Pandiarajan, Karuppiah published the artcileMultinuclear magnetic resonance spectroscopic and semiempirical molecular orbital (AM1) studies of substituted anisoles, Formula: C10H14O, the publication is Bulletin of the Chemical Society of Japan (1994), 67(10), 2639-46, database is CAplus.
13C, 15N, and 17O NMR spectra have been recorded for 4-nitroanisole , its 2-methyl-, 2-chloro-, 2-bromo-, 2-iodo-, 2,6-dimethyl-, 2,6-dichloro-, 2,6-dibromo-, and 2,6-diiodo-derivatives, also nitrobenzene , its 3-methyl-, 3-chloro-, 3-bromo-, and 3-iodo-derivatives and 3,5-dichloro- and 3,5-dibromo-derivatives Anal. of the chem. shifts of carbon bearing nitro group and nitro oxygens in these compounds suggests that presence of one substituent ortho- to the methoxyl group enhances its resonance interaction with the benzene ring whereas presence of two ortho-substituents inhibits this resonance. However, in no case the resonance is completely inhibited. The extent of enhancement or inhibition is almost independent of the nature of the ortho-substituent. This conclusion has also been arrived by analyzing the reported chem. shifts of the para-carbons in 2,6-disubstituted and 2-substituted anisoles and the corresponding carbons in m-disubstituted benzenes. Though evidence could not be obtained for steric enhancement of resonance using methoxyl oxygen chem shifts, anal. of these chem. shifts in di-ortho-substituted anisoles and 3,5-dimethylnitrobenzene furnishes evidence for steric inhibition of resonance. However, 15N chem. shifts are of no use in studying these phenomena. Semiempirical MO calcns using AM1 Hamiltonian suggest that the methoxyl group is coplanar with the benzene ring in anisole, 4-nitroanisole and 2-substituted-4-nitroanisoles but is perpendicular to the benzene ring in 2,6-disubstituted-4-nitroanisoles. Moreover, in 2-substituted-4-nitroanisoles the O-Me group is anti to the 2-substituent.
Bulletin of the Chemical Society of Japan published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Formula: C10H14O.
Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem