91Ó°ÊÓ

What steps are needed to prepare phenylacetylene, \(C_6H_5C= CH\), from each compound: (a) \(C_6H_5CH_2CHBr_2\); (b) \(C_6H_5CHBrCH_3\); (c) \(C_6H_5CH_2CH_2OH\)?

Synthesize each compound from acetylene. You may use any other organic or inorganic reagents.

Devise a synthesis of each compound. You may use HC\(CH\), ethylene oxide, and alkyl halides as organic starting materials and any inorganic reagents. a. \(CH_3CH_2CH_2CH_2CH_2CH_2C=CH\) c.\(CH_3CH_2CH_2CH_2CH_2CH_2C= CCH_2CH_2OH\) b. \(CH_3CH_2CH_2CH_2CH_2CH_2C= CCH_2CH_3 d.\)CH_3CH_2CH_2CH_2CH_2CH_2C\( = \)CCH_2CH_2OCH_2CH_3$

Devise a synthesis of the ketone 3-hexanone, \(CH_3CH_2COCH_2CH_2CH_3\), from \(CH_3CH-2Br\) as the only organic starting material; that is, all the carbon atoms in 3-hexanone must come from \(CH_3CH_2Br\). You may use any other needed reagents.

Devise a synthesis of each compound using CH3CH2CH20H as the only organic starting material: (a) \(CH_3C\) = \(CCH_2CH_2CH_3\) ; (b) \(CH_3C\) = \(CCH-2CH(OH)CH_3\). You may use any other needed inorganic reagents.

Devise a synthesis of each compound from \(CH_3CH_2OH\) as the only organic starting material: (a) \(CH_3CH_2C\)= \(CCH_2CH_2OH\); (b) \(CH_3CH_2C\) = \(CCH_2CH_20CH_2CH3\). You may use any other needed reagents.

Explain why the C = C of an enol is more nucleophilic than the C = C of an alkene, despite the fact that the electronegative oxygen atom of the enol inductively withdraws electron density from the carbon-carbon double bond.

Explain why an optically active solution of (R)-a-methylbutyrophenone loses its optical activity when dilute acid is added to the solution.