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

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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 carbon atom of an , -unsaturated ketone is responsible for its decreased shielding. The decreased electron density arises from the polarization of its electrons as represented by a signi fi cant contribution of the dipolar resonance form. 18.39 Bromination can occur at either of the two -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 fi ed as 3-bromo-3-methyl-2-butanone on the basis of its NMR spectrum. 18.40 Three dibromination products are possible from halogenation of 2-butanone. The product is 1,3-dibromo-2-butanone, on the basis of its observed 1 H NMR spectrum, which
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