Brouwer, H.;Stothers, J. B.;Tan, C. T. published 《Carbon-13 NMR studies. Part 66. Carbon-13 spectra of several methyl, hydroxymethyl, and carboxylic acid derivatives of bicyclo[2.2.1]heptane and bicyclo[2.2.2]octane》 in 1977. The article was appeared in 《Organic Magnetic Resonance》. They have made some progress in their research.Name: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione The article mentions the following:
The 13C NMR spectra of 56 norbornanes, -enes, bicyclo[2.2.2]octanes, and -octenes were determined to study the stereochem. effects of neighboring substituents on the C shieldings. Use of these rigid skeletons enabled detailed examination of a variety of substituent orientations. The deviation of the observed shieldings from those predicted by simple additivity followed patterns useful for stereochem. assignments in related systems. The experimental procedure involved many compounds, such as (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione (cas: 14166-28-0) .
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.Name: (3aR,4S,7R,7aS)-rel-Hexahydro-4,7-methanoisobenzofuran-1,3-dione 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