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Sigma-Aldrich

N-Benzylethylenediamine

97%

Synonym(s):

2-Benzylaminoethylamine

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About This Item

Linear Formula:
C6H5CH2NHCH2CH2NH2
CAS Number:
4152-09-4
Molecular Weight:
150.22
EC Number:
223-984-5
MDL number:
MFCD00041896
UNSPSC Code:
12352100
PubChem Substance ID:
24869961
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.54 (lit.)

bp

162 °C/20 mmHg (lit.)

density

1 g/mL at 25 °C (lit.)

SMILES string

NCCNCc1ccccc1

InChI

1S/C9H14N2/c10-6-7-11-8-9-4-2-1-3-5-9/h1-5,11H,6-8,10H2

InChI key

ACYBVNYNIZTUIL-UHFFFAOYSA-N

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General description

N-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.

Application

N-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.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

203.0 °F - closed cup

Flash Point(C)

95 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Nickel (II) Complexes of Dibenzoylmethane and N-benzylethylenediamine, and Their Schiff Monobase.
Gutierrez JA, et al.
Journal of Coordination Chemistry, 28(3-4), 305-312 (1993)
A new method for the synthesis of tri-tert-butyl diethylenetriaminepentaacetic acid and its derivatives.
Achilefu S, et al.
The Journal of Organic Chemistry, 65(5), 1562-1565 (2000)
Anthony Weatherwax et al.
Organic letters, 7(16), 3461-3463 (2005-07-29)
Trans-disubstituted beta-lactams show increasing utility and prominence in numerous pharmaceutical applications, making their asymmetric synthesis an attractive goal for chemists. We introduce an anionic, nucleophilic catalyst system that provides an efficient, diastereoselective route to trans-disubstituted beta-lactams, a complement to our
Application of a-chloroaldoxime O-methanesulfonates to one-pot synthesis of N, N', N?-substituted guanidines via Tiemann rearrangement.
Yamamoto Y, et al.
Tetrahedron Letters, 50(42), 5813-5815 (2009)

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