18512-30-6

Basic information

• Product Name: naphthalene-1,3,6,8-tetrol
• Synonyms: naphthalene-1,3,6,8-tetrol;1,3,6,8-Naphthalenetetrol
• CAS NO: 18512-30-6
• Molecular Formula: C₁₀H₈O₄
• Molecular Weight: 192.17
• Mol File: 18512-30-6.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 407.1°Cat760mmHg
• Flash Point: 208.9°C
• Appearance: /
• Density: 1.638g/cm³
• Vapor Pressure: 3.29E-07mmHg at 25°C
• Refractive Index: 1.832
• CAS DataBase Reference: naphthalene-1,3,6,8-tetrol(CAS DataBase Reference)
• NIST Chemistry Reference: naphthalene-1,3,6,8-tetrol(18512-30-6)
• EPA Substance Registry System: naphthalene-1,3,6,8-tetrol(18512-30-6)

Safety Data

• Hazardous Substances Data: 18512-30-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H8O4/c11-6-1-5-2-7(12)4-9(14)10(5)8(13)3-6/h1-4,11-14H

Upstream product

• 71741-18-9 6,8-Bis-benzyloxy-naphthalene-1,3-diol 
• 4724-10-1 methyl 2-(3,5-dihydroxyphenyl)acetate 
• 80457-61-0 methanesulfonyl 3,5-dibenzyloxybenzyl alcohol 
• 65857-78-5 methyl 2-acetyl-3,5-bis(benzyloxy)phenylacetate 
• 79762-35-9 methyl 2-(3,5-bis(benzyloxy)-2-formylphenyl)acetate 
• 58604-84-5 (3',5'-dibenzyloxy)phenylacetonitrile 
• 2732-96-9 3,5-dibenzyloxyphenylacetic acid 
• 24131-31-5 3,5-dibenzyloxybenzyl alcohol 
• 58605-10-0 methyl 3,5-bis(benzyloxy)benzoate 
• 2150-44-9 1-carbomethoxy-3,5-dihydroxybenzene 
• 129-96-4 disodium chromotropate 
• 49598-85-8 scytalone 
• 64954-45-6 6,8-dihydroxy-1,3-dimethoxynaphthalene 
• 126495-72-5 methyl 2-(2-acetyl-3,5-dihydroxyphenyl)acetate 

Downstream Products

• 17276-03-8 1,3,6,8-tetramethoxynaphthalene 
• 49598-85-8 scytalone 
• 49598-85-8 (+)-scytalone 
• 49598-85-8 3,6,8-Trihydroxy-3,4-dihydronaphthalen-1(2H)-one 
• 479-05-0 flaviolin 
• 77053-29-3 6,8-dihydroxy-1-methylisochroman-3-one 

Relevant articles and documents

Identification and characterization of an anthrol reductase from: Talaromyces islandicus (Penicillium islandicum) WF-38-12

An NADPH-dependent oxidoreductase from Talaromyces islandicus WF-38-12 has been identified through genome analysis. It has been shown to catalyze a regio- and stereoselective reduction of anthrols (formed in situ by the reduction of anthraquinones in the presence of Na2S2O4) to (R)-dihydroanthracenones, with high enantiomeric excess (>99%). The implications of results on the biosynthesis of deoxygenated (bis)anthraquinones and modified (bis)anthraquinones are discussed.

A peri-cyclised naphthalene dimer: Synthesis and properties of an unusual Vilsmeier-Haack product of 1,3,6,8-tetramethoxynaphthalene

An unusual peri-dimerised product was obtained when subjecting 1,3,6,8-tetramethoxynaphthalene to Vilsmeier-Haack reaction conditions (POCl3/DMF). The formation of this peri-dimerised naphthalene product suggests that 1,3,6,8-tetramethoxynaphthalene has comparable reactivity to that of Proton Sponge [1,8-bis(dimethylamino)naphthalene]. The octamethoxy peri-dimer was characterised using NMR spectroscopy, mass spectrometry, UV/Vis spectroscopy, Raman spectroscopy, electrochemistry, X-ray crystallography and DFT calculations. The one-electron oxidation of the peri-dimerised naphthalene compound yielded a radical cation that was studied by EPR spectroscopy and UV/Vis spectroscopy at low temperatures. The experimental observations were confirmed by DFT calculations. The Vilsmeier-Haack reaction (POCl 3/DMF) of 1,3,6,8-tetramethoxynaphthalene gave an unusual peri-cyclised dimer as well as the 1-naphthaldehyde. The dimer is a potent donor molecule. Copyright

Enantioselective total synthesis of (-)-napyradiomycin A1 via asymmetricchlorination of an isolated olefin

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