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151-56-4

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Basic Information
CAS No.: 151-56-4
Name: Ethyleneimine
Article Data: 63
Molecular Structure:
Molecular Structure of 151-56-4 (Ethyleneimine)
Formula: C2H5N
Molecular Weight: 43.0684
Synonyms: Azacyclopropane;Aziran;Binary Ethyleneimine;Dimethylenimine;EI;Q 043;Q 043 (amine);Soluol XC 100;Aziridina;
EINECS: 205-793-9
Density: 0.874 g/cm3
Melting Point: -78 °C
Boiling Point: 56.999 °C at 760 mmHg
Flash Point: -11 °C
Solubility: miscible with water
Appearance: colourless liquid with an ammonia-like smell
Hazard Symbols: FlammableF,ToxicT
Risk Codes: 11-26/27/28-34-45-46-51/53
Safety: 45-53-61
Transport Information: UN 1185
PSA: 21.94000
LogP: -0.08160
Synthetic route
671-50-1

methyl aziridine-1-carboxylate

62-53-3

aniline

A

151-56-4

ethyleneimine

B

79143-47-8

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

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

1-(phenylaminocarbonyl)aziridine

124-40-3

dimethyl amine

A

151-56-4

ethyleneimine

B

101-42-8

fenuron

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

piperidine

671-50-1

methyl aziridine-1-carboxylate

A

151-56-4

ethyleneimine

B

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%
13279-22-6

1-(phenylaminocarbonyl)aziridine

74-89-5

methylamine

A

151-56-4

ethyleneimine

B

1007-36-9

1-methyl-3-phenylurea

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

methyl aziridine-1-carboxylate

A

151-56-4

ethyleneimine

B

598-55-0

methyl carbamate

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

ethanolamine

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;
110-91-8

morpholine

671-50-1

methyl aziridine-1-carboxylate

A

151-56-4

ethyleneimine

B

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%
13279-22-6

1-(phenylaminocarbonyl)aziridine

A

151-56-4

ethyleneimine

B

64-10-8

phenyl carbamate

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

methyl aziridine-1-carboxylate

124-40-3

dimethyl amine

A

151-56-4

ethyleneimine

B

79143-42-3

1-methoxycarbonylamino-2-dimethylaminoethane

Conditions
ConditionsYield
In ethanol at 18 - 25℃; for 24h;A n/a
B 82%
3634-89-7

N-(p-toluenesulfonyl)aziridine

151-56-4

ethyleneimine

Conditions
ConditionsYield
With carbon dioxide; DBN; lithium iodide In toluene at 90℃; for 5h; Inert atmosphere;82%
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Chemistry

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: 

 

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.
   

 

    
   

 

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.

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.

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

Analytical Methods

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

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