| | Identification | More |  | [Name] 
 N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE
 |  | [CAS] 
 120-70-7
 |  | [Synonyms] 
 N,N'-BIS(2-HYDROXYBENZYLIDENE)-1,3-PROPANEDIAMINE
 N,N'-BIS(SALICYDENE)-1,3-PROPANEDIAMINE
 N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE
 N,N'-DISALICYLAL-1,3-PROPANEDIAMINE
 N,N-DISALICYLIDENE-1,3-DIAMINOPROPANE
 N,N-Disalicylidene-1,3-diaminopropane Disalicylalaminopropane
 N,N'-DISALICYLIDENE-1,3-PROPANEDIAMINE
 N,N'-DI(SALICYLIDENE)-1,3-PROPYLIDENEDIAMINE
 N,N'-TRIMETHYLENE-BIS(SALICYLIMINE)
 1,3-Bis(o-hydroxybenzylideneamino)propane
 2-((E)-[((E)-3-([(E)-(2-Hydroxyphenyl)methylidene]amino)propyl)imino]methyl)phenol
 alpha,alpha'-(Trimethylenedinitrilo)di-o-cresol
 Disalicylicenepropanediamine
 Disalicylidene-1,3-propanediamine
 disalicylidenepropandiamine
 Disalicylidenepropanediamine
 o-Cresol, alpha,alpha'-(trimethylenedinitrilo)di-
 Phenol, 2,2'-[1,3-propanediylbis(nitrilomethylidyne)]bis-
 1,3-di(salicylideneamino)propane
 N,N'-Bis(salicylidene)-1,3-propanediamine, 98+%
 |  | [EINECS(EC#)] 
 204-418-6
 |  | [Molecular Formula] 
 C17H18N2O2
 |  | [MDL Number] 
 MFCD00002245
 |  | [Molecular Weight] 
 282.34
 |  | [MOL File] 
 120-70-7.mol
 | 
 | Chemical Properties | Back Directory |  | [Melting point ] 
 51-53°C
 |  | [Boiling point ] 
 466.4±40.0 °C(Predicted)
 |  | [density ] 
 1.11±0.1 g/cm3(Predicted)
 |  | [Fp ] 
 113 °C
 |  | [storage temp. ] 
 Sealed in dry,Room Temperature
 |  | [solubility ] 
 almost transparency in Toluene
 |  | [form ] 
 powder to crystal
 |  | [pka] 
 12.55±0.50(Predicted)
 |  | [color ] 
 Light yellow to Yellow to Green
 |  | [BRN ] 
 2057483
 |  | [InChI] 
 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
 |  | [InChIKey] 
 KLDZYURQCUYZBL-UHFFFAOYSA-N
 |  | [SMILES] 
 C(N=CC1=CC=CC=C1O)CCN=CC1=CC=CC=C1O
 |  | [CAS DataBase Reference] 
 120-70-7(CAS DataBase Reference)
 |  | [EPA Substance Registry System] 
 Phenol, 2,2'-[1,3-propanediylbis(nitrilomethylidyne)]bis- (120-70-7)
 | 
 | Safety Data | Back Directory |  | [Risk Statements ] 
 R36/37/38:Irritating to eyes, respiratory system and skin .
 |  | [Safety Statements ] 
 S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
 S36:Wear suitable protective clothing .
 S24/25:Avoid contact with skin and eyes .
 S22:Do not breathe dust .
 |  | [WGK Germany ] 
 3
 |  | [HS Code ] 
 2925.29.9000
 | 
 | Hazard Information | Back Directory |  | [Chemical Properties] 
 Light yellow to Yellow to Green powder to crystal
 |  | [Uses] 
 
 N,N′-Bis(salicylidene)-1,3-propanediamine has been used in the synthesis of:
 new trinuclear heterometallic Cu(II)-Mn(II) complexesmononuclear nickel complex, NiL (LH2 = N,N′-bis(salicylidene)-1,3-diaminopropane)
 |  | [Application] 
 N, N'-bis(salicylidene)-1,3-propane diamine (SB-Salpr) could prepare a new Al3+ carbon paste ion selective electrode to quantify trace Aluminum. The bi-thioglycolate functionalized salpn linker could be further transformed into Cu-ICP nanoparticles. This linker could be synthesized through the functionalization of salpn (salpn = N, N'-Bis(salicylidene)-1,3-propanediamine) ligand with sodium thioglycolate[1–2].
 |  | [General Description] 
 
 N,N′-Bis(salicylidene)-1,3-propanediamine is a di-Schiff base ligand. |  | [Synthesis] 
 N,N'-Bis(salicylidene)-1,3-propanediamine is prepared by the reaction of 2-Hydroxybenzaldehyde and 1,3-diaminopropane. The specific synthesis steps are as follows:
 General procedure: This Schiff base was prepared via a condensation reaction in EtOH under hydrothermal conditions using 2-hydroxy-benzaldehyde and 1,3-diaminopropane. 2-Hydroxy-benzaldehyde (0.02 mol, 2.44 g) was dissolved in 40 cm3 of warm EtOH, then 0.01 mol (0.74 g) of 1,3-diaminopropane was added to this solution and heated up to the boiling point. After cooling, yellow crystals were filtered and air-dried. Yield: 92-95%, mp 58 °C (determined by TG). Elemental Anal. Calc. for C17H18N2O2: C, 72.3; H, 6.43; N, 9.92. Found: C, 71.9; H, 6.45; N, 10.47%. λmax = 243 nm, ε = 7045 dm3 mol-1 cm-1 in DMSO, λmax = 242 nm, ε = 7865 dm3 mol-1 cm-1 in MeOH. IR (cm-1): νO-H 2627, νC-H(Ar) 3021-3019, νC-H(aliph) 2929-2862, νC=N 1629, νC=C(ring) 1608, νC-O(phenol) 1274-1151, δC-H(Ar) 762. 1H NMR in d6-DMSO: 13.51 (s) (O-H), 8.60 (s) (-CH=), 7.43 (d) (HAr), 7.32 (t) (HAr), 6.88 (t) (HAr), 3.68 (t) (N-CH2-), 2.01 (p) (-CH2-). 13C NMR in d6-DMSO: 166.6, 161.1, 132.7, 132.1, 119.1, 118.9 (CAr), 116.9 (-C=N), 58.5 (N-CH2-), 31.9 (-CH2-). m/z: 282 [M]+, 161 [HO-C6H4-CH=N-CH2-CH2-CH2]+, 148 [HO-C6H4-CH=N-CH2-CH2]+ (BP), 134 [HO-C6H4-CH=N-CH2]+, 120 [HO-C6H4-CH=N]+, 107 [HO-C6H4-CH2]+, 77 [C6H5]+.
 
  |  | [References] 
 [1] RAZIEH SANAVI KHOSHNOOD Toktam M C,  Setareh Akbari. Determination of Aluminium by Potentiometry Using Carbon Paste Ion Selective Electrode Based on N,N’-bis(salicylidene)-1,3-Propanediamine Ligand[J]. Journal of Analytical Chemistry, 2022, 77 8: 1057-1061. DOI:10.1134/S1061934822080111.
 [2] M. MOHAMMADIKISH, Zohreh Z. Coordination-induced formation of nanometer-scale infinite coordination polymer at room temperature and conversion to CuO nanoparticles[J]. Materials Research Express, 2018. DOI:10.1088/2053-1591/aab7b7.
 | 
 | Spectrum Detail | Back Directory |  | [Spectrum Detail] 
 N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE(120-70-7)MS
 N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE(120-70-7)1HNMR
 N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE(120-70-7)13CNMR
 N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE(120-70-7)IR1
 N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE(120-70-7)IR2
 N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE(120-70-7)Raman
 
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