6271-40-5

Basic information

• Product Name: 4a,5,8,8a-Tetrahydro-1,4-naphthoquinone
• Synonyms: 4a,5,8,8a-Tetrahydro-1,4-naphthoquinone;1,4-Naphthalenedione, 4A,5,8,8A-tetrahydro-;1,4-Naphthoquinone, 4A,5,8,8A-tetrahydro-;Nsc36727;Wln: L66 bv ev cu hutj;4a,5,8,8a-tetrahydronaphthalene-1,4-dione
• CAS NO: 6271-40-5
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.1852
• Mol File: 6271-40-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 56-57℃
• Boiling Point: 295.1°Cat760mmHg
• Flash Point: 110.1°C
• Appearance: /
• Density: 1.175g/cm³
• Vapor Pressure: 0.00156mmHg at 25°C
• Refractive Index: 1.545
• CAS DataBase Reference: 4a,5,8,8a-Tetrahydro-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 4a,5,8,8a-Tetrahydro-1,4-naphthoquinone(6271-40-5)
• EPA Substance Registry System: 4a,5,8,8a-Tetrahydro-1,4-naphthoquinone(6271-40-5)

Safety Data

• Hazardous Substances Data: 6271-40-5(Hazardous Substances Data)

Usage

General Description

4a,5,8,8a-Tetrahydro-1,4-naphthoquinone, also known as menadione, is a synthetic precursor of vitamin K. It is a yellow crystalline substance that is soluble in organic solvents and slightly soluble in water. Menadione is commonly used in the food and cosmetic industries as a vitamin K supplement, as well as a precursor for the synthesis of various pharmaceuticals. However, it can also be toxic in large doses and has been linked to liver damage and hemolytic anemia in some cases. Despite its potential drawbacks, menadione remains an important chemical in the production of vitamin K and related compounds.

InChI:InChI=1/C10H10O2/c11-9-5-6-10(12)8-4-2-1-3-7(8)9/h1-2,5-8H,3-4H2

Upstream product

• 106-99-0 buta-1,3-diene 
• 106-51-4 p-benzoquinone 
• 590-19-2 2,3-dimethylbutene 
• 71-43-2 benzene 

Downstream Products

• 130-15-4 [1,4]naphthoquinone 
• 13623-10-4 5,6,7,8-tetrahydronaphthalene-1,4-diol 
• 55077-79-7 5,8-dimethoxy-1,4-dihydronaphthalene 
• 58851-76-6 4-acetyloxy-5,8-dihydronaphthalen-1-yl acetate 
• 58851-64-2 6,7-epoxy-5,6,7,8-tetrahydro-1,4-dimethoxynaphthalene 
• 37464-90-7 5,8-dimethoxy-2-tetralone 
• 58851-77-7 6-acetyloxy-1a,2,7,7a-tetrahydronaphtho[2,3-b]oxiren-3-yl acetate 

Relevant articles and documents

Acyclic cucurbit[n]uril-type molecular containers: Influence of aromatic walls on their function as solubilizing excipients for insoluble drugs

We studied the influence of the aromatic sidewalls on the ability of acyclic CB[n]-type molecular containers (1a-1e) to act as solubilizing agents for 19 insoluble drugs including the developmental anticancer agent PBS-1086. All five containers exhibit go

Methylidenecycloproparenes: Novel Compounds with Fascinating Properties

Proton abstraction from the methylene position of a cycloproparene provides the corresponding C1 anion that can be intercepted by a carbonyl-containing compound to provide a wide range of novel methylidenecycloproparenes. The physical and chemical aspects of this comparatively new class of surprisingly stable, strained compounds have been explored. The present account provides a perspective on these developments from the initial experiments in the Utah laboratories.

Construction of a tube-like molecule via sequential cyclopropylidene dimerisation and intramolecular [π2s+π2s] cycloaddition reactions

The syn-cyclopropylidene dimer 5, obtained by reaction of compound 4 with methyllithium, is readily elaborated to the bis-p-benzoquinone 7 which undergoes intramolecular [π2s+π2s] cycloaddition to give the tube-like molecule 8.