Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 14, Problem 15P
- a. Would chlorination or bromination produce a greater yield of 2–halo–2,3–dimethylbutane?
- b. Would chlorination or bromination be a better way to make 1–halo–2,2–dimethylpropane?
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a. Identify the substitution products that form when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.
b. Explain why the same products are obtained when 2-chloro-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.
a. Would chlorination or bromination produce a greater yield of 1-halo-2,3-dimethylbutane?
b. Would chlorination or bromination produce a greater yield of 2-halo-2,3-dimethylbutane?
c. Would chlorination or bromination be a better way to make 1-halo-2,2-dimethylpropane?
a. Identify two alkenes that react with HBr to form 1-bromo-1-methylcyclohexane without undergoing a carbocation rearrangement. b. Would both alkenes form the same alkyl halide if DBr were used instead of HBr? (D is an isotope of H, so D+ reacts like H+.)
Chapter 14 Solutions
Essential Organic Chemistry, Global Edition
Ch. 14.2 - Write the mechanism for the monobromination of...Ch. 14.2 - Prob. 2PCh. 14.4 - Prob. 3PCh. 14.4 - Which of the hydrogens in the structure in the...Ch. 14.4 - How many alkyl chlorides can be obtained from...Ch. 14.4 - Prob. 7PCh. 14.5 - Prob. 9PCh. 14.6 - a. Which ether is most apt to form a peroxide? b....Ch. 14.7 - Prob. 11PCh. 14 - Prob. 12P
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- What will be the major product if 1-hexanol is oxidized with pyridinium chlorochromate in dichloromethane as the solvent? Select one: A. hexanone B. hexanoic acid C. hexanal D. propyl propanoate What is the minor product obtained when (Z)-1-bromo-2-methylbut-1-ene reacts with HBr? Select one: A. 1,2-dibromo-2-methylbutane B. 2,2-dibromo-1-methylbutane C. 1,2-dibromo-1-methylbutane D. 1,1-dibromo-2-methylbutanearrow_forwardIn which of the following solvents would the reaction of 1- bromobutane with sodium azide, NaN3, proceed the fastest? a. acetic acid b. ethanol c. water d. acetonitrile a O barrow_forwardWhich is the MAJOR product of the following reaction? Et 1) BH3:THF 2) H2O2, NaOH Which of the following best describes a key step in the mechanism for the reaction below? HO ... CH3 -CH3 dihydroxylation + en H3C- H3C- HO. electrophilic addition reaction to form a carbocation intermediate B nucleophilic attack by an alkene to form a cyclic (epoxide) intermediate elimination reaction by abstraction of a beta-hydrogen D free-radical substitution at the carbonyl carbon Which alkene will produce the HIGHEST yield of the alkyl halide below? Br. alkene HBr |arrow_forward
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