885-19-8

Basic information

• Product Name: 1,4-dihydroanthraquinone
• Synonyms: 1,4-dihydroanthraquinone;1,4-Dihydro-9,10-anthracenedione;1,4-Dihydro-9,10-anthraquinone
• CAS NO: 885-19-8
• Molecular Formula: C₁₄H₁₀O₂
• Molecular Weight: 210.228
• EINECS: 212-942-1
• Mol File: 885-19-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 388.7°C at 760 mmHg
• Flash Point: 145.7°C
• Appearance: /
• Density: 1.28g/cm³
• Vapor Pressure: 3E-06mmHg at 25°C
• Refractive Index: 1.643
• CAS DataBase Reference: 1,4-dihydroanthraquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-dihydroanthraquinone(885-19-8)
• EPA Substance Registry System: 1,4-dihydroanthraquinone(885-19-8)

Safety Data

• Hazardous Substances Data: 885-19-8(Hazardous Substances Data)

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

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

Downstream Products

• 84-65-1 9,10-phenanthrenequinone 

Relevant articles and documents

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.

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.

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.