Review 3331 Exam 4 Carey

Review 3331 Exam 4 Carey - Review Exam #4 Carey 6th Edition...

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Unformatted text preview: Review Exam #4 Carey 6th Edition Chapters 9, 10 and 11 Which reagent below would be used to convert 2-pentyne to trans-2-pentene? 1) NaNH2, NH3 2) Na, NH3 3) H2, Lindlar Pd 4) H2O, HgSO4/H2SO4 Identify the allylic halide(s). Br Br CH2 CH2Cl Cl A B C D Identify the aromatic compounds N H A N B C D What is the IUPAC name of the following diene? Cl Which compound undergoes 1,4-addition with Br2? 1) 3) 2) 4) What is the IUPAC name of the following compound? Cl CO2H Cl Which of the following are consistent with the requirements for aromaticity? A. A system with delocalized electrons in a ring. B. 4n electrons in the ring. C. All the ring atoms must be carbons. D. (4n + 2) electrons in the ring. Select the best base to quantitatively remove a proton from acetylene. a) b) c) d) NaNH2 NH3 NaOH NaOCH2CH3 Select the best reaction sequence to make the following ketone. O CH3CCH2CH2CH2CH2CH3 a) (1) propyne, NaNH2 (2) 1-bromobutane (3) H2O, Hg2+, H2SO4 b) (1) acetylene, NaNH2 (2) 1-bromopentane (3) H2O, Hg2+, H2SO4 How would you carry out the following conversion? (CH3)2CHC CH ? (CH3)2CHCH2CH2Br a) (1) H2/Lindlar Pd b) (1) H2/Lindlar Pd peroxides c) (1) HBr (1 eq) d) (1) Br2 (1 eq) (2) HBr (2) HBr, (2) H2/Pd (2) H2/Pd What is the product of the following reaction? Br2 (1) 3 NaNH2, NH3 (2) H2O a) 3-methylhexane b) 3-methyl-1-hexyne c) 2-bromo-3-methylhexane d) 1-bromo-3-methylhexane How many hydrogen atoms in a molecule of 1-ethylcyclohexene are described as vinylic hydrogens? What is(are) the expected product(s) of the following reaction? NBS, CCl4 heat H2C=CHCH(CH3)2 Which of the following compounds most readily undergoes solvolysis with methanol (substitution of the halide for an alcohol molecule)? a) b) c) d) (E)-1-bromo-1-butene 3-bromo-1-butene 2-bromo-1-butene 4-bromo-1-butene Addition of one equivalent of HBr to 1,3cyclohexadiene gives: Identify the diene and dienophile which would give the following product. H NO2 Which of the following has the fastest rate of SN1 hydrolysis in aqueous acetone? Br 1) 2) CH2Br 3) CHBrCH3 4) CH2CH2Br Predict the major organic product in the following reaction. HBr Which one of following is not a resonance form of the benzyl free radical? CH2 1) 2) CH2 3) CH2 4) CH2 ...
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