Chapter 18.3, Problem 9P

Synthesize 1,4-dibromobenzene from acetanilide (N-phenylacetamide) using the necessary organic or inorganic reagents. Draw the structures of the compounds.

Indicate the products obtained by mixing (3-oxo-3-phenylpropyl)triphenylphosphonium bromide with sodium hydride.

We mix N-ethyl-2-hexanamine with excess methyl iodide and followed by heating with aqueous Ag2O. Indicate the major products obtained.

Indicate the products obtained by mixing acetophenone with iodine and NaOH.

Indicate the products obtained by mixing 2-Propanone and ethyllithium and performing a subsequent acid hydrolysis.

Indicate the products obtained if (E)-2-butenal and 3-oxo-butanenitrile are mixed with sodium ethoxide in ethanol.

Question 3 (4 points), Draw a full arrow-pushing mechanism for the following reaction Please draw all structures clearly. Note that this intramolecular cyclization is analogous to the mechanism for halohydrin formation. COH Br + HBr Br

Indicate the products obtained if 2,2-dimethylpropanal and acetaldehyde are mixed with sodium ethoxide in ethanol.

Indicate the products obtained if 2,2-dimethylpropanal and acetaldehyde are reacted with sodium ethoxide in ethanol.