1335114-46-9

Basic information

• Product Name: benzoic 3-methyl-2-furoic anhydride
• Synonyms: benzoic 3-methyl-2-furoic anhydride
• CAS NO: 1335114-46-9
• Molecular Weight: 230.22
• Mol File: 1335114-46-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: benzoic 3-methyl-2-furoic anhydride(CAS DataBase Reference)
• NIST Chemistry Reference: benzoic 3-methyl-2-furoic anhydride(1335114-46-9)
• EPA Substance Registry System: benzoic 3-methyl-2-furoic anhydride(1335114-46-9)

Safety Data

• Hazardous Substances Data: 1335114-46-9(Hazardous Substances Data)

Upstream product

• 4412-96-8 3-methylfuran-2-carboxylic acid 
• 98-88-4 benzoyl chloride 

Downstream Products

• 689-97-4 3-buten-1-yne 
• 42827-31-6 4-methylene-2-cyclobuten-1-one 
• 65-85-0 benzoic acid 

Relevant articles and documents

Syntheses and pyrolyses of furan analogues of α-Oxo- o -quinodimethanes. Formation of methylenecyclobutenone and 1-buten-3-yne via a vinylcarbene-cyclopropene rearrangement

Flash vacuum pyrolyses (FVP) of benzoic 2-methyl-3-furoic anhydride (12) and benzoic 3-methyl-2-furoic anhydride (13) at 550 °C and ca. 10 -2 Torr both give methylenecyclobutenone (16) and 1-buten-3-yne (17) as the main products. A mechanism involving generation of furan analogues of α-oxo-o-quinodimethane, 10 and 11, from FVP of 12 and 13, respectively, followed by elimination of a CO molecule to give the respective carbenes 34 and 36 is proposed. Carbenes 34 and 36 are interconvertible via a cyclopropene intermediate 35. A ring contraction from 36 will give 16, whereas a ring-opening of 34 followed by elimination of a CO molecule then leads to 17. The proposed mechanism is supported by substituent- and deuterium-labeling study on FVP of the derivatives of 12.