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N-Phenylhydroxylamine (CAS 100-65-2)

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Alternate Names:
N-Hydroxyaniline, N-Hydroxybenzenamine
Application:
N-Phenylhydroxylamine is a useful synthetic intermediate
CAS Number:
100-65-2
Purity:
≥95%
Molecular Weight:
109.13
Molecular Formula:
C6H7NO
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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N-Phenylhydroxylamine is a compound of interest in various areas of chemical research due to its role as an intermediate in organic synthesis. It is used in the study of oxidation-reduction reactions, where it can act as a reducing agent or an oxidant under different conditions. In the context of synthetic chemistry, N-Phenylhydroxylamine is employed in the preparation of azo dyes, where it can undergo diazotization followed by coupling with aromatic compounds. Additionally, it serves as a reagent in the synthesis of nitroso compounds, which are useful in the study of metal complexation and the formation of metal-nitrosyl complexes. The reactivity of N-Phenylhydroxylamine with various radicals and its scavenging properties are also subjects of research, particularly in the field of polymer chemistry where it may have implications in the stabilization of polymers against degradation.


N-Phenylhydroxylamine (CAS 100-65-2) References

  1. Interaction between dioxoruthenium(VI) porphyrins and hydroxylamines: coordination of N-substituted hydroxylamine to ruthenium and X-ray crystal structures of ruthenium complexes with a unidentate nitrosoarene ligand.  |  Liang, JL., et al. 2001. Chemistry. 7: 2306-17. PMID: 11446633
  2. The kinetics and mechanism of the ferrate(VI) oxidation of hydroxylamines.  |  Johnson, MD. and Hornstein, BJ. 2003. Inorg Chem. 42: 6923-8. PMID: 14552644
  3. Stepwise oxidation of anilines by cis-[RuIV(bpy)2(py)(O)]2+.  |  Seok, WK. and Meyer, TJ. 2004. Inorg Chem. 43: 5205-15. PMID: 15310196
  4. Reduced graphene oxide as a catalyst for hydrogenation of nitrobenzene at room temperature.  |  Gao, Y., et al. 2011. Chem Commun (Camb). 47: 2432-4. PMID: 21170437
  5. An aniline dication-like transition state in the Bamberger rearrangement.  |  Yamabe, S., et al. 2013. Beilstein J Org Chem. 9: 1073-82. PMID: 23766821
  6. Proteomic Analysis of Thiol Modifications and Assessment of Structural Changes in Hemoglobin Induced by the Aniline Metabolites N-Phenylhydroxylamine and Nitrosobenzene.  |  Möller, C., et al. 2017. Sci Rep. 7: 14794. PMID: 29093547
  7. On the catalytic transfer hydrogenation of nitroarenes by a cubane-type Mo3S4 cluster hydride: disentangling the nature of the reaction mechanism.  |  Safont, VS., et al. 2019. Phys Chem Chem Phys. 21: 17221-17231. PMID: 31346590
  8. Determination of aniline and metabolites produced in vitro by liquid chromatography/electrochemistry.  |  Radzik, DM. and Kissinger, PT. 1984. Anal Biochem. 140: 74-83. PMID: 6486418
  9. Hemin-mediated para-hydroxylation of aniline: a potential model for oxygen activation and insertion reactions of mixed function oxidases.  |  Adams, PA. and Berman, MC. 1982. J Inorg Biochem. 17: 1-14. PMID: 7119772
  10. Phenylhydroxylamine: role in aniline-associated splenic oxidative stress and induction of subendocardial necrosis.  |  Khan, MF., et al. 1998. Toxicol Sci. 42: 64-71. PMID: 9538049

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

N-Phenylhydroxylamine, 1 g

sc-224149
1 g
$92.00

N-Phenylhydroxylamine, 5 g

sc-224149A
5 g
$373.00