885-19-8

Usage

Type

Chemical compound

Derivative of

Anthraquinone

Color

Bright yellow

Application 1

Dye precursor in the production of vat dyes

Industry 1

Textile industry

Application 2

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Field of potential application

Organic electronics

Use in organic electronics

Organic semiconductor material for solar cells and other electronic devices

InChI:InChI=1/C14H10O2/c15-13-9-5-1-2-6-10(9)14(16)12-8-4-3-7-11(12)13/h1-6H,7-8H2

Upstream product

• 123-91-1 1,4-dioxane 
• 7664-93-9 sulfuric acid 
• 56136-13-1 5,8-dihydro-9,10-dihydroxyanthracene 
• 33741-23-0 endo-1,4,4a,9a-tetrahydro-1,4-methano-9,10-anthraquinone 
• 71155-60-7 1,4,4a,9a-tetrahydro-9,10-dioxo-1,4-methanoanthracene-11-spiro-1'-cyclopropane 
• 52103-68-1 1,4,4aα,9aα-tetrahydro-9,10-anthracenedione 
• 130-15-4 [1,4]naphthoquinone 
• 106-99-0 buta-1,3-diene 
• 123-31-9 hydroquinone 
• 56136-14-2 1,4,4a,9a-tetrahydroanthraquinone 
• 716320-09-1 2,3-diallyl-1,4-naphthoquinone 
• 7732-18-5 water 

Downstream Products

• 84-65-1 9,10-phenanthrenequinone 

Relevant academic research and scientific papers

A new synthetic strategy to 2,3-diallyl-1,4-quinones via one-pot double Claisen rearrangement and retro Diels-Alder reaction

A simple and an efficient synthetic strategy to 2,3-diallyl-1,4-quinone derivatives via a highly reliable and 100% atom economic reactions such as Diels-Alder (DA) reaction, Claisen rearrangement (CR), and retro Diels-Alder (rDA) reaction as key steps is reported.

The structure of the π-molecular complex between 1,4-dihydro-9,10-anthrahydroquinone and 1,4-dihydro-9,10-anthraquinone

The structure of the π-molecular complex (10) was assigned on the basis of the solid state 13C-nmr spectrum. The solid state 13C-nmr spectrum of quinhydrone (12) has also been determined. Accurate 1H and 13C chemical shift assignments have been made for the compounds 3, 5, 6, 7, 8, and 10 on the basis of HMQC and HMBC spectral data. The π-molecular complex 10 crystallizes in the space group P21/n with cell parameters: a = 4.052 (1) A?, b = 6.477 (1) A?, c = 19.093 (2) A?, β = 90.17 (1)°, z = 1, Dc = 1.400 g cm-3. Crystal and molecular structure of the title compound, C28H22O4, has been determined by an X-ray analysis of 10 by direct methods from diffractometer data and refined by full-matrix least-squares.

Bridgehead vicinal diallylation of norbornene derivatives and extension to propellane derivatives via ring-closing metathesis

Here, we report a simple synthetic strategy to the bridgehead vicinal diallylation of norbornene derivatives. These substrates are useful to generate propellanes via ring-closing metathesis. Single-crystal X-ray diffraction analysis of four compounds led to the realization of configurational correction of earlier reported molecules.

New catalytic reactions in the presence of Mo-V-phosphoric heteropoly acid solutions

The possibility of performing new catalytic reactions in the presence of solutions of H x+3PMo12-x . VxO40 Mo-V-phosphoric heteropoly acids was examined.

Synthesis of functionalized 1,4-dihydro-9,10-anthraquinones and anthraquinones by ring closing metathesis using Grubbs' catalyst

A general and straightforward synthesis of anthraquinones was developed, in which diallylation of 1,4-naphthoquinones, followed by Ring Closing Metathesis (RCM) of the resulting diallylnaphthoquinones with Grubbs' catalyst and subsequent dehydrogenation using Pd/C afforded the desired anthraquinones with regiocontrol of substituents and in good yields.

Process for producing 1,4-dihydroanthraquinone

1,4-Dihydroanthraquinones are produced by oxidizing 1,4,4a,9a-tetrahydroanthraquinone or 1,4-dihydroanthrahydroquinone or an inert substituted derivative thereof with molecular oxygen in an aqueous medium at the reaction temperature of lower than 70° C. under the condition of pH of 8.5 to 12.