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E26266

Sigma-Aldrich

Ethylenediamine

ReagentPlus®, ≥99%

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Synonym(s):
1,2-Diaminoethane
Linear Formula:
NH2CH2CH2NH2
CAS Number:
107-15-3
Molecular Weight:
60.10
Beilstein:
605263
EC Number:
203-468-6
MDL number:
MFCD00008204
eCl@ss:
39030201
PubChem Substance ID:
24894477
NACRES:
NA.21

vapor density

2.07 (vs air)

Quality Level

200

vapor pressure

10 mmHg ( 20 °C)

product line

ReagentPlus®

Assay

≥99%

form

liquid

autoignition temp.

716 °F

expl. lim.

16 %

refractive index

n20/D 1.4565 (lit.)

bp

118 °C (lit.)

mp

8.5 °C (lit.)

solubility

H2O: soluble at 

density

0.899 g/mL at 25 °C (lit.)

SMILES string

NCCN

InChI

1S/C2H8N2/c3-1-2-4/h1-4H2

InChI key

PIICEJLVQHRZGT-UHFFFAOYSA-N

Gene Information

human ... FNTA(2339)

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General description

Ethylenediamine (en) is a linear aliphatic diamine that can be synthesized by reacting ethanolamine and ammonia in the presence of zeolite catalyst. Its effect as an allergen has been investigated. It participates in the synthesis of metal chalcogenides and thiogallates.

Application

Ethylenediamine (1,2-Diaminoethane, DAE) can be used as a reagent to prepare various metal ion complexes. For instance, DAE reacts with chromium(II) salts forms a Cr(II)/DAE complex, which is used as an efficient reducing agent for the reduction of primary alkyl halides to alkanes, and aryl bromides or iodides to arenes. This complex is also used to reduce β-substituted alkyl halides and epoxides to alkenes.
DAE can also be used in the following reduction reactions:
  • DAE/Borane (1:1) complex is used as a highly selective reducing agent for the conversion of cinnamaldehyde to cinnamyl alcohol.
  • DAE/Li complex is used as an efficient reagent for the reduction of alkenes, aromatic hydrocarbons, phenols, and alcohols.

Ethylenediamine (en) has been used in the following process:
  • Synthesis of nucleus pulposus (NP)-like collagen-glycosaminoglycans (CG) core.
  • Surface modification of epoxy-activated cryogel.
  • Alteration of the surface of carbon nanoparticles (CNPs) to generate CNPs-ethylene.
It may be used in the following studies:
  • Surface modification of triazolate-bridged metal-organic framework.
  • As a solvent in the synthesis of ZnS (zinc sulfide) and ZnSe (zinc selenium) precursors by solvothermal process.
  • As a reactant in the synthesis of Pd/C-ethylenediamine complex catalyst.
  • As a chelating agent in the synthesis of β-Co(OH)2 nanocrystals.
  • Synthesis of ethylenediamine-templated iron arsenates and fluoroarsenates.
  • As a template agent and coordination agent in the synthesis of CdS (cadmium sulfide) nanocrystals.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Flam. Liq. 3 - Resp. Sens. 1B - Skin Corr. 1B - Skin Sens. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

100.4 °F - closed cup

Flash Point(C)

38 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

易制爆化学品
危险化学品

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The formation of a novel Pd/C-ethylenediamine complex catalyst: chemoselective hydrogenation without deprotection of the O-benzyl and N-Cbz groups.
Sajiki H, et al.
The Journal of Organic Chemistry, 63(22), 7990-7992 (1998)
S Ekambaram et al.
Inorganic chemistry, 39(11), 2405-2410 (2003-01-16)
Four new ethylenediamine-templated iron arsenates and fluoroarsenates have been hydrothermally synthesized from iron metal, hydrofluoric and arsenic acids, and ethylenediamine. Fe(H2AsO4)(HAsO4)2.enH2.H2O (1) is one-dimensional and contains chains, FeIIIFeIIF2(HAsO4)(AsO4).enH2.2H2O (2) is a layered fluoroarsenate, and Fe3(HAsO4)6.enH2.NH3.NH4 (3) and Fe2F2(AsO4)2(H2O).enH2 (4) are
Muhammad Ajmal et al.
Journal of photochemistry and photobiology. B, Biology, 153, 111-120 (2015-09-24)
Nanotechnology based cancer therapeutics have rapidly advanced towards the solution of many limitations associated with other drug delivery agents such as nonspecific distribution within the body, low water solubility and non-biocompatibility. Carbon nanoparticles have demonstrated unique properties that are useful
Aude Demessence et al.
Journal of the American Chemical Society, 131(25), 8784-8786 (2009-06-10)
Reaction of CuCl(2) x 2 H(2)O with 1,3,5-tris(1H-1,2,3-triazol-5-yl)benzene (H(3)BTTri) in DMF at 100 degrees C generates the metal-organic framework H(3)[(Cu(4)Cl)(3)(BTTri)(8)(DMF)(12)] x 7 DMF x 76 H(2)O (1-DMF). The sodalite-type structure of the framework consists of BTTri(3-)-linked [Cu(4)Cl](7+) square clusters in
Yadong Li et al.
Inorganic chemistry, 38(21), 4737-4740 (2001-10-24)
Reaction of sulfur and selenium with elemental or ionic metals in liquid ethylenediamine at room temperature produced metal chalcogenides ME (M = Cu, Sn, Co(2+), Ni(2+), Mn(2+), or Pb(2+); E = S or Se), Ag(2)E, M(2)E(3) (M = Bi or
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