Advices For Studying Organic Chemistry

(Wang) #1
infrared spectra.


  1. 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.



  1. The^13 C NMR spectrum of an alcohol sows a signal between δ 50 and δ 90 for the
    alcohol carbon.

  2. 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



  1. Compounds that contain carbon-metal bonds are called organometallic
    compounds.



  1. The nature of the C–M bond varies widely, ranging from bonds that are
    essentially ionic to those that are primarily covalent.

  2. 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)



  1. The reactivity of organometallic compounds increases with the percent ionic

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