20052-60-2

Basic information

• Product Name: 7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE
• Synonyms: 7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE;7-HYDROXY-2,2,5-TRIMETHYL CHROMANONE;7-Hydroxy-2,2,5-trimethylchroman-4-one;2,3-Dihydro-7-hydroxy-2,2,5-trimethyl-4H-chromen-4-one, 2,3-Dihydro-7-hydroxy-2,2,5-trimethyl-4H-1-benzopyran-4-one, 7-Hydroxy-4-oxo-2,2,5-trimethylchroman
• CAS NO: 20052-60-2
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24
• Mol File: 20052-60-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 189 °C
• Boiling Point: 369.2 °C at 760 mmHg
• Flash Point: 144.4 °C
• Appearance: /
• Density: 1.165 g/cm³
• Vapor Pressure: 5.67E-06mmHg at 25°C
• Refractive Index: 1.547
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE(20052-60-2)
• EPA Substance Registry System: 7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE(20052-60-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 20052-60-2(Hazardous Substances Data)

Usage

General Description

7-HYDROXY-2,2,5-TRIMETHYL-2,3-DIHYDRO-4H-CHROMEN-4-ONE, also known as scopoletin, is a natural compound found in various plant species. It belongs to the coumarin class of chemicals and is known for its antioxidant and anti-inflammatory properties. Scopoletin has been studied for its potential therapeutic effects on various health conditions, including diabetes, cardiovascular diseases, and cancer. It has also been used in traditional medicine for its anti-microbial and anti-fungal properties. Scopoletin is commonly extracted from plants such as Artemisia scoparia and is also found in fruits and vegetables like cherries and celery. The compound has shown promise in various research studies, making it a subject of interest for further investigation and potential medical applications.

InChI:InChI=1/C12H14O3/c1-7-4-8(13)5-10-11(7)9(14)6-12(2,3)15-10/h4-5,13H,6H2,1-3H3

Upstream product

• 504-15-4 orcinol 
• 3350-78-5 3,3-Dimethylacryloyl chloride 
• 541-47-9 3-Methylbutenoic acid 
• 37637-88-0 N-formamido-3-methyl-2-butenamide 
• 6153-39-5 5-Methylresorcinol monohydrate 

Downstream Products

• 128890-37-9 Toluene-4-sulfonic acid 2,2,5-trimethyl-4-oxo-chroman-7-yl ester 
• 130208-90-1 4-Bromo-benzenesulfonic acid 2,2,5-trimethyl-2H-chromen-7-yl ester 
• 130208-82-1 4-Bromo-benzenesulfonic acid 4-hydroxy-2,2,5-trimethyl-chroman-7-yl ester 
• 130208-89-8 Toluene-4-sulfonic acid 2,2,5-trimethyl-2H-chromen-7-yl ester 
• 130208-81-0 Toluene-4-sulfonic acid 4-hydroxy-2,2,5-trimethyl-chroman-7-yl ester 
• 130208-88-7 Benzenesulfonic acid 2,2,5-trimethyl-2H-chromen-7-yl ester 
• 130225-88-6 Benzenesulfonic acid 4-hydroxy-2,2,5-trimethyl-chroman-7-yl ester 
• 133035-71-9 N-(2,6-Diethyl-phenyl)-2-(4-hydroxy-2,2,5-trimethyl-chroman-7-yloxy)-acetamide 
• 133035-70-8 N-(2-Ethyl-6-methyl-phenyl)-2-(4-hydroxy-2,2,5-trimethyl-chroman-7-yloxy)-acetamide 
• 133035-97-9 N-(2,6-Diethyl-phenyl)-2-(2,2,5-trimethyl-2H-chromen-7-yloxy)-acetamide 
• 133035-96-8 N-(2-Ethyl-6-methyl-phenyl)-2-(2,2,5-trimethyl-2H-chromen-7-yloxy)-acetamide 
• 133035-69-5 N-(4-Chloro-phenyl)-2-(4-hydroxy-2,2,5-trimethyl-chroman-7-yloxy)-acetamide 
• 133838-09-2 N-(3-Chloro-phenyl)-2-(4-hydroxy-2,2,5-trimethyl-chroman-7-yloxy)-acetamide 
• 133035-67-3 2-(4-Hydroxy-2,2,5-trimethyl-chroman-7-yloxy)-N-o-tolyl-acetamide 

Relevant articles and documents

Preparation of 2,2-dimethylchroman-4-ones from 5-alkyl-substituted resorcinols: Microwave-assisted synthesis and theoretical calculations

The influence of different 5-alkyl-substituted resorcinols on the formation of 2,2-dimethylchroman- 4-ones is examined experimentally and theoretically. Structures are fully assigned by means of experimental and theoretical 13C and 1H NMR chemical shifts.

Synthesis of 1-aryl-3-methyl-but-2-en-1-ones intermediates for the synthesis of chromanone derivatives

A convenient preparation of hitherto unknown compounds 3a, 4a, 3c, 4b and 4c by Friedel-Crafts reaction of active phenol derivatives and 3,3-dimethylacrylol chloride using anhydrous aluminium iodide as the condensing agent is described.

SYNTHESIS OF ANALOGUES OF NATURAL PRECOCENES CONTAINING A 5-METHYL SUBSTITUENT

The synthesis of benzopyran compounds (VII a-q), analogues of precocene I (I) substituted on C-5 in the aromatic ring with a methyl group, is described.