24388-70-3

Basic information

• Product Name: 1,3-dimethoxy-1,3-dihydro-2-benzofuran
• Synonyms: 1,3-Dimethoxy-1,3-dihydro-2-benzofuran; isobenzofuran, 1,3-dihydro-1,3-dimethoxy-
• CAS NO: 24388-70-3
• Molecular Formula: C₁₀H₁₂O₃
• Molecular Weight: 180.2005
• Mol File: 24388-70-3.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 267.09°C at 760 mmHg
• Flash Point: 88.025°C
• Density: 1.15g/cm³
• Vapor Pressure: 0.014mmHg at 25°C
• Refractive Index: 1.53
• CAS DataBase Reference: 1,3-dimethoxy-1,3-dihydro-2-benzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-dimethoxy-1,3-dihydro-2-benzofuran(24388-70-3)
• EPA Substance Registry System: 1,3-dimethoxy-1,3-dihydro-2-benzofuran(24388-70-3)

Safety Data

• Hazardous Substances Data: 24388-70-3(Hazardous Substances Data)

Usage

General Description

1,3-dimethoxy-1,3-dihydro-2-benzofuran, also known as kavain, is a chemical compound found in the kava plant. It is a type of lactone with a benzofuran structure and two methoxy groups attached to the carbon atoms. Kavain has been studied for its potential pharmacological effects, including sedative and anxiolytic properties, which are believed to contribute to the traditional use of kava as a ceremonial and medicinal beverage in the South Pacific. However, it has also been associated with reports of hepatotoxicity, leading to regulatory restrictions on its sale in some countries. Despite the controversy surrounding its safety, kavain continues to be the subject of research for its potential therapeutic applications.

Upstream product

• 67-56-1 methanol 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 85-44-9 phthalic anhydride 
• 612-14-6 phthalyl alcohol 

Downstream Products

• 22506-55-4 2,3-dimethoxy-anthraquinone 
• 51790-19-3 2,3-Dimethoxyanthracene 
• 643-79-8 o-phthalic dicarboxaldehyde 

Relevant articles and documents

METHOD FOR PRODUCING ALKOXYLATED 2,5-DIHYDROFURAN BUT-2-ENE DERIVATIVES OR TETRA-1,1,4,4-ALKOXYLATED BUT-2-ENE DERIVATIVES

The invention relates to a method for producing 2,5-dihydrofuran derivatives that are substituted in position 3 or 4, which carry a respective C1 to C6 alkoxy group (DHF alkoxy derivates I) in position 2 or position 5, or in both positions, or for producing 1,1,4,4-tetraalkoxy but-2-ene derivatives that are substituted in position 3 or 4, from 2-butene-1,4-diol derivatives of general formula (I), in which the groups R1 and R2 independently of one another represent hydrogen, C1 to C6 alkyl, C6 to C12 aryl or C5 to C12 cycloalkene or R1 and R2 together with the double bond, to which they are linked, form a C6 to C12 aryl group or a mono- or polyunsaturated C5 to C12 cycloalkyl group, or from a mixture of said 2-butene-1,4-diol derivatives and 2,5-dihydrofuran derivatives that are substituted in position 3 or 4 and carry a C1 to C6 alkoxy group in position 2 or 5, by electrochemical oxidation in the presence of a C1 to C6 monoalkyl alcohol.

Efficient acetalisation of aldehydes catalyzed by titanium tetrachloride in a basic medium

The acetalisation of aliphatic and aromatic aldehydes is achieved in a basic medium by using catalytic amount of Ti(IV) chloride in MeOH in the presence of NH3 or Et3N. The present protocol shows many advantages over the well known base or acid catalysis: in fact, in contrast to base-promoted acetalisation, aldehydes with electron-rich carbonyl groups react easily, enolizable aldehydes do not undergo aldol condensation and, in contrast to acid-catalysis, migration of the double bond does not occur in the preparation of α,β-unsaturated acetals.

THE INTRAMOLECULAR CANNIZZARO REACTION OF PHTHALALDEHYDE

Phthalaldehyde undergoes an intramolesular Cannizzaro reaction in aqueous base to produce the o-hydroxymethylbenzoate ion.The kinetics of the reaction have been measured over a range of sodium hydroxide concentration at 40 degC.The reaction is considerably slower than of the analogous reaction of phenylglyoxal since it proceeds exclusively via the cyclic hydrate dianion which must undergo a very unfavorable ring opening before internal hydride transfer can occur.