infrared spectra.
- The alcohol hydroxyl hydrogen typically produced a broad^1 H NMR signal of
variable chemical shift which can be eliminated by exchange with deuterium from
D 2 O.
- The^13 C NMR spectrum of an alcohol sows a signal between δ 50 and δ 90 for the
alcohol carbon. - Hydrogen atoms on the carbon of a 1° or 2° alcohol produce a signal in the^1 H
NMR spectrum between δ 3.3 and δ 4.0 that integrates for 2 or 1 hydrogens,
respectively
12.5 ORGANOMETALLIC COMPOUNDS
- Compounds that contain carbon-metal bonds are called organometallic
compounds.
- The nature of the C–M bond varies widely, ranging from bonds that are
essentially ionic to those that are primarily covalent. - The structure of the organic portion of the organometallic compound has some
effects on the nature of the C–M bond, the identity of the metal itself is of far
greater importance.
i) C–Na and C–K bonds are largely ionic in character.
ii) C–Pb, C–Sn, C–Tl, and C–Hg bonds are essentially covalent.
iii) C–Li and C–Mg bonds lie in between these two extremes.
C − M+ Cδ− δM+ C M
Primarily ionic Primarily covalent
(M = Na+ or K+)^ (M = Mg or Li) (M = Pb, Sn, Hg, or Tl)
- The reactivity of organometallic compounds increases with the percent ionic