Ethylenediamine

Base Information

• Chemical Name: Ethylenediamine
• CAS No.: 107-15-3
• Deprecated CAS: 8030-24-8,85404-18-8,85404-18-8
• Molecular Formula: C2H8N2
• Molecular Weight: 60.0989
• Hs Code.: 29212110
• European Community (EC) Number: 203-468-6
• ICSC Number: 0269
• UN Number: 1604
• UNII: 60V9STC53F
• DSSTox Substance ID: DTXSID5021881
• Nikkaji Number: J4.057F
• Wikipedia: Ethylenediamine
• Wikidata: Q411362
• NCI Thesaurus Code: C80898
• RXCUI: 4158
• Metabolomics Workbench ID: 44764
• ChEMBL ID: CHEMBL816
• Mol file: 107-15-3.mol

Synonyms:1,2-diaminoethane;1,2-ethanediamine;edamine;ethane-1,2-diamine;ethyl diamine;ethylenediamine;ethylenediamine (1:1) sulfate;ethylenediamine (1:1) sulfite;ethylenediamine conjugate acid;ethylenediamine dihydrobromide;ethylenediamine dihydrochloride;ethylenediamine dihydrogen iodide;ethylenediamine dihydroiodide;ethylenediamine dinitrate;ethylenediamine hydrochloride;ethylenediamine monohydrochloride;ethylenediamine phosphate;ethylenediamine sulfate;ethylenediamine, 3H-labeled cpd

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Ethylenediamine

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 10 mm Hg ( 20 °C)
• Melting Point: 8.5 °C(lit.)
• Refractive Index: n20/D 1.4565(lit.)
• Boiling Point: 119.7 °C at 760 mmHg
• PKA: 10.712(at 0℃)
• Flash Point: 93 °F
• PSA: 52.04000
• Density: 0.898 g/cm³
• LogP: 0.30440
• Storage Temp.: Flammables area
• Sensitive.: Air Sensitive
• Solubility.: ethanol: soluble(lit.)
• Water Solubility.: miscible
• XLogP3: -2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 60.068748264
• Heavy Atom Count: 4
• Complexity: 6
• Transport DOT Label: Corrosive Flammable Liquid

Purity/Quality:

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-21/22-34-42/43
• Safety Statements: 23-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aliphatic
• Canonical SMILES: C(CN)N
• Recent ClinicalTrials: Reversal of Complete Heart Block With Aminophylline in Inferior Wall Myocardial Infarction Patients
• Recent EU Clinical Trials: Standardized clinical trial on the application of Levodopa (LD) / Carbidopa (CD) to patients with Parkinson disease vs LD / CD and Entacapon (EN) vs LD / CD and Tolcapon (TO) concerning the parameters motor function, pharmacokinetics of LD, plasma level of homocystein and serum level of cortisol.
• Inhalation Risk: A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion.
• Effects of Long Term Exposure: Repeated or prolonged contact with skin may cause dermatitis. Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.
• 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. Ethylenediamine is used in numerous industrial proces ses 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 cross react with triethylenetetramine and diethylenetriamine. Ethylenediamine was 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 tab lets.
• Physical properties: Clear, colorless, volatile, slight viscous, hygroscopic liquid with a sweet, ammonia-like odor. The average least detectable odor threshold concentrations in water at 60 °C and in air at 40 °C were 12 and 52 mg/L, respectively (Alexander et al., 1982).
• Uses: Ethylenediamine is used as a stabilizerfor rubber latex, as an emulsifier, as aninhibitor in antifreeze solutions, and intextile lubricants. It is also used as a solvent for albumin, shellac, sulfur, and othersubstances. Intermediate in the manufacture of EDTA; catalytic agent in epoxy resins; dyes, solvent stabilizer; neutralizer in rubber products [Note—Edamine is the recommended contraction for the ethylenediamine radical.].

Technology Process of Ethylenediamine

There total 224 articles about Ethylenediamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → piperazine (110-85-0) + N-(1-aminomethyl-2-hydroxyethyl)amine (2811-20-3) + 1,2,3-triaminopropane (21291-99-6) + (RS)-2-methylpiperazine (109-07-9) + ethylenediamine (107-15-3,85404-18-8) + 1,2-diaminopropan (78-90-0,10424-38-1) + 3,5-dimethylpiperazine (108-49-6)

Guidance literature:

With ammonia; hydrogen; Raney nickel; In water; at 200 ℃; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave;

Reference yield:

0.15C10H10N6(2-)*1.7C4H5N2(1-)*Zn(2+) → 2-methylimidazole (693-98-1) + ethylenediamine (107-15-3,85404-18-8) + 2-imidazolecarbaldehyde (10111-08-7)

Guidance literature:

With hydrogen chloride; In dimethylsulfoxide-d6;

DOI:10.1021/jacs.9b06917

Reference yield:

D-glucose (50-99-7) → (RS)-2-methylpiperazine (109-07-9) + ethylenediamine (107-15-3,85404-18-8) + 1,2-diaminopropan (78-90-0,10424-38-1)

Guidance literature:

With ammonia; hydrogen; reduced catalyst comprising 13 wtpercent Cu (calculated as CuO), 28 wtpercent Ni (calculated as NiO), 28 wtpercent Co (calculated as CoO), 31 wtpercent Zr (calculated as ZrO₂); In water; at 100 - 200 ℃; for 36h; under 15001.5 - 150015 Torr; Product distribution / selectivity; Autoclave; Inert atmosphere;

upstream raw materials:

tetrahydroimidazole

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

2,3-diaminopropanoic acid

chloroethylene

Downstream raw materials:

2-(2-Aminoethylamino)ethanol

3-azapentane-1,5-diamine

N-(3-hydroxypropyl)ethylenediamine

N,N'-(ethane-1,2-diyl)bis(3-oxobutanamide)

Refernces

• 1、 Monnier, Par E.,Klaebe,Perie. "-". . p. 3269 - 3284. Retrieved 1985.
• 2、 Ogura, Kotaro,Migita, Catharina T.,Yamada, Tooru. "Photochemical Formation of Methylamine and Ethylenediamine from Gas Mixtures of Methane, Ammonia, and Water". . p. 1563 - 1566. Retrieved 1988.
• 3、 Schoeber,Gutmann. "-". . p. 649. Retrieved 1958.
• 4、 Xie, Yinjun,Hu, Peng,Ben-David, Yehoshoa,Milstein, David. "A Reversible Liquid Organic Hydrogen Carrier System Based on Methanol-Ethylenediamine and Ethylene Urea". . p. 5105 - 5109. Retrieved 2019.
• 5、 Crause, Chantelle,Goerls, Helmar,Lotz, Simon. "Binuclear biscarbene complexes of furan". . p. 1649 - 1657. Retrieved 2005.
• 6、 Ma, Lei,Yan, Li,Lu, An-Hui,Ding, Yunjie. "Effects of Ni particle size on amination of monoethanolamine over Ni-Re/SiO2 catalysts". . p. 567 - 579. Retrieved 2019.
• 7、 Humeres, Eduardo,Debacher, Nito A.,Marta de S. Sierra,Franco, Jose Dimas,Schutz, Aldo. "Mechanisms of acid decomposition of dithiocarbamates. 1. Alkyl dithiocarbamates". . p. 1598 - 1603. Retrieved 1998.
• 8、 Yamaguchi, Tadatoshi,Ito, Shigeru,Iwase, Yukiko,Watanabe, Kenji,Harano, Kazunobu. "A diamine-exchange reaction of dihydropyrazines". . p. 1677 - 1680. Retrieved 2000.
• 9、 Roddy et al.. "-". . p. 1099,1100 - 1118. Retrieved 1971.
• 10、 Mishra,Patel, Namita,Dash,Behera. "Reactions in microemulsion media: Schiff bases with targeting/anchoring module as kinetic sensors to map the polarity pocket of a microemulsion droplet". . p. 458 - 464. Retrieved 2001.