75833-47-5

Basic information

• Product Name: 2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7,8-dione
• Synonyms: 2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7,8-dione
• CAS NO: 75833-47-5
• Molecular Formula: C10H8O4
• Molecular Weight: 192.16812
• Mol File: 75833-47-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7,8-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7,8-dione(75833-47-5)
• EPA Substance Registry System: 2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-triene-7,8-dione(75833-47-5)

Safety Data

• Hazardous Substances Data: 75833-47-5(Hazardous Substances Data)

Usage

Class

Bicyclic compound

Structure

Bicyclo[4.2.0]octa-1,3,5-triene core
Two methoxy (CH?O) groups attached to the 2 and 5 positions
Ketone functional group at the 7 and 8 positions

Physical Properties

Appearance: Yellow-colored crystalline solid

Applications

Organic synthesis
Medicinal chemistry

Reactivity

Exhibits interesting reactivity

Research

Investigated for potential pharmacological properties

Current Status

Further research needed to fully understand biological effects and potential uses.

Upstream product

• 75833-45-3 2,5-dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-one 
• 93832-34-9 3-hydroxy-4,7-dimethoxy-1(3H)-isobenzofuranone 
• 75833-46-4 2,2-dibromo-3,6-dimethoxybenzocyclobuten-1(2H)-one 

Relevant articles and documents

Synthesis of Substituted Benzocyclobutenediones

-

Benzocyclobutenes. Part 5. Synthesis of 4-Hydroxy-, 4,5-Dihydroxy-, and 3,6-Dihydroxy-benzocyclobutene-1,2-dione (Benzologues of Semisquaric and Squaric Acid)

4-Methoxy- and 4,5-dimethoxy-benzocyclobutene-1,2-dione have been made by flash vacuum pyrolysis of the anthracene adducts of the corresponding phthalazine-1,4-diones which were prepared from the appropriate methoxyphthalic anhydrides. 3,6-Dimethoxybenzocyclobutene-1,2-dione has been prepared from 2-amino-3,6-dimethoxybenzoic acid via the addition of 3,6-dimethoxybenzyne to vinylidene chloride followed by hydrolysis of the resulting 1,1-dichloro-3,6-dimethoxybenzocyclobutene, bromination, and further hydrolysis.The three methoxy-diones and 4,5-dimethoxyphthalaldehyde have been demethylated by heating them with hydrobromic acid and the pKa values of the four hydroxy-compounds have been measured.Preliminary experiments on the synthesis of 4,5-dimethoxybenzocyclobutene are recorded.