Lot numbers can be found on the outside label of a product:
N-Salicylideneaniline
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CAS No. 779-84-0
- Cat. No. CS-0085921
- Purity≥98%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 779-84-0
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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
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.
Synthesis
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Route1
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90-02-8 -
74497-02-2
- ~99%
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In-stock
779-84-0
References
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Lin, Liang-Kai; Wu, Chuang-Shao; Su, Wen-Chiung; Liu, Ying-Ling Journal of Polymer Science, Part A: Polymer Chemistry, 2013 , vol. 51, # 16 p. 3523 - 3530
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Route2
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90-02-8
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103-71-9
- ~91%
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In-stock
779-84-0
References
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Kumar, Akshai; Samuelson, Ashoka G. Journal of Organometallic Chemistry, 2010 , vol. 695, # 3 p. 338 - 345
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Route3
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In-stock
89-95-2 -
74497-02-2
- ~91%
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In-stock
779-84-0
References
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Paerssinen, Antti; Luhtanen, Tommi; Klinga, Martti; Pakkanen, Tapani; Leskelae, Markku; Repo, Timo European Journal of Inorganic Chemistry, 2005 , # 11 p. 2100 - 2109
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H315-H319
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Precautionary Statements : P264-P280-P362
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Quality Control
Computational Chemistry Data
- TPSA 32.59
- LogP 3.1428
- H_Acceptors 2
- H_Donors 1
- Rotatable_Bonds 2
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