35697-10-0

Basic information

• Product Name: 5-Hydroxy-2-tetralone
• Synonyms: 5-HYDROXY-2-TETRALONE;5-Hydroxy-3,4-dihydronaphthalen-2(1H)-one;5-hydroxyl-2-tetralone;3,4-Dihydro-5-hydroxynaphthalen-2(1H)-one;4-dihydro-5-hydroxy-;5-hydroxy-1,2,3,4-tetrahydronaphthalen-2-one
• CAS NO: 35697-10-0
• Molecular Formula: C10H10O2
• Molecular Weight: 162.19
• Mol File: 35697-10-0.mol

Chemical Properties

• Boiling Point: 333.63 °C at 760 mmHg
• Flash Point: 141.842 °C
• Appearance: /
• Density: 1.236 g/cm³
• Vapor Pressure: 6.96E-05mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: 5-Hydroxy-2-tetralone(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Hydroxy-2-tetralone(35697-10-0)
• EPA Substance Registry System: 5-Hydroxy-2-tetralone(35697-10-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 35697-10-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
5-Hydroxy-2-tetralone is used as a key intermediate in the synthesis of various pharmaceuticals and organic compounds. Its unique structure allows it to be a building block for the development of new drugs and therapeutic agents.
Used in Drug Development:
5-Hydroxy-2-tetralone is utilized in drug development for its potential anti-inflammatory and antioxidant properties. Its unique structure makes it a promising candidate for the discovery and design of novel therapeutic agents.
Used in Chemical Synthesis:
5-Hydroxy-2-tetralone is employed as a versatile chemical compound in chemical synthesis, enabling the creation of a wide range of organic compounds and materials.
Used in Materials Science:
5-Hydroxy-2-tetralone is used in materials science for its potential applications in the development of new materials with unique properties, such as improved stability, reactivity, or biocompatibility.

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

Upstream product

• 530-93-8 1,2,3,4-tetrahydronaphthalen-2-one 
• 74-85-1 ethene 
• 100884-30-8 1,6-bis-methoxymethoxy-naphthalene 
• 32940-15-1 5-methoxy-2-tetralone 
• 575-44-0 1,6-dihydroxynaphthalene 
• 22604-07-5 6-methoxy-1-naphthol 

Downstream Products

• 143325-87-5 2,5-dihydroxy-1,2,3,4-tetrahydronaphthalene 

Relevant articles and documents

Synthesis method of 5-hydroxy-2-tetralone

The invention discloses a synthesis method of 5-hydroxy-2-tetralone. The method comprises the following steps: reacting 3-hydroxyphenylacetic acid with thionyl chloride in the presence of a catalyst solvent to obtain a reaction product containing 3-hydroxyphenylacetyl chloride; recrystallizing the obtained product in normal hexane to obtain purified 3-hydroxyphenylacetyl chloride; reacting 3-hydroxyphenylacetyl chloride with ethylene in the presence of a catalyst solvent to obtain a reaction product containing 5-hydroxy-2-tetralone; and adding hydrochloric acid to adjust the pH value of the product to 3, extracting and separating liquid in an acidic atmosphere, and carrying out column chromatography to obtain purified 5-hydroxy-2-tetralone. According to the invention, the conditions of the reaction steps are mild, the operation is simple and convenient, the initial raw materials are cheap and easy to obtain, the reaction steps are short, the generated three-waste pollutants are less, the yield is high, the method is suitable for industrial large-scale production, the reaction steps are simplified to a certain extent, and the subsequent reaction is facilitated.

Tetrahydroxynaphthalene reductase: Catalytic properties of an enzyme involved in reductive asymmetric naphthol dearomatization

In reduced circumstances: Tetrahydroxynaphthalene reductase shows a broad substrate range including alternate phenolic compounds and cyclic ketones. Structural modeling reveals major enzyme-substrate interactions; C-terminal truncation of the enzyme causes an altered substrate preference, in accordance with stabilization of the substrate by the C-terminal carboxylate (see picture). This effect allows the identification of a homologous enzyme. Copyright

Enzymatic resolution of 5-hydroxy- and 8-hydroxy-2-tetralols using immobilized lipases

(R)-2-Tetralol (R)-2a, (R)-5-hydroxy-2-tetralol (R)-2b and (R)-8-hydroxy-2-tetralol (R)-2c, which are key intermediates in the synthesis of pharmacologically active 2-aminotetralins 3, were prepared in moderate to very high enantiomeric excess (up to 99% ee) by enzymatic resolution of the corresponding racemic butyrates rac-1a, rac-1b and rac-1c, respectively, using lipases immobilized on octyl agarose. This methodology is an alternative to the microbial reduction of 2-tetralones.

Baker's Yeast Mediated Reduction of Aromatic Ring Substituted 2-Tetralones

2-Tetralones mono- and disubstituted with methoxy or hydroxy groups in the aromatic ring are hydrogenated to 2-tetralols in good yields by non-fermenting baker's yeast.The prevalent enantioform of the reduction product and its e.e. were found to depend on the substitution pattern.In one case, i.e. the biotransformation of 5-methoxy-2-tetralone into the corresponding 2-tetralol, an e.e. >/= 98percent was observed.A simple abstract model for explaining and predicting the stereochemical outcome in the yeast-mediated carbonyl reduction of 2-tetralones is proposed.

HYDROXYLATION DU BENZALDEHYDE ET DE CETONES AROMATIQUES PAR LE PEROXYDE D'HYDROGENE EN MILIEU SUPERACIDE

Benzaldehyde and aromatic ketones are hydroxylated by hydrogen peroxide in SbF5-HF without formation of products arising from Baeyer-Villiger oxidation.

Tetrahydronaphthyloxy-aminopropanols and salts thereof

This invention relates to new tetrahydronaphthyloxy-aminopropanols and related compounds of the formula SPC1 And to salts of such compounds, which are useful in coronary diseases.