Aromaticity - key

Aromaticity - key - Practice problems for aromaticity (Ch...

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Practice problems for aromaticity (Ch 14) - KEY Chem 345 - Yoon 1 O O O N B CH 3 neither aromatic aromatic aromatic aromatic aromatic neither 2 . Let’s consider these two compounds first. They both have 6 electrons in continuous cyclic arrays of p orbitals. If these molecule are planar, then they are aromatic and particularly stable. Thus, you expect them to be planar. If this molecule, on the other hand, were planar, it would have eight electrons in a cyclic array of p orbitals and be anti-aromatic. It would therefore be particularly unstable . In order to avoid the anti-aromatic destabilization, this molecule bends out of planarity and thus becomes neither aromatic nor anti-aromatic. 3 . Carbonyl compounds have dipole moments because you can draw a resonance structure in which the electron density from the C=O double bond is put onto the electronegative oxygen atom, making a charged structure. In the overall resonance picture, therefore, there is a significant partial negative charge on the oxygen and a significant partial positive charge on the carbon. O
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 2

Aromaticity - key - Practice problems for aromaticity (Ch...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online