101736-47-4

Basic information

• Product Name: 1-ANTHRACEN-9-YL-BUTANE-1,3-DIONE
• Synonyms: 1-ANTHRACEN-9-YL-BUTANE-1,3-DIONE
• CAS NO: 101736-47-4
• Molecular Formula: C18H14O2
• Molecular Weight: 262.3
• Product Categories: pharmacetical
• Mol File: 101736-47-4.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 463.3 °C at 760 mmHg
• Flash Point: 172.3 °C
• Appearance: /
• Density: 1.195 g/cm³
• Vapor Pressure: 9.18E-09mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 1-ANTHRACEN-9-YL-BUTANE-1,3-DIONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-ANTHRACEN-9-YL-BUTANE-1,3-DIONE(101736-47-4)
• EPA Substance Registry System: 1-ANTHRACEN-9-YL-BUTANE-1,3-DIONE(101736-47-4)

Safety Data

• Hazardous Substances Data: 101736-47-4(Hazardous Substances Data)

Usage

General Description

1-ANTHRACEN-9-YL-BUTANE-1,3-DIONE, also known as anthrone, is a chemical compound that consists of an anthracene ring attached to a butane-1,3-dione moiety. It is a yellow crystalline substance with a strong and distinctive odor. Anthrone is commonly used in analytical chemistry as a reagent for the determination of carbohydrates. It reacts with certain carbohydrates to produce a blue-green color, which can be quantitatively measured to determine the concentration of the carbohydrates in a sample. Additionally, anthrone has been studied for its potential anti-inflammatory and antioxidant properties, making it of interest for pharmaceutical and biomedical applications. However, it is important to note that anthrone is toxic and should be handled with care.

InChI:InChI=1/C18H14O2/c1-12(19)10-17(20)18-15-8-4-2-6-13(15)11-14-7-3-5-9-16(14)18/h2-9,11H,10H2,1H3

Upstream product

• 784-04-3 9-acetylanthracene 
• 141-78-6 ethyl acetate 
• 120-12-7 anthracene 

Downstream Products

• 1548842-67-6 3-(2-hydroxyphenylimino)-9-anthrylbutan-1-one 

Relevant articles and documents

9-Anthroylacetone and its photodimer

9-Anthroylacetone undergoes a head-to-tail [4π+4π] photo-dimerisation reaction that leads to the formation of 5,11-bis(1,3-diketobutyl)-5,6,11,12- tetrahydro-5,12,6,11-di-o-benzeno-dibenzo[a,e]cyclooctene both in solution and in the solid state when irradiated with different sources (sunlight, tungsten lamp, xenon lamp, UV laser beam 351-364 nm), the reaction being accompanied by a colour variation from bright yellow to colourless. Quantum yields >0.023 mol/Einstein are evaluated for the solid state reaction. Interestingly, the dimer dissociates to give 9-anthroylacetone, both thermally (T>130°C) and photochemically, by short UV wavelength irradiation. The single-crystal X-ray structure of 9-anthroylacetone and its dimer are reported. 9-Anthroylacetone undergoes a head-to-tail [4π+4π] photo-dimerisation reaction both in solution and in the solid state when irradiated with different sources; the dimer reversibly dissociates into 9-anthroylacetone, both thermally and photochemically.

Propargyl bromide as an excellent α-bromoacetone equivalent: Convenient and new route to α-aroylacetones

A variety of α-aroylacetones 4a-g have been prepared in excellent yields following a new protocol wherein α-aminonitriles 1a-g as the aryl acyl anion equivalents readily react with propargyl bromide as the α-bromoacetone equivalent. The alkylated product undergoes one-pot unmasking of the keto functionality along with Markovnikov's hydration of the terminal alkyne with CuSO4·5H2O in aqueous methanol at 60 °C to furnish the desired target in excellent isolated yields.