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N-Benzylethylenediamine

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CAS:4152-09-4
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CAS:4152-09-4

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N-Benzylethylenediamine Basic information
Product Name:N-Benzylethylenediamine
Synonyms:N-Benzyl-1,2-ethanediamine;N-BenzylethylenediamineSEE16262,97%;N-Benzylethylenediamine,98%;N-(2-Aminoethyl)-N-Benzylamine;N-(2-AMINOETHYL)BENZYLAMINE;N1-BENZYLETHANE-1,2-DIAMINE;N-BENZYLETHYLENEDIAMINE;N-BENZYL-ETHANE-1,2-DIAMINE
CAS:4152-09-4
MF:C9H14N2
MW:150.22
EINECS:223-984-5
Product Categories:Polyamines;Benzene series
Mol File:4152-09-4.mol
N-Benzylethylenediamine Structure
N-Benzylethylenediamine Chemical Properties
Boiling point 162 °C/20 mmHg (lit.)
density 1 g/mL at 25 °C (lit.)
refractive index 1.5400
Fp 95°C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
pka9.27±0.10(Predicted)
form clear liquid
color Colorless to Light yellow
Water Solubility negligible
BRN 907505
InChIInChI=1S/C9H14N2/c10-6-7-11-8-9-4-2-1-3-5-9/h1-5,11H,6-8,10H2
InChIKeyACYBVNYNIZTUIL-UHFFFAOYSA-N
SMILESC(NCC1=CC=CC=C1)CN
CAS DataBase Reference4152-09-4(CAS DataBase Reference)
NIST Chemistry Reference1,2-Ethanediamine, n-(phenylmethyl)-(4152-09-4)
EPA Substance Registry System1,2-Ethanediamine, N-(phenylmethyl)- (4152-09-4)
Safety Information
Hazard Codes C
Risk Statements 34
Safety Statements 23-26-36/37/39-45
RIDADR 2735
WGK Germany 3
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29335990
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsSkin Corr. 1B
MSDS Information
ProviderLanguage
ALFA English
N-Benzylethylenediamine Usage And Synthesis
Chemical PropertiesColorless liquid
UsesN-Benzylethylenediamine may be used for the synthesis of N-benzyl-N,N′,N′-tris(tert-butyloxycarbonylmethyl)ethylenediamine and 3-benzyl-2-(phenyl-2-sulfonate)-2-imidazoline tetraheptylammonium salt.
General DescriptionN-Benzylethylenediamine participates in the one-pot synthesis of N,N,N′-trisubstituted guanidines. It undergoes condensation with dibenzoylmethane (1,3-diphenyl-1,3-propanedione) in stoichiometric ratio 1:1 to afford the corresponding Schiff monobase.
Flammability and ExplosibilityNot classified
Synthesis
Benzaldehyde

100-52-7

Ethylenediamine

107-15-3

N-Benzylethylenediamine

4152-09-4

Ethylenediamine (3.4 mL, 51 mmol) with anhydrous methanol (38 mL) was added to a 100 mL aubergine vial. Benzaldehyde (1000 μL, 9.8 mmol) was dissolved in anhydrous methanol (5 mL) and slowly added dropwise into the above aiguille. After the dropwise addition, the reaction mixture was continued to be stirred for 30 min. Subsequently, sodium borohydride (0.371 g, 11 mmol) was added in batches under ice bath conditions. The reaction mixture was cooled and stirred overnight. Upon completion of the reaction, the solvent was removed by evaporation and dichloromethane (50 mL) was added to dissolve the residue. The organic phase was washed twice with saturated saline (5 mL) and the organic layer was dried over anhydrous sodium sulfate and the solvent was evaporated to give N-benzylethylenediamine (colorless liquid, 938 mg, 64% yield).

References[1] Tetrahedron Letters, 2006, vol. 47, # 35, p. 6277 - 6280
[2] Russian Chemical Bulletin, 2010, vol. 59, # 6, p. 1254 - 1266
[3] Patent: CN107721925, 2018, A. Location in patent: Paragraph 0104; 0105
[4] European Journal of Medicinal Chemistry, 2012, vol. 57, p. 417 - 428
[5] Journal of Medicinal Chemistry, 1990, vol. 33, # 2, p. 781 - 789
Tag:N-Benzylethylenediamine(4152-09-4) Related Product Information
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