Contact us: +91 9550333722 040 - 40102781
Structured search
India
Choose your country
Different countries will display different contents
Try our best to find the right business for you.
My chemicalbook

Welcome back!

HomeProduct name listN,N'-Bis(salicylidene)-1,3-propanediamine

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

Synonym(s):N,N′-Disalicylidene-1,3-diaminopropane;N,N′-Trimethylene-bis(salicylimine)

  • CAS NO.:120-70-7
  • Empirical Formula: C17H18N2O2
  • Molecular Weight: 282.34
  • MDL number: MFCD00002245
  • EINECS: 204-418-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-05-09 11:47:45
N,N'-Bis(salicylidene)-1,3-propanediamine Structural

What is N,N'-Bis(salicylidene)-1,3-propanediamine?

Chemical properties

Light yellow to Yellow to Green powder to crystal

The Uses of N,N'-Bis(salicylidene)-1,3-propanediamine

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)

What are the applications of 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]+.
N,N'-Bis(salicylidene)-1,3-propanediamine synthesis

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.

Properties of N,N'-Bis(salicylidene)-1,3-propanediamine

Melting point: 51-53°C
Boiling point: 466.4±40.0 °C(Predicted)
Density  1.11±0.1 g/cm3(Predicted)
Flash point: 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
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 information for N,N'-Bis(salicylidene)-1,3-propanediamine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.

Computed Descriptors for N,N'-Bis(salicylidene)-1,3-propanediamine

InChIKey KLDZYURQCUYZBL-UHFFFAOYSA-N
SMILES C(N=CC1=CC=CC=C1O)CCN=CC1=CC=CC=C1O

Related products of tetrahydrofuran

You may like

Statement: All products displayed on this website are only used for non medical purposes such as industrial applications or scientific research, and cannot be used for clinical diagnosis or treatment of humans or animals. They are not medicinal or edible.