1570-27-0

Basic information

• Product Name: 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one
• Synonyms: 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one;8-Hydroxy-3,4-dimethylisocoumarin;Oospolactone
• CAS NO: 1570-27-0
• Molecular Formula: C11H10 O3
• Molecular Weight: 190.1953
• Mol File: 1570-27-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 346.5°Cat760mmHg
• Flash Point: 153.9°C
• Appearance: /
• Density: 1.255g/cm³
• Vapor Pressure: 2.86E-05mmHg at 25°C
• Refractive Index: 1.589
• CAS DataBase Reference: 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one(1570-27-0)
• EPA Substance Registry System: 8-Hydroxy-3,4-dimethyl-1H-2-benzopyran-1-one(1570-27-0)

Safety Data

• Hazardous Substances Data: 1570-27-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H10O3/c1-6-7(2)14-11(13)10-8(6)4-3-5-9(10)12/h3-5,12H,1-2H3

Upstream product

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• 1026727-13-8 3,4-dihydro-8-hydroxy-3-methoxy-3,4-dimethylisocoumarin 
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Relevant articles and documents

8-HYDROXY-SUBSTITUTED ISOCOUMARINS BY LITHIATION OF BENZENE DERIVATIVES PROMOTED BY β-FUNCTIONALISED ALKYL GROUPS. A REGIOSELECTIVE AND SIMPLE SYNTHESIS OF OOSPOLACTONE

3-(3-hydroxyphenyl)-2-butanone (obtained in 3 steps from 3-bromophenol and 3-chloro-2-butanone) was ketalised with ethylene glycol and protected at the phenolic OH as the methoxymethyl ether.The intermediate diacetal thus obtained underwent hydrogen-metal exchange with n-butyllithium; the metallated intermediate, after carbonation, methanolysis of acetal groups and elimination of methanol, regioselectively afforded the title compound (8-hydroxy-3,4-dimethylisocoumarin).

A New Synthesis of Tetrahydrocapillarine, O-Methylglomelline and Oospolactone

Pyridine catalysed acylation of a number of homophthalic acids with various acid anhydrides has been extensively studied, leading to the synthesis of several substituted isocoumarins including the natural products mentioned above.