N-Salicylideneaniline

Name: N-Salicylideneaniline
Brand: ChemScene
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CAS No. 779-84-0
Cat. No. CS-0085921
Purity≥98%
MDL No.None

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Description

N-Salicylideneaniline features a salicylaldehyde-derived imine linkage that enables reversible covalent binding under physiological conditions. This Schiff base moiety exhibits pH-responsive behavior, facilitating dynamic ligand exchange in aqueous environments. The molecule integrates an aromatic scaffold with dual donor sites—phenolic OH and azomethine N—supporting metal coordination and self-assembly applications. Bench-stable at room temperature, it serves as a modular building block for supramolecular architectures and stimuli-responsive materials.

Application

N-Salicylideneaniline serves as a versatile Schiff base scaffold in synthetic organic chemistry, enabling efficient metal chelation and acting as a ligand in transition metal catalysis. Its inherent stability under ambient conditions facilitates straightforward handling and purification, while the ortho-hydroxyaryl group supports intramolecular hydrogen bonding, enhancing structural rigidity. This compound functions effectively in template-directed synthesis and demonstrates broad compatibility in heterocyclic ring formation and coordination-driven transformations.

General Information

CAS No. 779-84-0
Cat. No. CS-0085921
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₁NO
Molecular Weight 197.23
Synonym(s) Salicylideneaniline
SMILES OC1=C(C=NC2=CC=CC=C2)C=CC=C1

Computational Chemistry Data

TPSA 32.59
LogP 3.1428
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P362

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Other Classifications

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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N-Salicylideneaniline

CAS No. 779-84-0

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