79207-99-1

Basic information

• Product Name: 1-hydroxy-4-(prop-2-en-1-yloxy)anthracene-9,10-dione
• Synonyms: 1-(Allyloxy)-4-hydroxy-9,10-anthraquinone; 9,10-anthracenedione, 1-hydroxy-4-(2-propen-1-yloxy)-
• CAS NO: 79207-99-1
• Molecular Formula: C₁₇H₁₂O₄
• Molecular Weight: 280.2748
• Mol File: 79207-99-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 504°C at 760 mmHg
• Flash Point: 191.2°C
• Density: 1.337g/cm³
• Vapor Pressure: 8.86E-11mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 1-hydroxy-4-(prop-2-en-1-yloxy)anthracene-9,10-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydroxy-4-(prop-2-en-1-yloxy)anthracene-9,10-dione(79207-99-1)
• EPA Substance Registry System: 1-hydroxy-4-(prop-2-en-1-yloxy)anthracene-9,10-dione(79207-99-1)

Safety Data

• Hazardous Substances Data: 79207-99-1(Hazardous Substances Data)

Usage

Structure

An anthraquinone derivative with a hydroxyl and a prop-2-en-1-yloxy group attached to the anthracene structure

Enzyme substrate

Xanthine oxidase

Potential use in cancer therapy

Ability to induce cell death in cancer cells
Potential anti-inflammatory properties
Potential antioxidant properties
Versatile compound with potential applications in various fields of research and industry.

Upstream product

• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 106-95-6 allyl bromide 
• 79207-97-9 1,4-bis(prop-2'-enyloxy)-9,10-anthraquinone 

Downstream Products

• 163151-49-3 4-benzyloxy-1-methoxy-2-(prop-1'-enyl)anthraquinone 
• 163151-48-2 4-benzyloxy-1-methoxy-2-(prop-2'-enyl)anthraquinone 
• 163151-50-6 4-benzyloxy-1-methoxy-9,10-dioxo-9,10-dihydroanthracene-2-carbaldehyde 
• 163151-47-1 4-benzyloxy-1-hydroxy-2-(prop-2'-enyl)anthraquinone 
• 130514-62-4 (4'R,5'R)-4-benzyloxy-2-(4',5'-dimethyl-1',3'-dioxolan-2'-yl)-1-methoxyanthraquinone 
• 163151-46-0 1-benzyloxy-4-(prop-2'-enyloxy)anthraquinone 

Relevant articles and documents

Efficient reductive Claisen rearrangement of prop-2’-enyloxyanthraquinones and 2’-chloroprop-2’-enyloxyanthraquinones with iron powder in ionic liquids

A rapid and selective iron-mediated reductive Claisen rearrangement of various prop-2’-enyloxyanthraquinones and 2’-chloroprop-2’-enyloxyanthraquinones to 1-hydroxy-2-(prop-2’-enyl)anthraquinones and anthrafurandiones is presented. All reactions are carried out in a mixture of ionic liquids, [Bzmim]Cl (1-benzyl-3-methylimidazolium chloride) and [Hmim]BF4 (1-methylimidazolium tetrafluoroborate), in short reaction times (5–35 min). Our study showed that 1-(prop-2’-enyloxy)anthraquinone is more active than 1-(2’-chloroprop-2’-enyloxy)anthraquinone to perform this rearrangement.

Experiments directed towards the synthesis of anthracyclinones. V. Double Claisen rearrangement of 1,4-bis(allyloxy)anthraquinones

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