21016-03-5

Basic information

• Product Name: 1,4-Dihydroxy-2-phenylmethyl-9,10-anthraquinone
• Synonyms: 1,4-Dihydroxy-2-phenylmethyl-9,10-anthraquinone
• CAS NO: 21016-03-5
• Molecular Formula: C₂₁H₁₄O₄
• Molecular Weight: 330.3335
• Mol File: 21016-03-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 180-181 °C
• Boiling Point: 572.2°Cat760mmHg
• Flash Point: 313.9°C
• Appearance: /
• Density: 1.403g/cm³
• Vapor Pressure: 1.08E-13mmHg at 25°C
• Refractive Index: 1.707
• PKA: 7.90±0.20(Predicted)
• CAS DataBase Reference: 1,4-Dihydroxy-2-phenylmethyl-9,10-anthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dihydroxy-2-phenylmethyl-9,10-anthraquinone(21016-03-5)
• EPA Substance Registry System: 1,4-Dihydroxy-2-phenylmethyl-9,10-anthraquinone(21016-03-5)

Safety Data

• Hazardous Substances Data: 21016-03-5(Hazardous Substances Data)

Usage

Type of compound

Derivative of anthraquinone

Natural occurrence

Found in many plants

Common use

Dye with a deep red color

Medicinal properties

Anti-inflammatory and antioxidant effects

Potential applications

Studied for anti-cancer properties

Industry applications

Manufacturing of dyes and pigments, pharmaceutical industry for medicinal benefits

InChI:InChI=1/C21H14O4/c22-16-11-13(10-12-6-2-1-3-7-12)19(23)18-17(16)20(24)14-8-4-5-9-15(14)21(18)25/h1-9,11,22-23H,10H2

Upstream product

• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 100-52-7 benzaldehyde 
• 17648-03-2 9,10-Dihydroxy-2,3-dihydro-anthracene-1,4-dione 

Downstream Products

• 25109-65-3 2-Benzyl-leukochinizarin 
• 25109-67-5 2-Benzyl-3-butyl-1,4-dihydroxy-anthraquinone 
• 25109-68-6 2,3-Dibenzyl-1,4-dihydroxy-anthraquinone 

Relevant articles and documents

Facile installation of a hydroxyalkyl group into hydroxyanthraquinones and aminoanthraquinones through the modified Marschalk reaction

1,4-Dihydroxyanthraquinones are widely featured in numerous natural products and drugs. It is important to be able to functionalize the 1,4-dihydroxyanthraquinone skeleton through a simple yet efficient transformation, which could be potentially useful for the drug discovery process. We describe herein a simple and efficient method to derivatize 1,4-dihydroxyanthraquinone by using a modified Marschalk reaction. This method provides a clear advantage over traditional approaches, which often require the protection and deprotection of the OH groups. We also demonstrate the applicability of this reaction to other hydroxyanthraquinones and aminoanthraquinones. We describe herein a simple method for the derivatization of 1,4-dihydroxyanthraquinone through a modified Marschalk reaction. This method provides a clear advantage over traditional approaches, which often require the protection and deprotection of the OH groups. We have also demonstrated that this reaction is applicable to other anthraquinones. Copyright