Synthesis and characterization of zinc sensors based on a monosubstituted fluorescein platform was written by Nolan, Elizabeth M.;Burdette, Shawn C.;Harvey, Jessica H.;Hilderbrand, Scott A.;Lippard, Stephen J.. And the article was included in Inorganic Chemistry in 2004.Synthetic Route of C8H9NO3 This article mentions the following:
The synthesis of a new fluorescein carboxaldehyde asym. substituted on the xanthene (top) ring is reported. This mol. is a key precursor for two of three monofunctionally derivatized fluorescein-based Zn(II) sensors presented in this work. Detailed preparative routes to, and photophys. characterization of, these sensors are described. The sensors are based on the previously reported ZP4 motif by the authors (2003) and incorporate a di(2-picolyl)amine-containing aniline-derivatized ligand framework. By varying the nature of the substituent para to the aniline nitrogen atom, which is responsible for photoinduced electron transfer quenching the unbound ZP dye, we investigated the extent to which such electronic tuning might improve the fluorescent properties of asym. ZP sensors. Although a comparison of probes with X = H, F, Cl, OMe reveals that the photophys. behavior of these dyes is not readily predictable, our methodol. illustrates the ease with which aniline-based ligands may be linked to fluorescein dyes. In the experiment, the researchers used many compounds, for example, 3-Methyl-4-nitroanisole (cas: 5367-32-8Synthetic Route of C8H9NO3).
3-Methyl-4-nitroanisole (cas: 5367-32-8) belongs to ethers. Ether is less polar than esters, alcohols or amines because of the oxygen atom that is unable to participate in hydrogen bonding due to the presence of bulky alkyl groups on both sides of the oxygen atom. Ethers are good solvents partly because they are not very reactive. Most ethers can be cleaved, however, by hydrobromic acid (HBr) to give alkyl bromides or by hydroiodic acid (HI) to give alkyl iodides.Synthetic Route of C8H9NO3
Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem