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E26266

Sigma-Aldrich

Ethylenediamine

ReagentPlus®, ≥99%

Synonym(s):

1,2-Diaminoethane

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About This Item

Linear Formula:
NH2CH2CH2NH2
CAS Number:
Molecular Weight:
60.10
Beilstein:
605263
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39030201
PubChem Substance ID:
NACRES:
NA.21

Agency

suitable for EPA 300

Quality Level

vapor density

2.07 (vs air)

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

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1, 2-Diaminoethane
Kostikov RR
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)
Synthesis of CdS nanorods by an ethylenediamine assisted hydrothermal method for photocatalytic hydrogen evolution.
Li Y, et al.
The Journal of Physical Chemistry C, 113(21), 9352-9358 (2009)
Effect of dealumination of mordenite by acid leaching for selective synthesis of ethylenediamine from ethanolamine.
Segawa K and Shimura T.
Applied Catalysis A: General, 194, 309-317 (2000)
Paz Vaqueiro
Inorganic chemistry, 45(10), 4150-4156 (2006-05-09)
Five new thiogallates have been prepared solvothermally in the presence of ethylenediamine and characterized by single-crystal X-ray diffraction, thermogravimetry, and elemental analysis. [enH2][Ga4S7(en)2] (1), which crystallizes in the monoclinic space group P2(1)/c with lattice parameters a = 12.8698(12) angstroms, b
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

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