51892-07-0

Basic information

• Product Name: 3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine
• Synonyms: 3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine
• CAS NO: 51892-07-0
• Molecular Weight: 245.708
• Mol File: 51892-07-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine(51892-07-0)
• EPA Substance Registry System: 3-(4-chlorophenyl)-3,4-dihydro-2H-benzo[e][1,3]oxazine(51892-07-0)

Safety Data

• Hazardous Substances Data: 51892-07-0(Hazardous Substances Data)

Upstream product

• 50-00-0 formaldehyd 
• 7193-94-4 2-((4-chlorophenylamino)methyl)phenol 
• 782-77-4 N-(4-chlorophenyl)salicylaldimine 
• 106-47-8 4-chloro-aniline 
• 90-02-8 salicylaldehyde 
• 782-77-4 N-(o-hydroxybenzylidene)-p-chloroaniline 
• 98-80-6 phenylboronic acid 
• 108-95-2 phenol 

Downstream Products

• 50-00-0 formaldehyd 
• 7193-94-4 2-((4-chlorophenylamino)methyl)phenol 

Relevant articles and documents

Screening of simple carbohydrates as a renewable organocatalyst for the efficient construction of 1,3-benzoxazine scaffold

A convenient protocol for the two component preparation of 1,3-benzoxazines by using several protected and unprotected carbohydrate molecules as organocatalysts have been developed which is broadly applicable to condensation reaction between variety of Ma

Nano-Fe3O4?walnut shell/Cu(ii) as a highly effective environmentally friendly catalyst for the one-potpseudothree-component synthesis of 1,3-oxazine derivatives under solvent-free conditions

Fe3O4?walnut shell/Cu(ii) as an eco-friendly bio-based magnetic nano-catalyst was prepared by adding CuCl2to Fe3O4?walnut shell in alkaline medium. A series of 2-aryl/alkyl-2,3-dihydro-1H-naphtho[1,2-e][1,3]oxazines were synthesized by the one-potpseudothree-component reaction of β-naphthol, formaldehyde and various amines using nano-Fe3O4?walnut shell/Cu(ii) at 60 °C under solvent-free conditions. The catalyst was removed from the reaction mixture by an external magnet and was reusable several times without any considerable loss of its activity. This protocol has several advantages such as excellent yields, short reaction times, clean and convenient procedure, easy work-up and use of an eco-friendly catalyst.

Influence of substituent on equilibrium of benzoxazine synthesis from Mannich base and formaldehyde

N-Substituted aminomethylphenol (Mannich base) and 3,4-dihydro-2H-3- substituted 1,3-benzoxazine (benzoxazine) were synthesized from substituted phenol (p-cresol, phenol, p-chlorophenol), substituted aniline (p-toluidine, aniline, p-chloroaniline) and formaldehyde to study influence of substituent on equilibrium of benzoxazine synthesis from Mannich base and formaldehyde. 1H-NMR and charges of nitrogen and oxygen atoms illustrate effect of substituent on reactivity of Mannich base, while oxazine ring stability is characterized by differential scanning calorimetry (DSC) and C-O bond order. Equilibrium constants were tested from 50 °C to 80 °C, and the results show that substituent attached to phenol or aniline has same impact on reactivity of Mannich base; however, it has opposite influence on oxazine ring stability and equilibrium constant. Compared with the phenol-aniline system, electron-donating methyl on phenol or aniline increases the charge of nitrogen and oxygen atoms in Mannich base. When the methyl group is located at para position of phenol, oxazine ring stability increases, and the equilibrium constant climbs, whereas when the methyl group is located at the para position of aniline, oxazine ring stability decreases, the benzoxazine hydrolysis tends to happen and equilibrium constant is significantly low. the Partner Organisations 2014.