4462-97-9

Basic information

• Product Name: 3-Oxabicyclo[3.1.1]heptane-2,4-dione
• Synonyms: 1,3-Cyclobutanedicarboxylicanhydride (7CI,8CI); 1,3-Cyclobutanedicarboxylic anhydride, cis-
• CAS NO: 4462-97-9
• Molecular Formula: C6H6 O3
• Molecular Weight: 126.112
• Mol File: 4462-97-9.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 3-Oxabicyclo[3.1.1]heptane-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Oxabicyclo[3.1.1]heptane-2,4-dione(4462-97-9)
• EPA Substance Registry System: 3-Oxabicyclo[3.1.1]heptane-2,4-dione(4462-97-9)

Safety Data

• Hazardous Substances Data: 4462-97-9(Hazardous Substances Data)

Upstream product

• 7371-69-9 1,1,3,3-cyclobutanetetracarboxylic acid 
• 142733-60-6 2,2‐diethyl 7‐phenyl‐6,8‐dioxaspiro[3.5]nonane‐2,2‐dicarboxylate 
• 77614-64-3 7‐phenyl‐6,8‐dioxaspiro[3.5]nonane‐2,2‐dicarboxylic acid 
• 2453-47-6 cis-1,3-bis(hydroxymethyl)cyclobutane 
• 2398-16-5 cis-1,3-cyclobutane dicarboxylic acid 

Downstream Products

• 142733-61-7 cis-1,3-cyclobutanedicarboxylic acid monomethyl ester 
• 102159-29-5 1,3-bis-benzylsulfanyl-cyclobutane-1,3-dicarboxylic acid 
• 2398-17-6 cis-Methyl-3-hydroxymethyl-cyclobutan-carboxylat 
• 142733-62-8 cis-methyl 3-carboxamidocyclobutanecarboxylate 
• 2602-14-4 cis-1,3-bis(hydroxymethyl)cyclobutane ditosylate 

Relevant articles and documents

On the Reduction of Benzvalene Ozonide to cis-1,3-Cyclobutanedimethanol with LiAlH4

On treatment with LiAlH4 at -30 deg C the polymeric ozonide of benzvalene (1) gives bicyclobutane-endo,endo-2,4-dimethanol (7).At higher temperatures cis-1,3-cyclobutanedimethanol (4) is formed.The stereochemical course of this unusual C-C hydrogenolysis has been elucidated by means of deuterated substrates.For this purpose a complete analysis of 1H NMR spectra of the labeled cis-1,3-cyclobutanedicarboxylic anhydrides 9a-c had to be carried out.The dialcohol 7 and its bismethyl ether 16 add thiophenol across the central bond to form the cis products 18 and 19, respectively.Acids or Ag+ ions isomerize 7 via cleavage of a lateral bond into the ethers 21.