483-55-6

Basic information

• Product Name: 2-hydroxy-3-methyl-1,4-naphthoquinone
• Synonyms: 2-hydroxy-3-methyl-1,4-naphthoquinone;2-Hydroxy-3-methyl-1,4-benzoquinone;Q121 2-HYDROXY-3-METHYL-1,4-NAPHTHOQUINONE;2-HYDROXY-3-METHYL-1,4-NAPHTHOQUINONE(WXG00550)
• CAS NO: 483-55-6
• Molecular Formula: C₁₁H₈O₃
• Molecular Weight: 188.17942
• EINECS: 207-594-2
• Mol File: 483-55-6.mol
• Article Data: 43

Chemical Properties

• Melting Point: 173-174°
• Boiling Point: 283.17°C (rough estimate)
• Flash Point: 175.232 °C
• Appearance: /
• Density: 1.2100 (rough estimate)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6310 (estimate)
• PKA: 5.21±0.10(Predicted)
• CAS DataBase Reference: 2-hydroxy-3-methyl-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-hydroxy-3-methyl-1,4-naphthoquinone(483-55-6)
• EPA Substance Registry System: 2-hydroxy-3-methyl-1,4-naphthoquinone(483-55-6)

Safety Data

• Hazardous Substances Data: 483-55-6(Hazardous Substances Data)

Usage

Purification Methods

Crystallise the quinone from diethyl ether/pet ether. [Beilstein 8 III 2568, 8 IV 2375.]

InChI:InChI=1/C11H8O3/c1-6-9(12)7-4-2-3-5-8(7)11(14)10(6)13/h2-5,13H,1H3

Upstream product

• 15448-59-6 2,3-epoxy-2-methyl-2,3-dihydro-1,4-naphthoquinone 
• 64-17-5 ethanol 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 110-22-5 diacetyl peroxide 
• 60-29-7 diethyl ether 
• 141-52-6 sodium ethanolate 
• 573-20-6 menadiol di(acetate) 
• 67-66-3 chloroform 
• 17324-04-8 3-methyl-naphthalen-2-ol 
• 546-67-8 lead(IV) tetraacetate 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 58-27-5 menadione 
• 29366-44-7 2-ethyl-3-hydroxy-[1,4]naphthoquinone 
• 14944-23-1 3-methyl-1-tetralone 

Downstream Products

• 5416-18-2 2-methoxy-3-methyl-1,4-naphthoquinone 
• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 91345-20-9 (2-lactoyl-phenyl)-glyoxylic acid 
• 72154-46-2 2-methyl-3-(3-phenyl-2-propenyl)-1,4-naphthoquinone 
• 854676-10-1 (2-pyruvoyl-phenyl)-glyoxylic acid 
• 6091-04-9 3-methyl-1,4-dioxo-1,4-dihydronaphthalen-2-yl acetate 
• 62830-48-2 4-Amino-2-hydroxy-benzoic acid [2-hydroxy-3-methyl-4-oxo-4H-naphthalen-(1Z)-ylidene]-hydrazide 
• 62830-27-7 3-Hydroxy-4-[(4-iodo-phenyl)-hydrazono]-2-methyl-4H-naphthalen-1-one 
• 62830-35-7 4-{N'-[2-Hydroxy-3-methyl-4-oxo-4H-naphthalen-(1Z)-ylidene]-hydrazino}-3-iodo-benzoic acid 
• 62830-40-4 4-{N'-[2-Hydroxy-3-methyl-4-oxo-4H-naphthalen-(1Z)-ylidene]-hydrazino}-3-iodo-benzoic acid ethyl ester 
• 62830-46-0 4-Amino-benzoic acid [2-hydroxy-3-methyl-4-oxo-4H-naphthalen-(1Z)-ylidene]-hydrazide 
• 62830-49-3 Phenyl-acetic acid [2-hydroxy-3-methyl-4-oxo-4H-naphthalen-(1Z)-ylidene]-hydrazide 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 29020-78-8 3-methyl-2-hydroxy-1,4-naphthoquinone-1-thiosemicarbazone 

Relevant articles and documents

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Synthesis and molecular structure of a zinc complex of the vitamin K 3 analogue phthiocol

The complex [Zn(phthiocol)2(H2O)2]; 1, where phthiocol is 2-hydroxy-3-methyl-1,4-naphthoquinone, has been synthesized and characterized by elemental analysis, FT-IR, 1H NMR, UV-vis spectroscopy, thermogravimetric (TG) analysis, electrochemical and single crystal X-ray diffraction studies. The mC=O stretch shifts to lower frequencies upon complexation of phthiocol to Zn2+. 1H NMR spectra show an upfield shift of the benzenoid ring protons in 1. There is a bathochromic shift of the LMCT band in the UV-vis spectra of 1. Single crystal X-ray structure of 1 show distorted octahedral geometry around Zn2+. Two phthiocol ligands are in plane with the metal, while water molecules are trans to this plane. Coordination of deprotonated phthiocol ligands is 'trans, trans' to Zn2+. Intra as well as intermolecular interactions are observed in 1. Molecules of 1 show three dimensional network through C-H...O and O-H...O interactions. Additional anodic peaks are observed in cyclic voltammogram of phthiocol ligand due to oxidation of reduced species formed during reduction. One-electron reduction of 1 is shown to be reversible and DFT studies define this redox event as ligand-centered.

PROCESS OF VITAMIN K2 DERIVATIVES PREPARATION

The invention relates to an improved process of vitamin K2 derivatives preparation via the alkylation of the menadione-cyclopentadiene adduct.

Novel phthiocol-based organometallics with tridentate coordination motif and their unexpected cytotoxic behaviour

Novel phthiocol-based organometallics with in situ formed tridentate N,O,O-coordination motif were established via three-component microwave assisted one-pot reaction. These complexes exhibited enhanced stability in aqueous solution compared to the parental compound KP2048 and showed unexpected cytotoxic behaviour and selectivity in 2D and 3D cell cultures.