7695-47-8

Basic information

• Product Name: 3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one
• Synonyms: 3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one;8-Hydroxy-3,4-dihydro-2H-naphthalen-1-one;1,2,3,4-Tetrahydro-8-hydroxynaphthyl-1-one;8-Hydroxy-1-tetralone;8-Hydroxy-1-tetralone 8-Hydroxy-3,4-dihydro-2H-naphthalen-1-one;3,4-dihydro-8-hydroxy-1(2H)-Naphthalenone;8-hydroxy-3,4-dihydronaphthalen-1(2H)-one
• CAS NO: 7695-47-8
• Molecular Formula: C₁₀H₁₀O₂
• Molecular Weight: 162.187
• Mol File: 7695-47-8.mol

Chemical Properties

• Boiling Point: 327.7°C at 760 mmHg
• Flash Point: 139.2°C
• Appearance: /
• Density: 1.236g/cm³
• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.602
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 8.35±0.20(Predicted)
• CAS DataBase Reference: 3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one(7695-47-8)
• EPA Substance Registry System: 3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one(7695-47-8)

Safety Data

• Hazardous Substances Data: 7695-47-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one is used as a key intermediate in the synthesis of various bioactive molecules, including anti-inflammatory and antitumor agents. Its unique chemical properties and versatile applications make it an essential component in the development of new pharmaceuticals.
Used in Dye and Fragrance Industry:
3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one is used as a raw material in the production of dyes and fragrances due to its unique chemical structure and properties. Its versatility allows for the creation of a wide range of colors and scents in various applications.
Used in Skincare Products:
3,4-Dihydro-8-hydroxynaphthalen-1(2H)-one is used as an antioxidant in the formulation of skincare products. Its antioxidant properties make it a potential candidate for use in products aimed at reducing oxidative stress and promoting skin health.

InChI:InChI=1/C10H10O2/c11-8-5-1-3-7-4-2-6-9(12)10(7)8/h1,3,5,11H,2,4,6H2

Upstream product

• 119-64-2 tetralin 

Downstream Products

• 13185-18-7 8-methoxy-1-tetralone 
• 88058-45-1 8-benzyloxy-1,2,3,4-tetrahydro-1-naphthalenone 
• 1026439-78-0 8-(4-chlorobenzyloxy)-1,2,3,4-tetrahydro-1-naphthalenone 
• 5656-61-1 4,5-dihydro-3H-naphtho<1,8-bc>furan 
• 32744-30-2 2-phenyl-4,5-dihydro-3H-naphtho<1,8-bc>furan 
• 133601-17-9 8-(1-hydroxy-1-phenylmethyl)-1,2,3,4-tetrahydro-1-naphthalenone 
• 117661-46-8 9-methoxy-2-nitro-naphto<1,2-b>furan 
• 1252014-05-3 8-(4-bromobenzyloxy)-1,2,3,4-tetrahydro-1-naphthalenone 
• 1252014-06-4 8-(4-nitrobenzyloxy)-1,2,3,4-tetrahydro-1-naphthalenone 

Relevant articles and documents

Liquid-phase oxidation of alkylaromatics to aromatic ketones with molecular oxygen over a Mn-based metal-organic framework

Liquid-phase oxidation of alkylaromatics with molecular O2 was examined using a microporous Mn-based metal-organic framework (Mn-MOF-74). Mn-MOF-74 consisting of trimeric Mn clusters and 2,5-dihydroxyterephthalate (dhtp) linkers exhibits superior catalytic activity with good ketone selectivity compared to conventional oxide-supported Mn catalysts without showing any lengthy induction period. Combined analyses by means of XRD, FE-SEM, N2 physisorption and Mn K-edge XAFS reveal that the superior catalytic performance is attributed to the inherently-formed Mn(iii)2(dhtp) moieties embedded in the Mn-MOF-74 framework rather than structural factors associated with the MOF. The catalyst is reusable over multiple catalytic runs along with retaining its original catalytic activity due to the ability of the dhtp ligand to stabilize active Mn(iii) atoms. Owing to high activity, reusability and nontoxicity, Mn-MOF-74 can offer a simple, inexpensive and efficient protocol for the oxidation of some important alkylaromatics, such as ethylbenzene and diphenylmethane to produce the corresponding aromatic ketones.

Asymmetric synthesis of the cis- and trans-3,4-dihydro-2,4,8-trihydroxynaphthalen-1(2H)-ones

A short and efficient protocol for the asymmetric synthesis of cis- and trans-3,4-dihydro-2,4,8-trihydroxynaphthalen-1(2H)-one (1 and 2, resp.) is described, with a phthalide annulation as the key step. Introduction of a OH substituent at position 2 was performed by Sharpless dihydroxylation of a silyl enol ether or by means of an N-sulfonyloxaziridine. The absolute configuration of each isomer was determined via Mosherester derivatives. By comparison with previously recorded CD spectra of our natural sample, we established that the natural trans- and cis-isomers from Ceratocystis fimbriata sp. platani were the (-)-(2S,4S)-isomer (-)-2 and the (+)-(2S,4R)-isomer (+)-1, respectively.