3470-50-6

Basic information

• Product Name: 6-Hydroxy-1-tetralone
• Synonyms: 6-HYDROXY-1-TETRALONE;6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone, 98%;6-HYDROXY-1-TETRALONE 98.5%;6-Hydroxy-3,4-dihydronaphthalen-1(2H)-one;6-hydroxyl-1-tetralone;4-dihydro-6-hydroxy-;1(2H)-Naphthalenone, 3,4-dihydro-6-hydroxy-;1-Tetralon-6-ol
• CAS NO: 3470-50-6
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.19
• Product Categories: Alcohols and Derivatives;Carbonyl Compounds;Benzocycles
• Mol File: 3470-50-6.mol
• Article Data: 3

Chemical Properties

• Melting Point: 154-157 °C(lit.)
• Boiling Point: 358 °C at 760 mmHg
• Flash Point: 152.6 °C
• Appearance: Off-white to brown/Crystalline Powder
• Density: 1.236 g/cm³
• Vapor Pressure: 1.27E-05mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.22±0.20(Predicted)
• CAS DataBase Reference: 6-Hydroxy-1-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Hydroxy-1-tetralone(3470-50-6)
• EPA Substance Registry System: 6-Hydroxy-1-tetralone(3470-50-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 3470-50-6(Hazardous Substances Data)

Usage

Chemical Properties

gray powder

Uses

Different sources of media describe the Uses of 3470-50-6 differently. You can refer to the following data:
1. 6-Hydroxy-1-tetralone is used as a starting material for a one-pot conversion of phenols to anilines.
2. 6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone (6-Hydroxy-1-tetralone) may be used in the synthesis of:5-chloromethyl-6-hydroxy-3,4-dihydro-1(2H)-naphthalenone6-(4-(3-(piperidin-1-yl)propoxy)benzyloxy)-1-tetralone6-(3-(piperidin-1-yl)propoxy)-1-tetralone

Synthesis Reference(s)

Journal of Medicinal Chemistry, 41, p. 1068, 1998 DOI: 10.1021/jm970527vJournal of the American Chemical Society, 99, p. 5810, 1977 DOI: 10.1021/ja00459a052

General Description

6-Hydroxy-3,4-dihydro-1(2H)-naphthalenone (6-Hydroxy-1-tetralone) can be prepared by the demethylation of 6-methoxy-3,4-dihydro-1(2H)-naphthalenone. It participates in the synthesis of 2-alkylamino-6-hydroxy-5-hydroxymethyl-1,2,3,4-tetrahydro-1-naphthalenols. Its pKa value has been reported to be 7.74.

InChI:InChI=1/C10H10O2/c11-8-4-5-9-7(6-8)2-1-3-10(9)12/h4-6,11H,1-3H2

Upstream product

• 32263-70-0 6-benzyloxy-3,4-dihydro-2H-naphthalen-1-one 
• 1382490-86-9 1,2,3,4-tetrahydro-6-hydroxy-1-oxonaphthalen-2-yl methanesulfonate 
• 1093227-38-3 2-bromo-3,4-dihydro-6-hydroxynaphthalen-1(2H)-one 
• 1382490-82-5 1,2,3,4-tetrahydro-6-hydroxy-1-oxonaphthalen-2-yl acetate 
• 1382490-73-4 6-(benzyloxy)-1,2,3,4-tetrahydro-1-oxonaphthalen-2-yl acetate 
• 17766-28-8 cyclohexylpiperazine 
• 201745-76-8 6-[(2-Pyrimidinyl)oxy]-tetralone 

Downstream Products

• 1078-19-9 6-methoxy-3,4-dihydro-1(2H)-naphthalenone 
• 1160829-10-6 C₃₂H₃₇NO₆S 
• 959975-23-6 C₃₂H₃₆FNO₆S 
• 667900-15-4 6-(biphenyl-2-ylmethoxy)-2-[2-oxo-2-(4-phenyl-piperidin-1-yl)-ethyl]-3,4-dihydro-2H-naphthalen-1-one 
• 667900-14-3 6-benzyloxy-2-[2-oxo-2-(4-phenyl-piperidin-1-yl)-ethyl]-3,4-dihydro-2H-naphthalen-1-one 
• 667900-23-4 3,4-Dihydro-6-(phenylmethoxy)-2-[2-(4-phenyl-1-piperidinyl)ethyl]-1(2H)naphthalenone 
• 667900-16-5 2-[2-oxo-2-(4-phenyl-piperidin-1-yl)-ethyl]-6-phenoxy-3,4-dihydro-2H-naphthalen-1-one 
• 667900-17-6 2-[2-oxo-2-(4-phenyl-piperidin-1-yl)-ethyl]-6-phenyl-3,4-dihydro-2H-naphthalen-1-one 
• 667900-21-2 6-phenoxy-2-[2-(4-phenyl-piperidin-1-yl)-ethyl]-1,2,3,4-tetrahydro-naphthalen-1-ol 
• 667900-22-3 6-phenyl-2-[2-(4-phenyl-piperidin-1-yl)-ethyl]-1,2,3,4-tetrahydro-naphthalen-1-ol 

Relevant articles and documents

A photo-favorskii ring contraction reaction: The effect of ring size

The effect of ring size on the photo-Favorskii induced ring-contraction reaction of the hydroxybenzocycloalkanonyl acetate and mesylate esters (7a-d, 8a-c) has provided new insight into the mechanism of the rearrangement. By monotonically decreasing the ring size in these cyclic derivatives, the increasing ring strain imposed on the formation of the elusive bicyclic spirocyclopropanone 20 results in a divergence away from rearrangement and toward solvolysis. Cycloalkanones of seven or eight carbons undergo a highly efficient photo-Favorskii rearrangement with ring contraction paralleling the photochemistry of p-hydroxyphenacyl esters. In contrast, the five-carbon ring does not rearrange but is diverted to the photosolvolysis channel avoiding the increased strain energy that would accompany the formation of the spirobicyclic ketone, the "Favorskii intermediate 20". The six-carbon analogue demonstrates the bifurcation in reaction channels, yielding a solvent-sensitive mixture of both. Employing a combination of time-resolved absorption measurements, quantum yield determinations, isotopic labeling, and solvent variation studies coupled with theoretical treatment, a more comprehensive mechanistic description of the rearrangement has emerged.

MUSCARINIC ANTAGONISTS

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