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Key Documents

8.00947

Sigma-Aldrich

Ethylenediamine

for synthesis

Synonym(s):

1,2-Diaminoethane, 1,2-Ethanediamine, 1,2-Diaminoethane

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About This Item

Linear Formula:
NH2CH2CH2NH2
CAS Number:
Molecular Weight:
60.10
Beilstein:
605263
MDL number:
UNSPSC Code:
12352116
EC Index Number:
203-468-6
NACRES:
NA.22

vapor density

2.07 (vs air)

Quality Level

vapor pressure

10 mmHg ( 20 °C)

Assay

≥99% (GC)

form

liquid

autoignition temp.

716 °F

potency

866 mg/kg LD50, oral (Rat)
560 mg/kg LD50, skin (Rabbit)

expl. lim.

16 %

reaction suitability

reagent type: reductant

refractive index

n20/D 1.4565 (lit.)

pH

12.2 (20 °C, 100 g/L in H2O)

bp

118 °C (lit.)

mp

8.5 °C (lit.)

transition temp

flash point 38 °C

density

0.899 g/mL at 25 °C (lit.)

storage temp.

2-30°C

SMILES string

NCCN

InChI

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

InChI key

PIICEJLVQHRZGT-UHFFFAOYSA-N

Application

Ethylenediamine (1,2-Diaminoethane, DAE) can be used as a reagent to prepare various metal ion complexes, which are employed as reducing agents in the following reduction reactions.

  • DAE/Cr(II) complex is used 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/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.

Analysis Note

Assay (GC, area%): ≥ 99.0 % (a/a)
Water (GC, area%): ≤ 1.0 % (a/a)
Density (d 20 °C/ 4 °C): 0.896 - 0.898
Identity (IR): passes test
Due to its specific melting range the product may be solid, liquid, a solidified melt or a supercooled melt.

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


Certificates of Analysis (COA)

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1, 2-Diaminoethane
Kostikov RR
eEROS (Encyclopedia of Reagents for Organic Synthesis) (2001)

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