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107-15-3

107-15-3 Structure

107-15-3 Structure
IdentificationMore
[Name]

Ethylenediamine
[CAS]

107-15-3
[Synonyms]

1,2-DIAMINOETHANE
1,2-ETHANEDIAMINE
1,2-Ethylenediamine
EDA
ETHANE-1,2-DIAMINE
ETHYLENEDIAMINE
1,2-Diaminoaethan
1,2-Diamino-ethaan
1,2-Diaminoethan
1,2-diaminoethane(ethylenediamine)
1,2-Diamino-ethano
1,2-Ethandiamin
Aethaldiamin
Aethylenediamin
ai3-24231
algicode106l
amerstat274
beta-Aminoethylamine
caswellno437
Diaminoethane
[EINECS(EC#)]

203-468-6
[Molecular Formula]

C2H8N2
[MDL Number]

MFCD00008204
[Molecular Weight]

60.1
[MOL File]

107-15-3.mol
Chemical PropertiesBack Directory
[Appearance]

clear liquid, fuming in the air
[Appearance]

Ethylenediamine, a polyamine, is a strongly alkaline, colorless, clear, thick liquid. Ammonia odor. A solid below 8.5℃. The Odor Threshold is 1.0 ppm
[Melting point ]

8.5 °C(lit.)
[mp ]

8.5 °C(lit.)
[Boiling point ]

118 °C(lit.)
[bp ]

118 °C(lit.)
[density ]

0.899 g/mL at 25 °C(lit.)
[vapor density ]

2.07 (vs air)
[vapor pressure ]

10 mm Hg ( 20 °C)
[refractive index ]

n20/D 1.4565(lit.)
[Fp ]

93 °F
[storage temp. ]

Flammables area
[solubility ]

ethanol: soluble(lit.)
[form ]

Liquid, Fuming In Air
[pka]

10.712(at 0℃)
[color ]

colorless to pale yellow
[PH]

12.2 (100g/l, H2O, 20℃)
[explosive limit]

2-17%(V)
[Water Solubility ]

miscible
[Sensitive ]

Air Sensitive
[Merck ]

14,3795
[BRN ]

605263
[InChIKey]

PIICEJLVQHRZGT-UHFFFAOYSA-N
[Contact allergens]

Ethylenediamine is used in numerous industrial processes as a solvent for casein or albumin, as a stabilizer in rubber latex, and as a textile lubricant. It can be found in epoxy resin hardeners, cooling oils, fungicides, and waxes. Contact dermatitis from ethylenediamine is almost exclusively due to topical medicaments. Occupational contact dermatitis in epoxy resin systems is rather infrequent. Ethylenediamine can crossreact with triethylenetetramine and diethylenetriamine. Ethylenediamine was found to be responsible for sensitization in pharmacists handling aminophylline suppositories, in nurses preparing and administering injectable theophylline, and in a laboratory technician in the manufacture of aminophylline tablets
[CAS DataBase Reference]

107-15-3(CAS DataBase Reference)
[NIST Chemistry Reference]

Ethylenediamine(107-15-3)
[EPA Substance Registry System]

107-15-3(EPA Substance)
Hazard InformationBack Directory
[Chemical Properties]

CLEAR liquid
[Definition]

ChEBI: An alkane-alpha,omega-diamine in which the alkane is ethane.
[General Description]

A clear colorless liquid with an ammonia-like odor. Flash point of 91°F and a melting point of 47°F. Corrosive to tissue. Vapors are heavier than air. Produces toxic oxides of nitrogen during combustion. Density 7.5 lb/gal. Used to make other chemicals and as a fungicide.
[Reactivity Profile]

A base. Highly reactive with many compounds. Can react violently with acetic acid, acetic anhydride, acrolein, acrylic acid, acrylonitrile, allyl chloride, carbon disulfide, chlorosulfonic acid, epichlorohydrin, ethylene chlorohydrin, hydrogen chloride, mesityl oxide, nitric acid, oleum, AgClO4, sulfuric acid, beta-propiolactone and vinyl acetate. Incompatible with strong acids, strong oxidizers (perchlorate salts), and chlorinated organic compounds. ETHYLENEDIAMINE(107-15-3) is also incompatible with halogenated organic compounds and metal halides. May react with nitromethane and diisopropyl peroxydicarbonate. May ignite on contact with cellulose nitrate. Readily absorbs carbon dioxide from the air to give crusty solid deposits. . ETHYLENEDIAMINE(107-15-3) reacts violently with ethylene chlorohydrin. (Lewis, R.J., Sr. 1992. Sax's Dangerous Properties of Industrial Materials, 8th Edition. New York: Van Nostrand Reinhold. pp. 1554.).
[Air & Water Reactions]

Highly flammable. Hygroscopic. Fumes in the air. Water soluble. Biodegrades readily.
[Hazard]

Toxic by inhalation and skin absorption, strong irritant to skin and eyes. Flammable, moderate fire risk. Questionable carcinogen.
[Health Hazard]

Vapor inhalations at a concentration of 200 ppm for 5 to 10 minutes will lead to nasal irritation and produce a tingling sensation. Inhalation at concentrations of 400 ppm or greater leads to severe nasal irritation. Respiratory irritation may result. Many individuals are hypersensitive to ethylenediamine exposure; therefore, safe threshold limits are difficult to set.
[Potential Exposure]

Ethylenediamine is used as an intermediate; as a urine acidifier; as a solvent; an emulsifier for casein and shellac solutions; a stabilizer in rubber late. A chemical intermediate in the manufacture of dyes; corrosion inhibitors; synthetic waxes; fungicides, resins, insecticides, asphalt wetting agents; and pharmaceuticals. Ethylenediamine is a degradation product of the agricultural fungicide Maneb.
[First aid]

If this chemical gets into the eyes, remove any contact lenses at once and irrigate immediately for at least 15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin, remove contaminated clothing and wash immediately with soap and water. Seek medical attention immediately. If this chemical has been inhaled, remove from exposure, begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR if heart action has stopped. Transfer promptly to a medical facility. When this chemical has been swallowed, get medical attention. If victim is conscious, administer water or milk. Do not induce vomiting
[Fire Hazard]

Burning rate: 2.2 mm/minute. When exposed to heat or flame, the material has a moderate fire potential. The material can react readily with oxidizing materials. Containers may explode in heat of fire. Material emits nitrogen oxides when burned. Avoid carbon disulfide, silver perchlorate, imines, oxidizing materials. Stable. Hazardous polymerization may not occur.
[Shipping]

UN1604 Ethylenediamine, Hazard class: 8; Labels: 8-Corrosive material, 3-Flammable liquid
[Incompatibilities]

Vapor may form explosive mixture with air. Ethylenediamine is a medium strong base. Violent reaction with strong acids; strong oxidizers; chlorinated organic compounds; acetic acid; acetic anhydride; acrolein, acrylic acid; acrylonitrile, allyl chloride; carbon disulfide; chlorosulfonic acid; epichlorohydrin, ethylene chlorohydrin, oleum, methyl oxide; vinyl acetate. Also incompatible with silver perchlorate, 3-propiolactone, mesityl oxide; ethylene dichloride; organic anhydrides; isocyanates, acrylates, substituted allyls; alkylene oxides; ketones, aldehydes, alcohols, glycols, phenols, cresols, caprolactum solution. Attacks aluminum, copper, lead, tin, zinc, and alloys; some plastics, rubber, and coatings.
[Waste Disposal]

Controlled incineration (oxides of nitrogen are removed from the effluent gas by scrubbers and/or thermal devices).
Safety DataBack Directory
[Hazard Codes ]

C
[Risk Statements ]

R10:Flammable.
R21/22:Harmful in contact with skin and if swallowed .
R34:Causes burns.
R42/43:May cause sensitization by inhalation and skin contact .
[Safety Statements ]

S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 1604 8/PG 2
[WGK Germany ]

2
[RTECS ]

KH8575000
[F ]

10-34
[TSCA ]

Yes
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29212100
[Safety Profile]

A human poison by inhalation. Experimental poison by inhalation, intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by ingestion and skin contact, Experimental reproductive effects. Corrosive. A severe skin and eye irritant. An allergen and sensitizer. Mutation data reported. Flammable liquid when exposed to heat, flame, or oxidizers. Can react violently with acetic acid, acetic anhydride, acrolein, acrylic acid, acrylonitrile, allyl chloride, CS2, chlorosulfonic acid, epichlorohydrin, ethylene chlorohydrin, HCl, mesityl oxide, HNO3, oleum, AgClO4, H2SO4, Ppropiolactone, or vinyl acetate. To fight fwe, use CO2, dry chemical, alcohol foam. When heated to decomposition it emits toxic fumes of NOx and NH3. See also MINES.
[Hazardous Substances Data]

107-15-3(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 1.16 g/kg (Smyth)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ammonium hydroxide-->Ammonia-->1,4-Diazacyclohexane-->Ethanolamine-->1,2-Dichloroethane -->Dichloroethane-->TITANIUM-->PIPERAZINE HEXAHYDRATE-->N-Aminoethylpiperazine-->Polyamine N7
[Preparation Products]

2-(2-Aminoethylamino)ethanol-->C-(1H-INDOL-5-YL)-METHYLAMINE-->Reactive Blue 198-->Imidocarb-->dimethyl p-octadecyl phenylsulfonyl amino propyl ammoium propylsulfonate-->N,N'-BIS(ETHYLENE)-P-TOLUENESULFONAMIDE-->Lofexidine-->acid washing corrosion inhibitor Sx-1-->2-Nitroaminoimidazoline-->2-Methylpyrazine-->2,3-Dimethylpyrazine-->2-Phenyl-2-imidazoline-->laurylamide propionate JHZ-101-->N,N'-Ethylenebis(stearamide)-->NABAM-->ETHYLEN-BIS-(4,6-DIMETHYL-TETRAHYDRO-1,3,5-THIADIAZIN-2-THION)-->Moxonidine-->CURING AGENT (POLYAMIDE BASE LIQUID) FOR EPOXY RES-->amidoamino acid-->noncyanide zinc plating additive XD-1-->Ethyleneurea-->ETHYLENEDIAMINE DIACETATE-->additive EQD-3-->N-Acetylethylenediamine-->1-Boc-3-oxopiperazine-->Reactive Blue 231-->leveler DA-->2-Ethyl-3-methylpyrazine-->N-(1-Naphthyl)ethylenediamine dihydrochloride-->Cibenzoline-->Ethylenediamine dihydrochloride-->N,N'-Dibenzyl ethylenediamine diacetate-->noncyanide zinc plating bright additive-->5,6,7,8-Tetrahydroquinoxaline-->2,3-Diethylpyrazine-->hydrodewaxing catalysts for diesel fuel(series)-->Glycylglycine-->N,N,N',N'-Tetrakis(2-hydroxypropyl)ethylenediamine-->3-(2-Aminoethylamino)propyl-dimethoxymethylsilane
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Ethylenediamine(107-15-3).msds
Questions And AnswerBack Directory
[Description]

Ethylenediamine (EDA) is a clear and colorless product at normal temperature and pressure which has a characteristic smell of an amine. It is strongly alkaline and is miscible with water and alcohol. It is air sensitive and hygroscopic and absorbs carbon dioxide from the air. It is incompatible with aldehydes, phosphorus halides, organic halides, oxidising agents, strong acids, copper, its alloys, and its salts.
[synthesis]

Ethylenediamine can be synthesized from ethanolamine (EA) with ammonia over acidic types of zeolite catalyst.2 It is produced industrially by the reaction of 1,2-dichloroethane with ammonia in a liquid base under high temperature and high presseure.3 The synthesis of ethylenediamine from 1,2-dichloroethane is ClCH2CH2Cl + 2NH3 → NH2CH2CH2NH2*2HCl
ClCH2CH2Cl + NH2CH2CH2NH2*2HCl + 2NH3 → NH2CH2C H2NHCH2CH2NH3*3HCl + NH4HCl
Nevertheless, there are too many byproducts during the reaction. The key of this synthesis is to improve the selectivity of reaction product and the application of advanced separation methods to obtain high product purity.
[Application]

Ligands in coordination chemistry
With the two nitrogen atoms, which can donate their lone pairs of electrons, ethylenediamine is widely used as a chelating ligand for coordination chemistry to form bonds to a transition-metal ion such as nickel (II).3 The bonds form between the metal ion and the nitrogen atoms of ethylenediamine. Ethylenediaminetetraacetic acid (EDTA) is a derivate of ethylenediamine and it is a versatile chelating agent, which could form chelates with both transition-metal ions and main-group ions. Ethylenediamine is mainly used to synthesize ethylenediaminetetraacetic acid. EDTA is frequently used in soaps and detergents to form complexes with calcium and magnesium ions in hard water to improve the cleaning efficiency. Furthermore, EDTA is used extensively as a stabilizing agent in the food industry to promote color retention, to improve flavor retention, and to inhibit rancidity.

Pharmaceutical ingredient
Ethylenediamine is used to facilitate the dissolution of theophylline. This combination is known as aminophylline and used to treat and prevent wheezing and trouble breathing caused by ongoing lung disease (e.g. asthma, emphysema, chronic bronchitis).4 It is evidenced that there is no molecular association between theophylline and ethylenediamine in biological media. The bioavailability of ethylenediamine is approximately 34% and of theophylline is about 88%.5

Tetraacetylethylenediamine
Ethylenediamine is used as an intermediate in the manufacture of tetraacetyl ethylenediamine (TAED), a bleaching activator, which is used in detergents and additives for laundry washing and dishwashing.6 The amount of TAED used in household cleaning products in Europe was estimated to be 61,000 t in 2001.

Other applications
Ethylenediamine is in the manufacture of organic flocculants, urea resins, and fatty bisamides. It is used in the production of formulations for use in the printed circuit board and metal finishing industries. It is used as intermediate in the production of crop protection agents, hardeners for epoxy resins, leather industry, paint industry, fungicides in crop protection area, and textile industry.7 Ethylenediamine is also used as solvent and for the analytical chemistry. It is used to produce photographic fixer additive
[References]

[1] Formation of metal complexes with ethylenediamine: a critical survey of equilibrium constants, enthalpy and entropy values, Pure & Applied Chemistry, vol. 56, 1984, pp.491-522
https://pdfs.semanticscholar.org/0a2c/9b67e3f39b4b4fc81a143b8aba7d9b82e35d.pdf
[2] K. Segawa, S. Mizuno, M. Sugiura, S. Nakata, Selective synthesis of ethylenediamine from ethanolamine over modified H-mordenite catalyst, Studies in Surface Science and Catalysis, vol. 101, 1996, pp. 267-276
https://www.sciencedirect.com/science/article/pii/S0167299196802370
[3] https://en.wikipedia.org/wiki/Ethylenediamine
[4] Norbert Rietbrock, B. G. Woodcock, A. H. Staib, Theophylline and other Methylxanthines, 1981, ISBN 978-3-663-05269-2
[5] Ian A. Cotgreave, John Caldwell, Comparative plasma pharmacokinetics of theophylline and ethylenediamine after the administration of aminophylline to man, Journal of Pharmacy and Pharmacology, vol. 35, 1983, pp. 378-382
https://onlinelibrary.wiley.com/doi/abs/10.1111/j.2042-7158.1983.tb02960.x
[6] http://www.heraproject.com/files/2-f-04-hera%20taed%20full%20web%20wd.pdf
[7] http://product-finder.basf.com/group/corporate/product-finder/en/brand/ETHYLENEDIAMINE
Spectrum DetailBack Directory
[Spectrum Detail]

Ethylenediamine(107-15-3) MS
Ethylenediamine(107-15-3) 13C NMR
Ethylenediamine(107-15-3) IR1
Ethylenediamine(107-15-3) 1H NMR
Ethylenediamine(107-15-3) Raman
Ethylenediamine(107-15-3) ESR
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Ethylenediamine, extra pure, 99%(107-15-3)
[Alfa Aesar]

Ethylenediamine, 99%(107-15-3)
[Sigma Aldrich]

107-15-3(sigmaaldrich)
[TCI AMERICA]

Ethylenediamine  Anhydrous,>98.0%(GC)(T)(107-15-3)
107-15-3 suppliers list
Tags:107-15-3 Related Product Information
121-44-8 107-21-1 57260-73-8 280-57-9 35132-20-8 84852-53-9 1465-25-4 1187-42-4 139-33-3 107-15-3 75-04-7 101-77-9 6381-92-6 628-87-5 60-00-4 99-98-9 110-18-9 370-81-0