Salpn ligand

Salpn is the common name for a chelating ligand, properly called N,N-bis(salicylidene)-1,2-propanediamine, used as a motor oil additive.

Salpn ligand
Names
IUPAC name
2,2'-{1,2-Propanediyl­bis[nitrilo­(E)methyl­ylidene]}­diphenol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.159
EC Number
  • 202-374-2
UNII
  • InChI=1S/C17H18N2O2/c1-13(19-12-15-7-3-5-9-17(15)21)10-18-11-14-6-2-4-8-16(14)20/h2-9,11-13,20-21H,10H2,1H3/b18-11+,19-12+
    Key: RURPJGZXBHYNEM-GDAWTGGTSA-N
  • OC1=CC=CC=C1/C=N/CC(C)/N=C/C2=CC=CC=C2O
Properties
C17H18N2O2
Molar mass 282.343 g·mol−1
Hazards
GHS labelling:
Warning
H226, H302, H315, H317, H319, H360, H411, H412
P201, P202, P210, P233, P240, P241, P242, P243, P261, P264, P270, P272, P273, P280, P281, P301+P312, P302+P352, P303+P361+P353, P305+P351+P338, P308+P313, P321, P330, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P391, P403+P235, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N (what is YN ?)
Infobox references

The molecular structure of pure (metal-free) salpn, sometimes denoted H2(salpn) or salpnH2, can be described as the salen ligand with a methyl group attached to the ethylene bridge that links the two nitrogen atoms.

As in the case of salen compound, the actual ligand is usually the conjugate base salpn2-, the divalent anion that result from the metal-free compound by the loss of two hydroxyl protons. This dianion is commonly denoted "(salpn)" in formulas of metal complexes.

The abbreviation "salpn" is also sometimes used for the structural isomer N,N-bis(salicylidene)-1,3-diamino­propane and its conjugate base, derived from 1,3-diaminopropane rather than 1,2-diaminopropane.

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