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Ethylenediamine information


Ethylenediamine
Skeletal formula of ethylenediamine
Ball and stick model of ethylenediamine
Ball and stick model of ethylenediamine
Space-filling model of ethylenediamine
Space-filling model of ethylenediamine
Names
Preferred IUPAC name
Ethane-1,2-diamine[2]
Other names
Edamine,[1] 1,2-Diaminoethane, 'en' when a ligand
Identifiers
CAS Number
  • 107-15-3 checkY
3D model (JSmol)
  • Interactive image
Abbreviations en
Beilstein Reference
605263
ChEBI
  • CHEBI:30347 checkY
ChEMBL
  • ChEMBL816 checkY
ChemSpider
  • 13835550 checkY
ECHA InfoCard 100.003.154 Edit this at Wikidata
EC Number
  • 203-468-6
Gmelin Reference
1098
KEGG
  • D01114 checkY
MeSH ethylenediamine
PubChem CID
  • 3301
RTECS number
  • KH8575000
UNII
  • 60V9STC53F checkY
UN number 1604
CompTox Dashboard (EPA)
  • DTXSID5021881 Edit this at Wikidata
InChI
  • InChI=1S/C2H8N2/c3-1-2-4/h1-4H2 checkY
    Key: PIICEJLVQHRZGT-UHFFFAOYSA-N checkY
SMILES
  • NCCN
Properties
Chemical formula
C2H8N2
Molar mass 60.100 g·mol−1
Appearance Colorless liquid[3]
Odor Ammoniacal[3]
Density 0.90 g/cm3[3]
Melting point 8 °C (46 °F; 281 K)[3]
Boiling point 116 °C (241 °F; 389 K)[3]
Solubility in water
miscible
log P −2.057
Vapor pressure 1.3 kPa (at 20 °C)
Henry's law
constant (kH)
5.8 mol Pa−1 kg−1
Magnetic susceptibility (χ)
  • −46.26×10−6 cm3 mol−1
  • −76.2×10−6 cm3 mol−1 (HCl salt)
Refractive index (nD)
1.4565
Thermochemistry
Heat capacity (C)
172.59 J K−1 mol−1
Std molar
entropy (S298)
202.42 J K−1 mol−1
Std enthalpy of
formation fH298)
−63.55 to −62.47 kJ mol−1
Std enthalpy of
combustion cH298)
−1.8678 to −1.8668 MJ mol−1
Hazards
GHS labelling:
Pictograms
GHS02: Flammable GHS06: Toxic GHS05: Corrosive GHS08: Health hazard
Signal word
Danger
Hazard statements
H226, H302, H311, H314, H317, H332, H334, H412
Precautionary statements
P101, P102, P260, P273, P280, P305+P351+P338, P308+P313, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
2
0
Flash point 34 °C (93 °F; 307 K)[3]
Autoignition
temperature
385 °C (725 °F; 658 K)[3]
Explosive limits 2.7–16%
Lethal dose or concentration (LD, LC):
LD50 (median dose)
500 mg/kg (oral, rat)
470 mg/kg (oral, guinea pig)
1160 mg/kg (oral, rat)[5]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 10 ppm (25 mg/m3)[4]
REL (Recommended)
TWA 10 ppm (25 mg/m3)[4]
IDLH (Immediate danger)
1000 ppm[4]
Related compounds
Related alkanamines
1,2-Diaminopropane, 1,3-Diaminopropane
Related compounds
Ethylamine, Ethylenedinitramine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor is a basic amine. It is a widely used building block in chemical synthesis, with approximately 500,000 tonnes produced in 1998.[6] Ethylenediamine is the first member of the so-called polyethylene amines.

  1. ^ "32007R0129". European Union. 12 February 2007. Annex II. Retrieved 3 May 2012.
  2. ^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 676. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
  3. ^ a b c d e f g Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  4. ^ a b c NIOSH Pocket Guide to Chemical Hazards. "#0269". National Institute for Occupational Safety and Health (NIOSH).
  5. ^ "Ethylenediamine". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  6. ^ Eller, Karsten; Henkes, Erhard; Rossbacher, Roland; Höke, Hartmut (2005). "Amines, Aliphatic". Amines, Aliphatic. Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH Verlag. doi:10.1002/14356007.a02_001. ISBN 3-527-30673-0.

and 23 Related for: Ethylenediamine information

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Ethylenediamine

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Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. This colorless liquid with an ammonia-like odor...

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Ethylenediaminetetraacetic acid

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prepared the compound from ethylenediamine and chloroacetic acid. Today, EDTA is mainly synthesised from ethylenediamine (1,2-diaminoethane), formaldehyde...

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Chelation

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the contrasting affinities of copper(II) for ethylenediamine (en) vs. methylamine. In (1) the ethylenediamine forms a chelate complex with the copper ion...

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Ethylenediamine dihydroiodide

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Ethylenediamine dihydroiodide (EDDI) is a water-soluble salt derived from ethylenediamine and hydroiodic acid. It is a colorless to light yellow crystalline...

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Ethylenediamine pyrocatechol

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Ethylenediamine pyrocatechol (EDP), also known as ethylenediamine-pyrocatechol-water (EPW), is an anisotropic etchant solution for silicon. A typical...

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EDDS

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Ethylenediamine-N,N'-disuccinic acid (EDDS) is an aminopolycarboxylic acid. It is a colourless solid that is used as chelating agent that may offer a...

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Salen ligand

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tetradentate C2-symmetric ligand synthesized from salicylaldehyde (sal) and ethylenediamine (en). It may also refer to a class of compounds, which are structurally...

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Aminophylline

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compound of the bronchodilator theophylline with ethylenediamine in 2:1 ratio. The ethylenediamine improves solubility, and the aminophylline is usually...

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Diphenylethylenediamine

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1,2-Diphenyl-1,2-ethylenediamine, DPEN, is an organic compound with the formula H2NCHPhCHPhNH2, where Ph is phenyl (C6H5). DPEN exists as three stereoisomers:...

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EN

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Erythema nodosum, an inflammation of the fat cells under the skin Ethylenediamine, C2H8N2, an organic compound Exanewton (EN), an SI unit of force: 1018...

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EDTMP

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EDTMP or ethylenediamine tetra(methylene phosphonic acid) is a phosphonic acid. It has chelating and anti corrosion properties. EDTMP is the phosphonate...

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Diamine

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6-diaminohexane (a precursor to Nylon 6-6) is most important, followed by ethylenediamine. Vicinal diamines (1,2-diamines) are a structural motif in many biological...

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Spectrochemical series

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C2O42− < H2O < NCS− (N–bonded) < CH3CN < py (pyridine) < NH3 < en (ethylenediamine) < bipy (2,2'-bipyridine) < phen (1,10-phenanthroline) < NO2− (N–bonded)...

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Diethylenetriamine

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aqueous solution is alkaline. DETA is a byproduct of the production of ethylenediamine from ethylene dichloride. Diethylenetriamine is a common curing agent...

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Zwitterion

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structure cristalline de l'acide éthylènediamine tétraacétique, EDTA" [The crystalline structure of ethylenediamine tetraacetic acid, EDTA]. Acta Crystallographica...

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Griess test

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sulfanilamide and N-(1-naphthyl)ethylenediamine: a typical commercial Griess reagent contains 0.2% N-(1-naphthyl)ethylenediamine dihydrochloride, and 2% sulfanilamide...

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Tetramethylethylenediamine

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with the formula (CH3)2NCH2CH2N(CH3)2. This species is derived from ethylenediamine by replacement of the four amine hydrogens with four methyl groups...

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Tetraacetylethylenediamine

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laundry detergents and for paper pulp. It is produced by acetylation of ethylenediamine. TAED is an important component of laundry detergents that use "active...

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Cobalt

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chloride counteranions. Using chelating ethylenediamine ligands in place of ammonia gives tris(ethylenediamine)cobalt(III) ([Co(en) 3]3+ ), which was one...

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Template reaction

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condensations. The condensation of formaldehyde, ammonia, and tris(ethylenediamine)cobalt(III) to give a clathrochelate complex is one example. The phosphorus...

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Ethyleneamine

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ethylene dichloride route, the initial product of this reaction is ethylenediamine. In the presence of excess ethylene dichloride, the initial ethyleneamine...

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Ligand

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linking donor groups via organic linkers. A classic bidentate ligand is ethylenediamine, which is derived by the linking of two ammonia groups with an ethylene...

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Contact dermatitis

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Contact dermatitis is a type of acute or chronic inflammation of the skin caused by exposure to chemical or physical agents. Symptoms of contact dermatitis...

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