COA of Formula: C9H10O3《Nuclear magnetic resonance spectroscopy. Establishment of configuration in Diels-Alder adducts》 was published in 1967. The authors were Sarkis, George Y., and the article was included in《Bulletin of the College of Science, University of Baghdad》. The author mentioned the following in the article:
The presence of the double bond shifted the absorption downfield for both exo- and endo-protons in dehydronorbornyl and norbornyl acids, acid chlorides, anhydrides, and nitriles. The magnitude of this shift is very small for the endo-proton (of the exo-epimer). When both epimers are available, a differentiation can be made by the fact that the exo-protons absorb at lower field than the endo-protons. And (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) was used in the research process.
In the laboratory, (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione(14166-28-0) is a popular solvent when its water miscibility is not an issue. It is more basic than diethyl ether and forms stronger complexes with Li+, Mg2+, and boranes.COA of Formula: C9H10O3 It is a popular solvent for hydroboration reactions and for organometallic compounds such as organolithium and Grignard reagents.
Reference:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem