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Ethylenediamine

Base Information Edit
  • 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
Ethylenediamine

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 Edit
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): Corrosive
  • Hazard Codes:
  • 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:
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;
Refernces Edit

Biosensor-Based Determination of Riboflavin in Milk Samples

10.1021/ac034876a

The study presents the development of a biosensor-based assay for the quantification of riboflavin (Rf) in milk samples using surface plasmon resonance (SPR) technology. The assay involves the indirect measurement of Rf by detecting the excess of riboflavin binding protein (RBP) that remains free after complexation with Rf molecules originally present in the sample. The sensor chip is modified with covalently immobilized Rf to bind the excess RBP. The method involves a chemical modification to introduce a reactive ester group on the Rf molecule for immobilization on the chip surface. Calibration solutions are prepared by mixing Rf standard solutions with an optimized concentration of RBP, and the Rf content in milk samples is measured by comparing the response against the calibration. The results are comparable to those obtained from an official HPLC-fluorescence procedure, with a limit of quantification determined to be 234 μg/L and a limit of detection to 70 μg/L. The study demonstrates the potential of SPR-based biosensors as a competitive alternative to traditional analytical techniques for the determination of riboflavin in food samples.

Formation of reagent-selective products from 2-(4,5-dihydrothi- azol-2-ylthio)-1-arylethanone with different nucleophiles

10.1080/17415993.2010.533772

The study investigates the reactions of 2-(4,5-dihydrothiazol-2-ylthio)-1-arylethanone with various nucleophiles, including semicarbazide hydrochloride, hydroxylamine hydrochloride, hydrazine, ethylenediamine, and aminoethanol, to form a range of products selective to the reagents used. The purpose of these reactions is to synthesize heterocyclic compounds containing selenium and sulfur, which are of interest due to their potential applications in the preparation of alkynes and their pharmacological properties, such as antifungal and antibacterial activities. The study explores the formation of different products with different nucleophiles, highlighting the selective nature of the reactions and the resulting compounds' structures, which were confirmed through techniques like single-crystal X-ray analysis.

PRODUCTION OF ALKANE AND CYCLOHEXANE DERIVATIVES WITH TWO HETEROCYCLIC SUBSTITUENTS OF THE FURAN, PYRROLE, AND THIOPHENE SERIES

10.1007/BF00484356

The research focuses on the development of synthetic methods for alkane and cyclohexane derivatives featuring two heterocyclic substituents from the furan, pyrrole, and thiophene series. These compounds, which contain two five-membered aromatic heterorings with one heteroatom, are prevalent in natural compounds but have not been extensively synthesized. The study explores the electrophilic addition of monocarboxylic acid chlorides and dicarboxylic acid dichlorides to allyl or methallyl chlorides, leading to the synthesis of bisfuran, bispyrrole, and bisthiophene derivatives. Key chemicals used in the process include adipic and cyclohexane-1,4-dicarboxylic acid dichlorides, allyl or methallyl chlorides, aluminum chloride, primary amines, phosphorus pentasulfide, and ethylenediamine. The conclusions of the research highlight the successful development of simple and convenient preparative methods for synthesizing a range of these heterocyclic derivatives, which were confirmed through spectral data and chemical transformations.

Polystyrene-supported zinc bromide-ethylenediamine complex as a reusable and highly efficient heterogeneous catalyst for the synthesis of α,β-acetylenic ketones

10.1055/s-0030-1258365

The study presents the development and application of a polystyrene-supported zinc bromide-ethylenediamine complex as a reusable and highly efficient heterogeneous catalyst for the synthesis of α,β-acetylenic ketones. This catalyst enables the rapid and efficient synthesis of these ketones through the cross-coupling of acid chlorides with terminal alkynes, yielding good-to-excellent results. The chemicals used in the study include chloromethylated polystyrene, ethylenediamine, zinc(II) bromide, various acid chlorides, and terminal alkynes. The purpose of these chemicals is to create a catalyst that can be easily prepared, is stable, reusable, and efficient under the reaction conditions, and to synthesize α,β-acetylenic ketones, which are important intermediates in organic synthesis with applications as three-carbon building blocks for the synthesis of heterocycles. The study highlights the advantages of using heterogeneous catalysts in coupling reactions, such as waste reduction and ease of catalyst recovery and reuse, contributing to a simpler and more eco-friendly experimental procedure.

The synthesis and characterization of a series of cobalt(II) β-ketoaminato complexes and their cytotoxic activity towards human tumor cell lines

10.1016/j.jinorgbio.2011.03.005

The research focuses on the synthesis, characterization, and evaluation of the cytotoxic activity of a series of cobalt(II) β-ketoaminato complexes towards various human tumor cell lines. The purpose of the study was to investigate the potential of these cobalt compounds as novel cytotoxic drugs, selective towards certain types of tumors. The researchers prepared a series of square planar cobalt(II) compounds with tetradentate β-ketoaminato ligands, varying in the number of ―CF3 ligand substituents, and one tetrahedral cobalt compound with two bidentate ligands. The compounds were synthesized using a multistep reaction sequence involving chemicals such as CoCl2, sodium bis(trimethylsilyl)amide, sodium hydride, tert-butyldimethylchlorosilane, 1,2-diaminoethane, and various β-diketones, including hexafluoroacetylacetone and 4,4,4-trifluoro-1-phenyl-1,3-butanedione. The conclusions drawn from the study indicate that the cobalt complexes, particularly L2Co, exhibit significant cytotoxic activity against prostate cancer and leukemia cells, with activity mediated through mechanisms involving caspase-3, MAP kinases, and reactive oxygen species. These findings suggest that these cobalt complexes could be developed as a new class of cytotoxic drugs.

Synthesis of 1,4-Dinitroanthracene-9,10-dione. Stepwise Substitution of the Nitro Groups by Diamines Leading to 1-<(Aminoalkyl)amino>-4-nitroanthracene-9,10-diones and Unsymmetrical 1,4-Bis<(aminoalkyl)amino>anthracene-9,10-diones

10.1021/jo00308a030

The study focuses on the synthesis of 1,4-dinitroanthracene-9,10-dione (2) and its subsequent transformations using various diamines. The researchers explored two methods for synthesizing 2, one involving trifluoroacetic anhydride and hydrogen peroxide, and the other using trifluoroacetic acid and hydrogen peroxide. They then investigated the displacement of the nitro groups in 2 by different diamines, such as N,N-dimethylethylenediamine, 2-[(2-aminoethyl)amino]ethanol, and ethylenediamine, to produce monosubstituted and bis-substituted anthracene-9,10-dione derivatives. The study also examined the sequential displacements of the nitro substituents by diamines to prepare unsymmetrically substituted 1,4-bis[(aminoalkyl)amino]anthracene-9,10-diones. The products were characterized using various analytical techniques, including melting point determination, proton NMR, and mass spectrometry.