1) Arrange the following in order of decreasing base strength (strongest base fi

Question

1) Arrange the following in order of decreasing base strength (strongest base first). A. CH,CH20 C. CH,CH2 D. H-CEC a) D B>C>A b)C>B>A D cA>CD B d)C> B>D>A 2) When an aldehyde is reacted with an alkyl lithium compound, after acid hydrolysis the result is a) a ketone b) a primary alcohol c)a secondary alcohol d) a tertiary alcohol 3) Predict the major product from the reaction sequence below. H-CEC-H 1) NaNH2 1) NaNH2 2) CH,Br 2) 1-iodobutane a) 1-nonyne b) 2- nonyne c) 1-octyne d) 2-octyne e) none of these 4) Which alkyne below would give two different ketones in approximately the same amount with the H2SO4/Hg2 catalyzed addition of water? a) cyclodecyne b) 4-decyne c) 1-decyne d) 5-decyme

Explanation / Answer

1) option B is correct

Explanation: acetylene is more acidic so the conjugate base is weakest.

2) option C is correct

3) option E is correct

Explanation; The actual product is 2-heptyne which is not given here.

4) option B is correct

Explanation: cyclodeccyne and 5-decyne gives only one ketone. 1-decyne gives ketone and aldehyde. 4-decyne gives 2-different ketones.

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