Dolbier HW Solutions 402

Dolbier HW Solutions 402 - 496 ENOLS AND ENOLATES is more...

Info iconThis preview shows page 1. Sign up to view the full content.

View Full Document Right Arrow Icon
is more pronounced than The dipolar resonance form of diphenylcyclopropenone has aromatic character. Its stability leads to increased charge separation and a larger dipole moment. ( d ) Decreased electron density at the b carbon atom of an a , b -unsaturated ketone is responsible for its decreased shielding. The decreased electron density arises from the polarization of its p electrons as represented by a signi f cant contribution of the dipolar resonance form. 18.39 Bromination can occur at either of the two a -carbon atoms. The 1 H NMR spectrum of the major product, compoundA, is consistent with the structure of 1-bromo- 3-methyl-2-butanone. The minor product B is identi f ed as 3-bromo-3-methyl-2-butanone on the basis of its NMR spectrum. 18.40 Three dibromination products are possible from a halogenation of 2-butanone. The product is 1,3-dibromo-2-butanone, on the basis of its observed 1 H NMR spectrum, which showed two signals at low
Background image of page 1
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 09/30/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

Ask a homework question - tutors are online