21545-31-3

Basic information

• Product Name: 2,3-Dihydro-1,4-naphthoquinone
• Synonyms: 2,3-Dihydro-1,4-naphthoquinone
• CAS NO: 21545-31-3
• Molecular Formula: C₁₀H₈O₂
• Molecular Weight: 160.16932
• Mol File: 21545-31-3.mol
• Article Data: 27

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 320.0±22.0 °C(Predicted)
• Appearance: /
• Density: 1.239±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2,3-Dihydro-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Dihydro-1,4-naphthoquinone(21545-31-3)
• EPA Substance Registry System: 2,3-Dihydro-1,4-naphthoquinone(21545-31-3)

Safety Data

• Hazardous Substances Data: 21545-31-3(Hazardous Substances Data)

Usage

General Description

2,3-Dihydro-1,4-naphthoquinone, also known as menadione, is a synthetic compound that is structurally similar to vitamin K. It is a yellow crystalline powder that is commonly used in the production of vitamin K supplements and as a precursor to other forms of vitamin K. Menadione is also used as an intermediate in the synthesis of pharmaceuticals and as a chemical reagent in laboratory experiments. However, despite its beneficial uses, menadione has been reported to have toxic effects on the liver and can potentially cause hemolytic anemia in high doses, leading to its limited use in food and pharmaceutical applications.

Upstream product

• 119-64-2 tetralin 
• 6295-28-9 5,8-dihydronaphthalene-1,4-dione 
• 75-07-0 acetaldehyde 
• 87051-06-7 1,8-Dimethoxy-9,10-dioxa-tricyclo[6.2.2.0^2,7]dodeca-2⁽⁷⁾,3,5,11-tetraene 
• 3090-45-7 5,8-dihydro-1,4-naphthalenediol 
• 130-15-4 [1,4]naphthoquinone 
• 529-33-9 1,2,3,4-Tetrahydro-1-naphthol 
• 75-91-2 tert.-butylhydroperoxide 

Downstream Products

• 5697-00-7 1,4-diacetoxynaphthalene 
• 571-58-4 1,4-dimethylnaphthalene 
• 796-30-5 1,4-diphenylnaphthalene 
• 136229-46-4 2-(2-hydroxyphenyl)anthraquinone 

Relevant articles and documents

Chromium-promoted benzylic oxidations by tert-butyl hydroperoxide: A new catalyst and a comparison of the different procedures

Homogeneous data from literature reports concerning chromium-induced benzylic oxidations by tert-butyl hydroperoxide and from an efficient system using bistriphenylsilyl chromate as catalyst are presented.

A Copper-Containing Polyoxometalate-Based Metal-Organic Framework as an Efficient Catalyst for Selective Catalytic Oxidation of Alkylbenzenes

A copper-containing polyoxometalate-based metal-organic framework (POMOF), CuI12Cl2(trz)8[HPW12O40] (HENU-7, HENU = Henan University; trz = 1,2,4-triazole), has been successfully synthesized and well-characterized. In addition, the excellent catalytic ability of HENU-7 has been proved by the selective oxidation of diphenylmethane. Under the optimal conditions, the diphenylmethane conversion obtained over HENU-7 is 96%, while the selectivity to benzophenone is 99%, which outperforms most noble-metal-free POM-based catalysts. Moreover, HENU-7 is stable to reuse for five runs without an obvious loss in activity and also can catalyze the oxidation of different benzylic C-H with satisfactory conversions and selectivities, which implied the significant catalytic activity and recyclability.

Green Organic Solvent-Free Oxidation of Alkylarenes with tert-Butyl Hydroperoxide Catalyzed by Water-Soluble Copper Complex

Different benzylic compounds were efficiently oxidized to the corresponding ketones with aqueous 70% tert-butyl hydroperoxide (TBHP) and the catalytic system composed of CuCl2.2H2O and 2,2'-biquinoline-4,4'-dicarboxylic acid dipotassium salt (BQC). The catalytic system CuCl2/BQC/TBHP allows obtaining high yields at room temperature under organic solvent-free conditions. The interest of this system lies in its cost effectiveness and its benign nature towards the environment. Benzylic tertbutylperoxy ethers and benzylic alcohols were observed and suggested as the reaction intermediates. Analysis of organic products by atomic absorption did not show any contamination with copper metal. In terms of efficiency, CuCl2/BQC system is comparable or superior to the most of the catalytic systems described in the literature and which are based on toxic organic solvent.