15597-75-8

Basic information

• Product Name: 4-bromo-6-[(phenylamino)methylidene]cyclohexa-2,4-dien-1-one
• CAS NO: 15597-75-8
• Molecular Formula: C₁₃H₁₀BrNO
• Molecular Weight: 276.1286
• Mol File: 15597-75-8.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 344°C at 760 mmHg
• Flash Point: 161.9°C
• Density: 1.658g/cm³
• Vapor Pressure: 6.77E-05mmHg at 25°C
• Refractive Index: 1.785
• CAS DataBase Reference: 4-bromo-6-[(phenylamino)methylidene]cyclohexa-2,4-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-6-[(phenylamino)methylidene]cyclohexa-2,4-dien-1-one(15597-75-8)
• EPA Substance Registry System: 4-bromo-6-[(phenylamino)methylidene]cyclohexa-2,4-dien-1-one(15597-75-8)

Safety Data

• Hazardous Substances Data: 15597-75-8(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 1761-61-1 5-bromosalicyclaldehyde 

Downstream Products

• 21710-79-2 bis(4-bromo-2-((phenylimino)methyl)phenolate)-oxovanadium(IV) 
• 14688-80-3 {Cu(C₆H₃Br(O)CHNC₆H₅)2} 
• 1323141-90-7 diethyl 5-bromo-3-(phenylamino)benzofuran-2,2(3H)-dicarboxylate 

Relevant articles and documents

Synthesis of conjugated bile acids/azastilbenes as potential antioxidant and photoprotective agents

A series of 14 bile acids/azastilbenes conjugates (1a-g and 2a-g) was prepared through the condensation of bile amides (1 and 2) and aromatic aldehydes. The newly synthesized conjugates were evaluated in vitro for their antioxidant and photoprotective activities. Six compounds (1, 1a, 1b, 2, 2a and 2b) showed promising antioxidant activity with IC50 values of 19.60-31.83 μg mL-1. The synthesized compounds presented a varied photoprotection profile, with the SPF ranging from 2 to 9. Among the 16 compounds tested for the protection against UVB sunrays, 3 compounds (2c, 2e and 2g) presented more significant protection than resveratrol and the free azastilbene 3; while the UVAPF increased from 2 in resveratrol and 5 in 3 to 5-11 in the majority of the conjugates.

(E)-4-Bromo-2-[(phenylimino)methyl]phenol: A new polymorph and thermochromism

A new polymorph of (E)-4-bromo-2-[(phenylimino)methyl]phenol, C13H10BrNO, is reported, together with a low-temperature structure determination of the previously published polymorph. Both polymorphs were found to have an intramolecular O - H?N hydrogen bon

Copper-Catalyzed Asymmetric Annulation Reactions of Carbenes with 2-Iminyl- or 2-Acyl-Substituted Phenols: Convenient Access to Enantioenriched 2,3-Dihydrobenzofurans

We have developed a method for the highly diastereo- and enantioselective construction of 2,3-dihydrobenzofurans bearing tetrasubstituted carbon stereocenters by means of annulation reactions between carbenes and 2-iminyl- or 2-acyl-substituted phenols through catalysis by readily accessible copper(I)/bisoxazoline catalysts under mild conditions. These reactions feature a unique mechanism in which the copper catalyst serves a dual function: first it reacts with the diazo compound to generate a metal carbene, and second, upon formation of an oxonium ylide, it acts as a Lewis acid to activate the imine or ketone for diastereo- and enantioselective cyclization.