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

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
N,N'-Bis(phenylmethyl)-1,2-ethanediamine Structure
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.)
Fp >230 °F
storage temp. Room Temperature
solubility Chloroform (Slightly), Ethyl Acetate (Slightly), Water (Slightly)
form Solid
pka9.15±0.19(Predicted)
color White to Off-White
Specific Gravity1.025
Water Solubility Slightly soluble in water.
FreezingPoint 21.0 to 25.0 ℃
Sensitive Air Sensitive
Merck 14,1064
BRN 786668
CAS DataBase Reference140-28-3(CAS DataBase Reference)
NIST Chemistry Reference1,2-Ethanediamine, N,N'-bis(phenylmethyl)-(140-28-3)
EPA Substance Registry System1,2-Ethanediamine, N,N'-bis(phenylmethyl)- (140-28-3)
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
ToxicityLD50 orl-mus: 388 mg/kg CNCRA6 52,579,68
MSDS Information
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N,N'-Bis(phenylmethyl)-1,2-ethanediamine English
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N,N'-Bis(phenylmethyl)-1,2-ethanediamine Usage And Synthesis
Chemical Propertieslight yellow liquid
UsesN,N'-Dibenzylethylenediamine is an intermediate of cephalosporin and penicillin.
DefinitionChEBI: 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 ProfilePoison by ingestion,intraperitoneal, and parenteral routes. When heated todecomposition it emits toxic vapors of NOx.
Purification MethodsDissolve 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.]
N,N'-Bis(phenylmethyl)-1,2-ethanediamine Preparation Products And Raw materials
Preparation Products2-(4-CHLOROPHENYL)-1,3-BIS(PHENYLMETHYL)-IMIDAZOLIDINE-->1,3-dibenzyl-2-(4-methoxyphenyl)imidazolidine
dibenzylethylenediamine-di-penicillin Ethylenediamine N,N-dimethyl-N',N'-dibenzylethylenediamine N,N'-DIBENZYLETHYLENEDIAMINE, [1,2-BIS(BENZYLAMINO)ETHANE] ETHANE N,N'-Dibenzyl ethylenediamine diacetate nn-Dibenzylethylenediamine2HCl,N,N'-DIBENZYLETHYLENEDIAMINE DIHYDROCHLORIDE BENZATHINE BENZYLPENICILLIN

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