Dolbier HW Solutions 233

Dolbier HW Solutions 233 - ( a ) K , 1; the equilibrium...

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A-7. What are the structures of compounds E and F in the following sequence of reactions? A-8. Give the reagents that would be suitable for carrying out the following transformation. Two or more reaction steps are necessary. PART B B-1. The IUPAC name for the compound shown is ( a ) 2,6-Dimethyl-3-octyne ( b ) 6-Ethyl-2-methyl-3-heptyne ( c ) 2-Ethylpropyl isopropyl acetylene ( d ) 2-Ethyl-6-methyl-4-heptyne B-2. Which of the following statements best explains the greater acidity of terminal alkynes (RC > CH) compared with monosubstituted alkenes (RCH ? CH 2 )? ( a ) The sp -hybridized carbons of the alkyne are less electronegative than the sp 2 carbons of the alkene. ( b ) The two p bonds of the alkyne are better able to stabilize the negative charge of the anion by resonance. ( c ) The sp -hybridized carbons of the alkyne are more electronegative than the sp 2 carbons of the alkene. ( d ) The question is incorrect alkenes are more acidic than alkynes. B-3. Referring to the following equilibrium (R 5 alkyl group)
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Unformatted text preview: ( a ) K , 1; the equilibrium would lie to the left. ( b ) K . 1; the equilibrium would lie to the right. ( c ) K 5 1; equal amounts of all species would be present. ( d ) Not enough information is given; the structure of R must be known. B-4. Which of the following is an effective way to prepare 1-pentyne? ( d ) All these are effective. B-5. Which alkyne yields butanoic acid (CH 3 CH 2 CH 2 CO 2 H) as the only organic product on treat-ment with ozone followed by hydrolysis? ( a ) 1-Butyne ( c ) 1-Pentyne ( b ) 4-Octyne ( d ) 2-Hexyne ( a ) 1. Cl 2 2. NaNH 2 , heat ( b ) 1. NaNH 2 2. CH 3 CH 2 CH 2 Br 1-Pentene Acetylene 1,1-Dichloropentane ( c ) 1. NaNH 2 , NH 3 2. H 2 O RCH 2 CH 3 C 1 RC 2 2 RCH 2 CH 2 C H 1 RC CH 3 CHCH 2 C CCH(CH 3 ) 2 CH 2 CH 3 C CH CH 2 CH 2 OH 1. NaNH 2 , NH 3 2. CH 3 CH 2 Br H 2 O, H 2 SO 4 HgSO 4 CH 3 CH 2 CCH 2 CH 2 CH 3 Compound F Compound E O ALKYNES 227...
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