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Merck

E26266

Ethylenediamine

≥99%, liquid, ReagentPlus®

Synonym(s):

1,2-Diaminoethane

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About This Item

Linear Formula:
NH2CH2CH2NH2
CAS Number:
107-15-3
Molecular Weight:
60.10
NACRES:
NA.21
PubChem Substance ID:
24894477
eCl@ss:
39030201
UNSPSC Code:
12352100
EC Number:
203-468-6
MDL number:
MFCD00008204
Beilstein/REAXYS Number:
605263
Assay:
≥99%
Form:
liquid

Key Documents

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Product Name

Ethylenediamine, ReagentPlus®, ≥99%

InChI key

PIICEJLVQHRZGT-UHFFFAOYSA-N

InChI

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

SMILES string

NCCN

agency

suitable for EPA 300

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.)

functional group

amine

Quality Level

200

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

signalword

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

3 - Flammable liquids

wgk

WGK 1

flash_point_f

100.4 °F - closed cup

flash_point_c

38 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Deleterious substance

pdsc

Class I Designated Chemical Substances

prtr

Group 4: Flammable liquids + Type 2 petroleums + Hazardous rank III + Water soluble liquid

fsl

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

E26266-5L: + E26266-100ML:4548173925301 + E26266-4X100ML: + E26266-BULK: + E26266-5ML:4548173925318 + E26266-VAR: + E26266-500ML: + E26266-1L:4548173948782 + E26266-2.5L: + E26266-PM: + E26266-10KG: + E26266-2L:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB7360
SDBB5701
SDBB4500
SDBB2268
SDBB0409

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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
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)
S D Prystowsky et al.
Archives of dermatology, 115(8), 959-962 (1979-08-01)
A study population of 1,158 paid adult volunteers was obtained. Prior to patch testing, a history of previous exposure to four allergens also was obtained. Prevalence of positive reactions to patch tests was nickel, 5.8%; neomycin, 1.1%; ethylenediamine, 0.43%; and
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)
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