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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:
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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

250929-BULK:
250929-25G:
250929-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBT8826V
MKBQ6533V
MKBF1946V
13714TN
U15985

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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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