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N,N'-Bis(phenylmethyl)-1,2-ethanediamine

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N,N'-Bis(phenylmethyl)-1,2-ethanediamine Basic information

Product Name:
N,N'-Bis(phenylmethyl)-1,2-ethanediamine
Synonyms:
  • N,N'-DIBENZYLETHYLENEDIAMINE
  • N'N-DIBENZYL-ETHYLENEDIAMINE
  • 1,2-di(benzylamino)ethane
  • Benzathine~1,2-Bis(benzylamino)ethane
  • N,N`-dibenzylethylendiamine
  • BENZATHINE 99%
  • 1 2-BIS(BENZYLAMINO)ETHANE 99%
  • 1,2-ETHANEDIAMINE,N,N''-BIS(PHENYLMETHYL)-
CAS:
140-28-3
MF:
C16H20N2
MW:
240.34
EINECS:
205-408-4
Product Categories:
  • Nitrogen Compounds
  • Organic Building Blocks
  • Polyamines
Mol File:
140-28-3.mol
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N,N'-Bis(phenylmethyl)-1,2-ethanediamine Chemical Properties

Melting point:
23-25°C
Boiling point:
195 °C4 mm Hg(lit.)
Density 
1.02 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.565(lit.)
Flash point:
>230 °F
storage temp. 
Room Temperature
solubility 
Chloroform (Slightly), Ethyl Acetate (Slightly), Water (Slightly)
form 
Solid
pka
9.15±0.19(Predicted)
Specific Gravity
1.025
color 
White to Off-White
Water Solubility 
Slightly soluble in water.
FreezingPoint 
21.0 to 25.0 ℃
Sensitive 
Air Sensitive
Merck 
14,1064
BRN 
786668
CAS DataBase Reference
140-28-3(CAS DataBase Reference)
NIST Chemistry Reference
1,2-Ethanediamine, N,N'-bis(phenylmethyl)-(140-28-3)
EPA Substance Registry System
1,2-Ethanediamine, N,N'-bis(phenylmethyl)- (140-28-3)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26
RIDADR 
2927
WGK Germany 
3
RTECS 
KV3325000
TSCA 
Yes
HazardClass 
8
PackingGroup 
III
HS Code 
29215990
Toxicity
LD50 orl-mus: 388 mg/kg CNCRA6 52,579,68

MSDS

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N,N'-Bis(phenylmethyl)-1,2-ethanediamine Usage And Synthesis

Chemical Properties

light yellow liquid

Uses

N,N'-Dibenzylethylenediamine is an intermediate of cephalosporin and penicillin.

Definition

ChEBI: Benzathine is a diamine. It is a conjugate base of a benzathine(1+).

Synthesis Reference(s)

The Journal of Organic Chemistry, 55, p. 3209, 1990 DOI: 10.1021/jo00297a042

Safety Profile

Poison by ingestion,intraperitoneal, and parenteral routes. When heated todecomposition it emits toxic vapors of NOx.

Purification Methods

Dissolve DBED in acid, extract with toluene, basify, extract it with Et2O, dry over solid KOH, evaporate and fractionate it in vacuo. The diacetate crystallises from H2O by addition of EtOH and has m 111o (solubility in H2O is ~25%). The dihydrochloride has m 306-308o (from H2O) and the dipicrate has m 212o(dec) (from H2O). [Frost et al., J Am Chem Soc 71 3842 1949, Beilstein 12 H 1067, 12 III 2304.]

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