22. Which of the following best explains why the synthetic route shown below would be unsuccessful? 1) CH3CH₂Br 2) NaNH, 3) (CH3)3CBr A) The alkynide anion is not a strong enough nucleophile to react with 1- bromopropane in step 1. B) Sodium amide is not a strong enough base to deprotonate the terminal alkyne in step 2. HCEC: CH3CH₂C=CC(CH3)3 C) The alkynide anion formed by reaction with sodium amide will facilitate an E2 (rather than SN2) reaction with t-butyl bromide. D) Both substitution reactions will occur on the same end of the alkyne, making a product different than the one shown. E) Reaction with sodium amide will result in formation of a primary alkyne.

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Aromatic Compounds

Aromatic organic compound or aromatic system is an important class of hydrocarbons under the branch of organic chemistry. Aromatic compounds are also called arenas. The definition of aromatic organic compounds can be stated as a class of organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Due to these alternating bonds, a peculiar feature termed as ‘resonance’, that is, delocalization of pi electrons or the electrons is shared within the atoms of the ring which are present in the aromatic compounds. The word ‘aromatic’ includes a Greek word ‘aroma’ which means smell, indicating that they were named as such due to the sweet odor they produce. Many well-known flavors such as vanilla, cinnamon, and few scents from flowers are extracted from aromatic compounds. Benzene with chemical formula C6H6 is a very common aromatic compound that contains six atoms of carbon held in the cyclic ring of alternate double bonds. It is also to be noted that not all aromatic compounds contain benzene ring. This can be explained by Huckel’s rule.