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

ChemicalBook > CAS DataBase List > N,N'-Bis(salicylidene)-1,3-propanediamine

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

Product Name: N,N'-Bis(salicylidene)-1,3-propanediamine
CAS No.: 120-70-7
Chemical Name: N,N'-Bis(salicylidene)-1,3-propanediamine
Synonyms: disalicylidenepropa;disalicylidenepropandiamine;Disalicylicenepropanediamine;Disalicylidenepropanediamine;1,3-di(salicylideneamino)propane;Disalicylidene-1,3-propanediamine;N,N'-DISALICYLAL-1,3-PROPANEDIAMINE;N,N'-TRIMETHYLENE-BIS(SALICYLIMINE);N,N-DISALICYLIDENE-1,3-DIAMINOPROPANE;N,N'-DISALICYLIDENE-1,3-PROPANEDIAMINE
CBNumber: CB5725216
Molecular Formula: C17H18N2O2
Formula Weight: 282.34
MOL File: 120-70-7.mol

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

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
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)

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Safety

Risk Statements: 36/37/38
Safety Statements: 26-36-24/25-22
WGK Germany: 3
HS Code: 2925.29.9000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 250929
Product name: N,N′-Bis(salicylidene)-1,3-propanediamine
Purity: 99%
Packaging: 25g
Price: $64.8
Updated: 2024/03/01

TCI Chemical

Product number: D1422
Product name: N,N'-Bis(salicylidene)-1,3-propanediamine
Purity: >99.0%(GC)(T)
Packaging: 25g
Price: $85
Updated: 2024/03/01

TRC

Product number: B592165
Product name: N,N''-Bis(Salicylidene)-1,3-propanediamine
Packaging: 2.5g
Price: $75
Updated: 2021/12/16

Chem-Impex

Product number: 41045
Product name: N,N'-Bis(salicylidene)-1,3-propanediamine,≥99%(GC)
Purity: ≥99%(GC)
Packaging: 25G
Price: $82.7
Updated: 2021/12/16

AK Scientific

Product number: 6395AF
Product name: N,N'-Bis(salicylidene)-1,3-propanediamine
Packaging: 25g
Price: $148
Updated: 2021/12/16

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N,N'-Bis(salicylidene)-1,3-propanediamine Chemical Properties,Usage,Production

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) complexes
mononuclear 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.

N,N'-Bis(salicylidene)-1,3-propanediamine Preparation Products And Raw materials

Raw materials

Preparation Products

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120-70-7, N,N'-Bis(salicylidene)-1,3-propanediamineRelated Search:

BENZYLIDENE-2-NAPHTHYLAMINE RARECHEM AQ C3 0049 RARECHEM AQ C3 0045 N-BENZYLIDENEMETHYLAMINE RARECHEM AQ C3 0017 N-PROPYLETHYLIDENEAMINE 1,3-Diaminopropane N,N'-Bis(salicylidene)-1,3-propanediamine

N,N'-TRIMETHYLENE-BIS(SALICYLIMINE)

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

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-

N,N'-BIS(SALICYDENE)-1,3-PROPANEDIAMINE

N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE

N,N'-BIS(2-HYDROXYBENZYLIDENE)-1,3-PROPANEDIAMINE

1,3-di(salicylideneamino)propane

2,2'-(2,6-Diaza-1,6-heptadiene-1,7-diyl)bisphenol

2,2'-[(Propane-1,3-diyl)bis(nitrilomethylidyne)]bisphenol

N,N'-Disalicylidenetrimethylenediamine

1,3-Bis(o-hydroxybenzylideneamino)propane

disalicylidenepropa

N,N'-Bis(2-hydroxybenzylidene)-1,3-propanediamine N,N'-Disalicylal-1,3-propanediamine

N,N'-Bis(salicylidene)-1,3-propanediamine 99%

<i>N</i>,<i>N</i>'-Bis(salicylidene)-1,3-propanediamine

N,N'-Bis(salicylidene)-1,3-propanediamine, 98+%

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

2,2'-((Propane-1,3-diylbis(azanylylidene))bis(methanylylidene))diphenol

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

N,N'-BIS(SALICYLIDENE)-1,3-PROPANEDIAMINE C

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

2,2'-((Propane-1,3-diylbis(azanylylidene))bis(methanylylidene))diphenol

N,N'-disalicylidene-1,3-diaminopropane

120-70-7

CH2CH2NCHC6H4OH2

Imines/Amidines

Organic Building Blocks

Nitrogen Compounds

Building Blocks