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250929

Sigma-Aldrich

N,N′-Bis(salicylidene)-1,3-propanediamine

99%

Synonym(s):

N,N′-Disalicylidene-1,3-diaminopropane, N,N′-Trimethylene-bis(salicylimine)

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About This Item

Linear Formula:
CH2(CH2N=CHC6H4OH)2
CAS Number:
120-70-7
Molecular Weight:
282.34
Beilstein/REAXYS Number:
2057483
EC Number:
204-418-6
MDL number:
MFCD00002245
UNSPSC Code:
12352100
PubChem Substance ID:
24855082
NACRES:
NA.22

assay

99%

form

solid

mp

51-53 °C (lit.)

functional group

amine
imine

SMILES string

Oc1ccccc1\C=N\CCC\N=C\c2ccccc2O

InChI

1S/C17H18N2O2/c20-16-8-3-1-6-14(16)12-18-10-5-11-19-13-15-7-2-4-9-17(15)21/h1-4,6-9,12-13,20-21H,5,10-11H2/b18-12+,19-13+

InChI key

KLDZYURQCUYZBL-KLCVKJMQSA-N

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General description

N,N′-Bis(salicylidene)-1,3-propanediamine is a di-Schiff base ligand.

Application

N,N′-Bis(salicylidene)-1,3-propanediamine has been used in the synthesis of:
  • new trinuclear heterometallic Cu(II)-Mn(II) complexes
  • mononuclear nickel complex, NiL (LH2 = N,N′-bis(salicylidene)-1,3-diaminopropane)
Can be used as a selective chelating titrant for Cu(II)

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000215125
0000219823
MKBT8826V
MKBQ6533V
MKBF1946V

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Thomas Radoske et al.
Dalton transactions (Cambridge, England : 2003), 49(48), 17559-17570 (2020-11-21)
A series of tetradentate N2O2-type Schiff base complexes with tetravalent 4f- and 5f-block metals, [M(salpn)2] (H2salpn = N,N'-disalicylidene-1,3-diaminopropane; M = Ce, Th, U, Np, and Pu), were prepared to systematically investigate their solid state structure, and their complexation behaviour in
Piya Seth et al.
Dalton transactions (Cambridge, England : 2003), 43(3), 990-998 (2013-10-29)
Five new trinuclear heterometallic Cu(II)-Mn(II) complexes [(CuL)2Mn(O2CPh)2] (1), [(CuL)2Mn(N3)2] (2), [(CuL)2Mn(NCO)2] (3), [(CuL)2Mn(NO3)2] (4) and [(CuL)2Mn(Sal)2]·CH2Cl2 (5) have been synthesized with the di-Schiff base ligand H2L (where H2L = N,N'-bis(salicylidene)-1,3-propanediamine and Sal = salicylate). These complexes with different anionic co-ligands
Raif Kurtaran et al.
Journal of inorganic biochemistry, 99(10), 1937-1944 (2005-08-02)
The mononuclear nickel complex NiL (LH2 = N,N'-bis(salicylidene)-1,3-diaminopropane) can be transformed into the tetranuclear complex [NiL(H2O)Pb(SCN)2(DMF)]2 in the aid of SCN-, DMF (dimethylformamide) and Pb(II) ions. The complex was characterized by elemental analysis and FTIR investigation. The crystal structure reveals
O Bergendorff et al.
Contact dermatitis, 42(1), 11-17 (2000-01-22)
N,N'-disalicylidene-1,2-diaminopropane is a copper inhibitor present in some adhesive plasters, rubber products and gasoline. Upon contact with water it is hydrolyzed to salicylaldehyde and 1,2-diaminopropane. All patients in this study showed positive patch-test reactions to N,N'-disalicylidene-1,2-diaminopropane, and also to 1,2-diaminopropane

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