548772-24-3

Basic information

• Product Name: 2-[((1R,2S)-2-hydroxy-1,2-diphenylethylimino)methyl]phenol
• Synonyms: 2-[((1R,2S)-2-hydroxy-1,2-diphenylethylimino)methyl]phenol
• CAS NO: 548772-24-3
• Molecular Weight: 317.387
• Mol File: 548772-24-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-[((1R,2S)-2-hydroxy-1,2-diphenylethylimino)methyl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[((1R,2S)-2-hydroxy-1,2-diphenylethylimino)methyl]phenol(548772-24-3)
• EPA Substance Registry System: 2-[((1R,2S)-2-hydroxy-1,2-diphenylethylimino)methyl]phenol(548772-24-3)

Safety Data

• Hazardous Substances Data: 548772-24-3(Hazardous Substances Data)

Upstream product

• 23364-44-5 (1S,2R)-2-Amino-1,2-diphenylethanol 
• 90-02-8 salicylaldehyde 

Relevant articles and documents

X-Ray crystallographic and spectroscopic properties of eight Schiff bases as evidence of the proton transfer reaction. Role of the intermolecular hydrogen bond

A spectroscopic study of several ortho-hydroxy Schiff bases was carried out, and the corresponding crystal structures were analyzed in order to identify their characteristic hydrogen bonding patterns. The X-ray analysis showed that the enol (O-H...N) tautomer is the most stable in compounds 1-3 whereas the keto (N-H...O) form is preferred in compounds 4-7. The specific intermolecular O-H...O hydrogen bonding interactions that control the supramolecular arrangement of each tautomer are discussed. Additionally, a complete characterization of the polycrystalline samples was attained using solid-state NMR and IR experiments. Solution VT NMR and UV-visible experiments were also used to obtain valuable insights about the nature and stability of the tautomers. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2011.

Titanium complexes of chiral amino alcohol derived Schiff bases as efficient catalysts in asymmetric oxidation of prochiral sulfides with hydrogen peroxide as an oxidant

An efficient asymmetric oxidation of prochiral sulfides catalyzed by a series of simple in situ generated complexes based on chiral amino alcohol derived Schiff bases with Ti(Oi-Pr)4 was carried out in presence of cheap and environmentally benign oxidant H2O2 at 0 °C. Prochiral sulfides were converted to respective chiral sulfoxides efficiently (conversion, 93%; up to ee, 98%) with this system in 10 h at 0 °C. The present study demonstrated a significant role of steric influence of the substituent attached on both aryl and alkyl moiety on the enantioselectivity. Kinetic studies of the catalytic reaction showed first order dependence on substrate and catalyst whereas it is zero for the oxidant. Kinetic studies in combination with UV-vis. spectral studies were used to propose a catalytic cycle for the sulfoxidation reaction.

Enantioselective nitroaldol (Henry) reaction catalyzed by chiral Schiff-base ligands

Chiral Schiff-bases 2, 3, 4 and 5 were designed for the enantioselective nitroaldol (Henry) reaction. The highest enantioselectivity was observed for ligand 4 (82% ee) when CH2Cl2 was used as a solvent.