Salicylaldehyde imine

Base Information

• Chemical Name: Salicylaldehyde imine
• CAS No.: 3117-61-1
• Molecular Formula: C7H7 N O
• Molecular Weight: 121.139
• NSC Number: 92396
• DSSTox Substance ID: DTXSID00418888
• Nikkaji Number: J2.265.024F,J2.265.025D,J247.774B
• Wikidata: Q27124287
• Metabolomics Workbench ID: 58826
• Mol file: 3117-61-1.mol

Synonyms:salicylaldehyde imine;salicylaldimine;salicylideneamine;2-methanimidoylphenol;3117-61-1;salicylideneimine;2-(iminomethyl)phenol;NSC92396;2-Oxylatobenzylideneiminium;SCHEMBL49998;CHEBI:55426;DTXSID00418888;NSC-92396;AKOS006349237;6-(Aminomethylene)-1,3-cyclohexadiene-5-one;Q27124287

Chemical Property of Salicylaldehyde imine

Chemical Property:

• Vapor Pressure: 0.0384mmHg at 25°C
• Boiling Point: 240.2°C at 760 mmHg
• Flash Point: 99.1°C
• PSA: 44.08000
• Density: 1.289g/cm³
• LogP: 1.48960
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 121.052763847
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=N)O

Technology Process of Salicylaldehyde imine

There total 3 articles about Salicylaldehyde imine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

salicylaldehyde (90-02-8) → 2-(iminomethyl)phenol (3117-61-1)

Guidance literature:

With ammonia; In ethanol; for 2h;

DOI:10.1039/DT9860001623

Reference yield:

[Ni(OC6H4CHNC6H5)2] (38929-70-3,14266-60-5) + ammonium chloride → 2-(iminomethyl)phenol (3117-61-1) + nickel(II) (14701-22-5)

Guidance literature:

In methanol; byproducts: C6H5NH2;

DOI:10.1016/S0020-1693(00)83239-9

Reference yield:

→ 2-(iminomethyl)phenol (3117-61-1)

Guidance literature:

Oxim 1a, h*ν;

DOI:10.1016/S0040-4039(01)93215-0

upstream raw materials:

salicylaldehyde

[Ni(OC₆H₄CHNC₆H₅)2]

Downstream raw materials:

bis(N-salicylaldimino) Co(II)

salicylaldiminepropyltriethoxysilane

Refernces

Imidazolium salicylaldimine frameworks for the preparation of tridentate N-heterocyclic carbene ligands

10.1016/j.jorganchem.2008.02.017

The study focuses on the synthesis and application of imidazolium salicylaldimine frameworks as tridentate N-heterocyclic carbene (NHC) ligands for the preparation of Pd(II) complexes. These ligands were designed to control the stability of active species and improve catalytic activity in various chemical transformations. The researchers synthesized sterically hindered salicylaldimine functionalized imidazolium salts and characterized them using spectroscopic techniques. They then reacted these salts with Pd(OAc)2 to form Pd(II) complexes, which were further characterized and tested for their efficiency in the Suzuki–Miyaura reaction, a method for C–C bond formation. The study found that these complexes were effective catalysts, particularly when activated arylbromides were used as substrates. The chemicals used in the study included salicylaldimine, imidazolium salts, arylmethyl-N chain components (such as phenyl, 2,4,6-trimethylphenyl, and 2,3,4,5,6-pentamethylphenyl), Pd(OAc)2, and phenylboronic acid, among others. These chemicals served the purpose of creating new tridentate Pd(II) complexes and evaluating their catalytic performance in the Suzuki–Miyaura reaction.