

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 35 % Chromat.
C 65 % Chromat.
ethyleneimine
151-56-4

ethyleneimine

2-chloro-3,6-diphenyl-3,4-dihydro-1,3,2-oxazophosporin-2-oxide
78993-89-2

2-chloro-3,6-diphenyl-3,4-dihydro-1,3,2-oxazophosporin-2-oxide

2-Aziridin-1-yl-3,6-diphenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide
95886-05-8

2-Aziridin-1-yl-3,6-diphenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide

Conditions
ConditionsYield
In benzene for 0.5h; Ambient temperature;100%
ethyleneimine
151-56-4

ethyleneimine

2-Chloro-6-phenyl-3-p-tolyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide
78993-90-5

2-Chloro-6-phenyl-3-p-tolyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide

2-(1-Aziridinyl)-6-phenyl-3-(p-tolyl)-3,4-dihydro-1,3,2-oxazaphosphorin-2-oxide
95886-04-7

2-(1-Aziridinyl)-6-phenyl-3-(p-tolyl)-3,4-dihydro-1,3,2-oxazaphosphorin-2-oxide

Conditions
ConditionsYield
In benzene for 0.5h; Ambient temperature;100%
ethyleneimine
151-56-4

ethyleneimine

2-Chloro-3-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide
78993-91-6

2-Chloro-3-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide

2-Aziridin-1-yl-3-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide
95886-03-6

2-Aziridin-1-yl-3-(4-methoxy-phenyl)-6-phenyl-3,4-dihydro-[1,3,2]oxazaphosphinine 2-oxide

Conditions
ConditionsYield
In benzene for 0.5h; Ambient temperature;100%
ethyleneimine
151-56-4

ethyleneimine

1-chloroaziridine
10165-13-6

1-chloroaziridine

Conditions
ConditionsYield
With N-chloro-succinimide at 20℃; under 0.1 Torr;99%
With sodium hypochlorite; water at -10℃;
With N-chloro-succinimide under 0.001 Torr; Ambient temperature;
ethyleneimine
151-56-4

ethyleneimine

3-hydroxy-3-methyl-1-cyano-1-butyne
32837-87-9

3-hydroxy-3-methyl-1-cyano-1-butyne

(Z)-4-hydroxy-4-methyl-3-ethyleneimino-2-pentenenitrile

(Z)-4-hydroxy-4-methyl-3-ethyleneimino-2-pentenenitrile

Conditions
ConditionsYield
In chloroform at 10℃; for 2h;99%
ethyleneimine
151-56-4

ethyleneimine

3-chloro-2-phenyl-1-indenone
40920-46-5

3-chloro-2-phenyl-1-indenone

3-aziridino-2-phenyl-1-indenone
94796-57-3

3-aziridino-2-phenyl-1-indenone

Conditions
ConditionsYield
With triethylamine for 0.5h;99%
ethyleneimine
151-56-4

ethyleneimine

3-chloro-2-(4-chlorophenyl)-1-indenone
94796-76-6

3-chloro-2-(4-chlorophenyl)-1-indenone

3-aziridino-2-(4-chlorophenyl)-1-indenone
94796-59-5

3-aziridino-2-(4-chlorophenyl)-1-indenone

Conditions
ConditionsYield
With triethylamine for 0.5h;99%
ethyleneimine
151-56-4

ethyleneimine

3-chloro-2-(4-methoxyphenyl)-1-indenone
94796-75-5

3-chloro-2-(4-methoxyphenyl)-1-indenone

3-aziridino-2-(4-methoxyphenyl)-1-indenone
94796-58-4

3-aziridino-2-(4-methoxyphenyl)-1-indenone

Conditions
ConditionsYield
With triethylamine for 0.5h;99%
ethyleneimine
151-56-4

ethyleneimine

3-chloro-2-(1-naphthyl)-1-indenone
94796-77-7

3-chloro-2-(1-naphthyl)-1-indenone

3-aziridino-2-(1-naphthyl)-1-indenone
94796-60-8

3-aziridino-2-(1-naphthyl)-1-indenone

Conditions
ConditionsYield
With triethylamine for 0.5h;99%
ethyleneimine
151-56-4

ethyleneimine

diethoxyphosphoryldichloroacetaldehyde
84336-27-6

diethoxyphosphoryldichloroacetaldehyde

β-hydroxy-β-ethyleneimino-α,α-dichloroethylphosphonic acid diethyl ester

β-hydroxy-β-ethyleneimino-α,α-dichloroethylphosphonic acid diethyl ester

Conditions
ConditionsYield
In ethanol at 5 - 10℃; for 1h; Addition;99%
ethyleneimine
151-56-4

ethyleneimine

1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-trichloro-cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone
864467-21-0

1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-trichloro-cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone

1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-tri(1-aziridinyl)cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone

1-{2-[1,3-(oxytetraethylenoxy)-3,5,5-tri(1-aziridinyl)cyclotriphosphazatrien-1-yl]-aminoethylamino}anthraquinone

Conditions
ConditionsYield
With sodium hydroxide In benzene at 20℃; for 21.5h;99%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

ethyleneimine
151-56-4

ethyleneimine

(C5H5)Fe(CO)3(1+)*CF3SO3(1-)=(C5H5)Fe(CO)3CF3SO3

(C5H5)Fe(CO)3(1+)*CF3SO3(1-)=(C5H5)Fe(CO)3CF3SO3

[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6
69532-52-1

[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6

Conditions
ConditionsYield
With catalyst: (BrCH2CH2NH3)Br In acetonitrile addn. of aziridine to soln. of complex and bromide via syringe; stirring for 10 min at 25°C under N2; adding an excess of KPF6; stirringfor 5 min; evapn.; washing (Et2O); extg. (CH2Cl29; filtration through MgSO4; reducing volume until crystn. occured; adding Et2O; keeping at -20°C overnight; crystn.; drying in vac.; elem. anal.;99%
With catalyst: (BrCH2CH2CH2NH3)Br In acetonitrile addn. of aziridine to soln. of complex and bromide via syringe; stirring for 10 min at 25°C under N2; adding an excess of KPF6; stirringfor 5 min; evapn.; washing (Et2O); extg. (CH2Cl29; filtration through MgSO4; reducing volume until crystn. occured; adding Et2O; keeping at -20°C overnight; crystn.; drying in vac.; elem. anal.;89%
ethyleneimine
151-56-4

ethyleneimine

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]
12354-84-6, 12354-85-7

bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]

[IrCl(Cp(*))(aziridine)2]Cl
1018682-30-8

[IrCl(Cp(*))(aziridine)2]Cl

Conditions
ConditionsYield
In dichloromethane (Ar); 5 equiv. of aziridine added to metal-complex in CH2Cl2; stirred atroom temp. for 2 h; solvent removed in vacuo; purified by stirring in dry n-hexane overnight; decanted; dried in vacuo; elem. anal.;99%
ethyleneimine
151-56-4

ethyleneimine

bis(N,N-diethylamido)-N1-ethyl(bromo)imidophosphate
73954-60-6

bis(N,N-diethylamido)-N1-ethyl(bromo)imidophosphate

2,2-bis(diethylamino)-3-ethyl-1,3,2-diazaphospholidinium bromide

2,2-bis(diethylamino)-3-ethyl-1,3,2-diazaphospholidinium bromide

Conditions
ConditionsYield
In benzene at 10℃;98%
ethyleneimine
151-56-4

ethyleneimine

8-Methoxy-5-quinolinesulfonyl chloride
90429-62-2

8-Methoxy-5-quinolinesulfonyl chloride

N-(8-methoxy-5-quinolylsulfonyl)aziridine
98267-09-5

N-(8-methoxy-5-quinolylsulfonyl)aziridine

Conditions
ConditionsYield
With triethylamine In benzene for 3h; O deg C - 20 deg C;98%
ethyleneimine
151-56-4

ethyleneimine

Acetic acid 4-[(1S,2R)-2-(4-acetoxy-phenyl)-1-chlorocarbonyl-butyl]-phenyl ester
107036-23-7

Acetic acid 4-[(1S,2R)-2-(4-acetoxy-phenyl)-1-chlorocarbonyl-butyl]-phenyl ester

(2R*,3S*)-1-<2,3-bis(4-acetoxyphenyl)-1-pentanoyl>aziridine
107036-26-0

(2R*,3S*)-1-<2,3-bis(4-acetoxyphenyl)-1-pentanoyl>aziridine

Conditions
ConditionsYield
With triethylamine In diethyl ether 1.) -4 deg C, 20 min, 2.) RT, 1 h;98%
ethyleneimine
151-56-4

ethyleneimine

pentapropylphosphorodiamidimidic bromide
73954-61-7

pentapropylphosphorodiamidimidic bromide

2,2-bis(dipropylamino)-3-propyl-1,3,2-diazaphospholidinium bromide

2,2-bis(dipropylamino)-3-propyl-1,3,2-diazaphospholidinium bromide

Conditions
ConditionsYield
In benzene at 10℃;98%
ethyleneimine
151-56-4

ethyleneimine

bis(4-bromophenyl)methanone
3988-03-2

bis(4-bromophenyl)methanone

4,4'-bis(aziridin-1-yl)benzophenone

4,4'-bis(aziridin-1-yl)benzophenone

Conditions
ConditionsYield
With caesium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; palladium diacetate In toluene at 100℃; for 24h;98%
ethyleneimine
151-56-4

ethyleneimine

geldanamycin

geldanamycin

17-aziridino-17-demethoxy GM

17-aziridino-17-demethoxy GM

Conditions
ConditionsYield
In chloroform for 2h; darkness;98%
ethyleneimine
151-56-4

ethyleneimine

(η5-Cp)Fe(CO)3PF6
38834-26-3

(η5-Cp)Fe(CO)3PF6

[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6
69532-52-1

[C5H5(CO)2Fe(COCH2CH2NH)](1+)*PF6(1-)=[C5H5(CO)2Fe(COCH2CH2NH)]PF6

Conditions
ConditionsYield
sodium bromide In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
With catalyst: (nBu)4N(1+)*Br(1-) or (nBu4)N(1+)*I(1-) In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
With catalyst: Br(CH2)2NH3(1+)*Br(1-) In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
With catalyst: Br(CH2)3NH3(1+)*Br(1-) In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
With catalyst: Et3NH(1+)*Br(1-) In acetonitrile ratio of educts and catalyst: 1:1:1; evapn. in vac. to dryness, extrd. with CH2Cl2, pptd. with ether at -20°C;98%
ethyleneimine
151-56-4

ethyleneimine

(η5-C5H5)(Me)(NO)(PPh3)rhenium(II)

(η5-C5H5)(Me)(NO)(PPh3)rhenium(II)

trifluorormethanesulfonic acid
1493-13-6

trifluorormethanesulfonic acid

(C5H5)Re(NO)(P(C6H5)3)(C2H4NH)(1+)*CF3SO3(1-)={(C5H5)Re(NO)(P(C6H5)3)(C2H4NH)}{CF3SO3}

(C5H5)Re(NO)(P(C6H5)3)(C2H4NH)(1+)*CF3SO3(1-)={(C5H5)Re(NO)(P(C6H5)3)(C2H4NH)}{CF3SO3}

Conditions
ConditionsYield
In toluene (Schlenk flask); soln. of Re-complex is cooled to -45°C (CH3CN/CO2), CF3SO3H is added dropwise, after 5 min cyclic amine is added and the cold bath is removed; after 60 min hexane is added with stirring, filtrate is washed with hexane and dried under vacuum, elem. anal.;98%
ethyleneimine
151-56-4

ethyleneimine

zinc(II) chloride
7646-85-7

zinc(II) chloride

(aziridine)2ZnCl2
27184-23-2

(aziridine)2ZnCl2

Conditions
ConditionsYield
In dichloromethane anhydrous metal chloride suspd. in dry CH2Cl2; 5 equiv. of aziridine added; stirred overnight at 21°C; filtered off; solvent removed in vacuo; purified by stirring in dry n-hexane overnight at ambient temp.; n-hexane phase removed by decantation; dried in vacuo; elem. anal.;98%
In not given (Ar); mole ratio ZnCl2:ethylenimine = 1:2; soln. of ethylenimine added dropwise to a soln. of ZnCl2 with stirring and cooling to -20°C; stirred for 3-4 h; ppt. sepd.; washed (cold soln.); dried (vac.); elem. anal.;
ethyleneimine
151-56-4

ethyleneimine

palladium dichloride

palladium dichloride

trans-[bis(aziridine)dichloridopalladium(II)]
92344-36-0, 21654-58-0

trans-[bis(aziridine)dichloridopalladium(II)]

Conditions
ConditionsYield
In dichloromethane anhydrous metal chloride suspd. in dry CH2Cl2; 2 equiv. of aziridine added; stirred overnight at 21°C; filtered off; solvent removed in vacuo; purified by stirring in dry n-hexane overnight at ambient temp.; n-hexane phase removed by decantation; dried in vacuo; elem. anal.;98%
ethyleneimine
151-56-4

ethyleneimine

2,3-dimethoxybenzoic acid
1521-38-6

2,3-dimethoxybenzoic acid

C11H13NO3

C11H13NO3

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran at 0 - 20℃; for 2h; Temperature;97.5%
ethyleneimine
151-56-4

ethyleneimine

pentabutylphosphorodiamidimic bromide
81675-82-3

pentabutylphosphorodiamidimic bromide

2,2-bis(dibutylamino)-3-butyl-1,3,2-diazaphospholidinium bromide

2,2-bis(dibutylamino)-3-butyl-1,3,2-diazaphospholidinium bromide

Conditions
ConditionsYield
In benzene at 10℃;97%
ethyleneimine
151-56-4

ethyleneimine

amino(1-aziridinyl)bis(diethylamino)phosphonium chloride

amino(1-aziridinyl)bis(diethylamino)phosphonium chloride

C12H31N5P(1+)*Cl(1-)

C12H31N5P(1+)*Cl(1-)

Conditions
ConditionsYield
at 20℃; for 1h;97%
ethyleneimine
151-56-4

ethyleneimine

4-(bis-methylsulfanyl-methylene)-2-phenyl-5-p-tolyl-2,4-dihydro-pyrazol-3-one
59848-50-9

4-(bis-methylsulfanyl-methylene)-2-phenyl-5-p-tolyl-2,4-dihydro-pyrazol-3-one

4-<(N-aziridinomethylthio)methylene>-3-(p-methylphenyl)-5-oxo-1-phenyl-Δ2-pyrazoline
61254-28-2

4-<(N-aziridinomethylthio)methylene>-3-(p-methylphenyl)-5-oxo-1-phenyl-Δ2-pyrazoline

Conditions
ConditionsYield
In diethyl ether at 0 - 20℃; for 3h;97%
ethyleneimine
151-56-4

ethyleneimine

cis-bromoamminebis(1,2-diaminoethane)cobalt(III) bromide monohydrate

cis-bromoamminebis(1,2-diaminoethane)cobalt(III) bromide monohydrate

cis-{Co(en)2(aziridine)(NH3)}Br3*EtOH

cis-{Co(en)2(aziridine)(NH3)}Br3*EtOH

Conditions
ConditionsYield
With C2H5OH In neat (no solvent) careful addn. of aziridine to solid cis-(Co(NH3)(en)2Br)Br2*H2O under stirring and cooling in a dry ice/acetone bath in N2 atm.; stirring at room temp. for 6 h; pptn. by slow addn. of ethanol and diethyl ether;; filtration; washing with ether; drying in vac. over P2O5; elem. anal.;;97%
ethyleneimine
151-56-4

ethyleneimine

{Pt(CF3)(P(C6H5)3)2(NCC2H5)}(1+)*BF4(1-)={Pt(CF3)(P(C6H5)3)2(NCC2H5)}BF4

{Pt(CF3)(P(C6H5)3)2(NCC2H5)}(1+)*BF4(1-)={Pt(CF3)(P(C6H5)3)2(NCC2H5)}BF4

{Pt(CF3)(P(C6H5)3)2(NHCH2CH2)}(1+)*BF4(1-)={Pt(CF3)(P(C6H5)3)2(NHCH2CH2)}BF4

{Pt(CF3)(P(C6H5)3)2(NHCH2CH2)}(1+)*BF4(1-)={Pt(CF3)(P(C6H5)3)2(NHCH2CH2)}BF4

Conditions
ConditionsYield
In tetrahydrofuran reaction under N2: a suspn. of Pt-complex in THF is treated with aziridine at 0°C, removing the ice-bath, warming to room temp., stirring for 5 h; reaction is controlled by IR-spectroscopy, filtn., vac. drying, elem. anal.;97%

ETHYLENEIMINE Chemical Properties

MF: C2H5N
MW: 43.07
EINECS: 205-793-9
Product Categories: Pharmaceutical Intermediates
Mol File: 151-56-4.mol
mp:  -78°C
bp:  56°C
density:  0,83 g/cm3
Fp:  -11°C
Water Solubility:  miscible
Synonyms:AZIRIDINE;ETHYLENEIMINE;ETHYLENIMINE;Dimethyleneimine;1H-Azirine, dihydro-;Aethylenimin;Aminoethylene;Azacyclopropane
The structure of Ethyleneimine(151-56-4) is: 

 

ETHYLENEIMINE Toxicity Data With Reference

1.   

eye-mus 2 ppm/1M

   JIHTAB    Journal of Industrial Hygiene and Toxicology. 30 (1948),7.
2.   

skn-rbt 10 mg/24H open

   JIHTAB    Journal of Industrial Hygiene and Toxicology. 30 (1948),63.
3.   

eye-rbt 2 mg SEV

   AJOPAA    American Journal of Ophthalmology. 29 (1946),1363.
4.   

sln-dmg-mul 1 pph/8H-C

   GNKAA5    Genetika. 21 (1985),958.
5.   

mnt-nml-mul 5000 ppm/8D-C

   MUREAV    Mutation Research. 125 (1984),275.
6.   

cyt-hmn:lng 1 µmol/L

   EVSRBT    Environmental Science Research. 24 (1981),433.
7.   

dns-mus-par 5 mg/kg

   EVSRBT    Environmental Science Research. 24 (1981),943.
8.   

dlt-mus-ipr 5 mg/kg

   EVSRBT    Environmental Science Research. 24 (1981),943.
9.   

msc-ham:ovr 2 mg/L

   MUREAV    Mutation Research. 94 (1982),449.
   

 

    
   

 

ETHYLENEIMINE Consensus Reports

Community Right-To-Know List. EPA Extremely Hazardous Substances List. Ethyleneimine(151-56-4) is reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

ETHYLENEIMINE Safety Profile

Hazard Codes:  F;T,T,F,N,T+
Risk Statements:Very Toxic by inhalation;Very Toxic in contact with skin;Very Toxic if swallowed 
Safety Statements:In case of accident or if you feel unwell, seek medical advice immediately;Avoid exposure - obtain special instruction before use 
RIDADR:  1185
HazardClass:  6.1(a)
PackingGroup:  I
Hazardous Substances Data: 151-56-4(Hazardous Substances Data)
Poison by ingestion, skin contact, inhalation, and intraperitoneal routes. Human mutation data reported. A skin, mucous membrane, and severe eye irritant. An allergic sensitizer of skin. Causes opaque cornea, keratoconus, and necrosis of cornea (experimentally). Has been known to cause severe human eye injury. Drinking of carbonated beverages is recommended as an antidote to this material in stomach.

ETHYLENEIMINE Standards and Recommendations

OSHA PEL: TWA 1 mg/m3 (skin); Cancer Suspect Agent
ACGIH TLV: TWA 0.5 ppm (skin); Animal Carcinogen
DFG MAK: DFG TRK: Animal Carcinogen, Suspected Human Carcinogen
NIOSH REL: (Ethyleneimine) TWA use 29 CFR 1910.1012
DOT Classification:  6.1; Label: Poison, Flammable Liquid

ETHYLENEIMINE Analytical Methods

For occupational chemical analysis use NIOSH: Ethylenimine, P&CAM 300.

ETHYLENEIMINE Specification

1、Exposure
Inhalation and direct contact. It is noted in some reports that even when gloves have been used these have not prevented permeation of aziridine. It is therefore important that users check the breakthrough permeation times for gloves and pay scrupulous attention to avoiding contamination when degloving.
2、Sensitisation
Aziridine rapidly penetrates skin on skin contact.
Skin sensitiser - causing allergic contact dermatitis and urticaria.
Respiratory sensitiser - causing occupational asthma

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