82-16-6

Basic information

• Product Name: 1,8-bis[(4-methylphenyl)amino]anthraquinone
• Synonyms: 1,8-bis[(4-methylphenyl)amino]anthraquinone;9,10-Anthracenedione, 1,8-bis(4-methylphenyl)amino-;1,8-p-Toluidinoanthraquinone
• CAS NO: 82-16-6
• Molecular Formula: C₂₈H₂₂N₂O₂
• Molecular Weight: 418.48648
• EINECS: 201-398-0
• Product Categories: Organics
• Mol File: 82-16-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 633.8 °C at 760 mmHg
• Flash Point: 197 °C
• Appearance: /
• Density: 1.292 g/cm³
• Vapor Pressure: 5.73E-16mmHg at 25°C
• Refractive Index: 1.714
• PKA: -1.8[at 20 ℃]
• Water Solubility: 85.841ng/L at 25℃
• CAS DataBase Reference: 1,8-bis[(4-methylphenyl)amino]anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-bis[(4-methylphenyl)amino]anthraquinone(82-16-6)
• EPA Substance Registry System: 1,8-bis[(4-methylphenyl)amino]anthraquinone(82-16-6)

Safety Data

• Hazardous Substances Data: 82-16-6(Hazardous Substances Data)

Usage

Uses

1,8-Di-p-toluidinoanthraquinone is used in the synthetic preparation of di(amino)-9,10-anthracenedione derivatives by palladium-catalyzed amination of di(chloro)-9,10-anthracenedione.

InChI:InChI=1/C28H22N2O2/c1-17-9-13-19(14-10-17)29-23-7-3-5-21-25(23)28(32)26-22(27(21)31)6-4-8-24(26)30-20-15-11-18(2)12-16-20/h3-16,29-30H,1-2H3

Upstream product

• 82-43-9 1,8-dichloroanthraquinone 
• 106-49-0 p-toluidine 
• 129-39-5 1,8-dinitroanthraquinone 

Relevant articles and documents

Color-tunable arylaminoanthraquinone dyes through hydrogen-bond-assisted charge transfer interaction

We prepared a series of arylaminoanthraquinone derivatives, including those with electron-accepting sulfone units and/or with electron-donating dialkylamino units. A color-tunable anthraquinone library that reached into the NIR region could be prepared through the precise control of frontier orbitals. Fine color-tuning was achieved through proper selection and positioning of the substituents. Effective intramolecular hydrogen-bond-assisted charge transfer interaction between electron-donating aniline/p-phenylenediamine and electron-accepting anthraquinone substructures induced a significant bathochromic shift of anthraquinone. The number and position of the substituents and the molecular conformation also significantly contributed to determining photophysical properties.