4-Nitrophenol is used as a precursor to prepare phenetidine, acetophenetidne and pH indicator. Its carboxylate ester derivatives are involved as an active component for the construction of amide moieties in peptide synthesis. It is used as an intermediate in the synthesis of paracetamol and N-acetyl-p-aminophenol dyestuffs.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
4-Nitrophenol is used as a precursor to prepare phenetidine, acetophenetidne and pH indicator. Its carboxylate ester derivatives are involved as an active component for the construction of amide moieties in peptide synthesis. It is used as an intermediate in the synthesis of paracetamol and N-acetyl-p-aminophenol dyestuffs.
Solubility
Freely soluble in alcohol, chloroform, ether. Freely soluble in acetone. Slightly soluble in water.
Notes
Incompatible with strong oxidizing agents and strong bases.
RUO – Research Use Only
Acid-base indicator: pH 5.6 - 7.6.
Forms active esters with N-protected amino acids, useful in peptide synthesis; see, for example: J. Org. Chem., 62, 1356 (1997). For peptide reagents, see Appendix 6.
Suzuki-type coupling of the triflate with various arylboronic acids gives biaryl derivatives: Tetrahedron, 45, 6679 (1984). For an example of Stille coupling of the triflate with an arylstannane, catalyzed by trans-Dichlorobis(triphenylphosphine)palladium(II), 10491, see: Org. Synth. Coll., 9, 553 (1998).
Ye, W.; Yu, J.; Zhou, Y.; Gao, D.; Wang, D.; Wang, C.; Xue, D. Green synthesis of Pt-Au dendrimer-like nanoparticles supported on polydopamine-functionalized graphene and their high performance toward 4- nitrophenol reduction. Appl. Catal., B 2015, 181, 371-378.
Chaudhary, S.; Kumar, S.; Mehta, S. K. Glycol modified gadolinium oxide nanoparticles as a potential template for selective and sensitive detection of 4-nitrophenol. J. Mater. Chem. C 2015, 3 (34), 8824-8833.