Chemistry:Formaldoxime

From HandWiki

Formaldoxime is the organic compound with the formula H
2
C=N–OH
. It is the oxime of formaldehyde. A colorless liquid, the pure compound tends to polymerize into a cyclic trimer. Aqueous solutions are stable as is the formaldoxime hydrochloride ([H
2
C=N(–H)(–OH)]+
Cl−
). It is a reagent in organic synthesis for the conversion of aryl diazonium salts to aryl aldehydes.[1] It is an isomer of formamide.[2]

It is generated by combining hydroxylamine and formaldehyde.[3]

Synonyms

Source:[4]

  • Formoxime
  • Nitrone
  • Formaldehyde oxime
  • Formaldoxim
  • Methylenenitrone

References

  1. ↑ De Kimpe, Norbert (2001). "Formaldoxime". E-EROS Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/047084289X.rf023. ISBN 0-471-93623-5. 
  2. ↑ Golec, Barbara; Mielke, Zofia (November 12, 2007). "Formaldoxime dimers: Infrared matrix isolation and theoretical study" (in en-US). Journal of Molecular Structure 844-845: 242–249. doi:10.1016/j.molstruc.2007.03.049. ISSN 0022-2860. https://www.sciencedirect.com/science/article/abs/pii/S0022286007002943. 
  3. ↑ S. D. Jolad, S. Rajagopalan (1966). "2-Bromo-4-methylbenzaldehyde". Org. Synth. 46: 13. doi:10.15227/orgsyn.046.0013. 
  4. ↑ PubChem. "Nitrone" (in en). https://pubchem.ncbi.nlm.nih.gov/compound/6350.