Reaction titration: a convenient method for titering reactive hydride agents (Red-Al, LiAlH4, DIBALH, L-Selectride, NaH, and KH) by No-D NMR spectroscopy

Org Lett. 2005 May 26;7(11):2205-8. doi: 10.1021/ol0506011.

Abstract

The concentration of reactive metal hydride (Met-H) reducing agents can be determined (in < or = 20 min) using No-D NMR spectroscopy. The method involves (i) reacting Met-H with an excess of p-methoxybenzaldehyde, (ii) quenching with excess acetic acid, (iii) recording the No-D NMR spectrum of this homogeneous mixture, and (iv) deducing the concentration of Met-H from the % conversion (as measured by integration). By a conceptually related method, the titer of the basic alkali metal hydrides KH and NaH can also be determined.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Hydrogen / chemistry*
  • Indicators and Reagents / chemistry
  • Magnetic Resonance Spectroscopy / instrumentation*
  • Magnetic Resonance Spectroscopy / methods*
  • Molecular Structure
  • Titrimetry

Substances

  • Indicators and Reagents
  • Hydrogen