(A) the most stable? (B) (c) (D) (E) 2. Which alkene is a Z-isomer? (A) (B) (c) (D) (E) 3. Which of the following would be obtained from Hofmann elimination of 2-chloro-2-methylpentane?? (A) (B) (C) (D) (E) 4. Which of the following would be obtained from Zaitsev elimination of 2-bromo-2-methylpentane? (A) (B) (C) (D) (E) 5. If allowed to react with Cl2, which alkene would give a product with chiral centers but optically inactive (A) (B) (C) (D) (E) 6. Which alcohol below would undergo acid-catalyzed dehydration with the slowest rate at a given te concentration of acid? OH OH (A) (B) OH (C) (D) 7. What would be the major elimination product obtained from the reaction below? EtONa Br X EtOH (A) OH (B) (c) (D) No reaction is exp

(A) the most stable? (B) (c) (D) (E) 2. Which alkene is a Z-isomer? (A) (B) (c) (D) (E) 3. Which of the following would be obtained from Hofmann elimination of 2-chloro-2-methylpentane?? (A) (B) (C) (D) (E) 4. Which of the following would be obtained from Zaitsev elimination of 2-bromo-2-methylpentane? (A) (B) (C) (D) (E) 5. If allowed to react with Cl2, which alkene would give a product with chiral centers but optically inactive (A) (B) (C) (D) (E) 6. Which alcohol below would undergo acid-catalyzed dehydration with the slowest rate at a given te concentration of acid? OH OH (A) (B) OH (C) (D) 7. What would be the major elimination product obtained from the reaction below? EtONa Br X EtOH (A) OH (B) (c) (D) No reaction is exp

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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Reaction of this bicycloalkene with bromine in carbon tetrachloride gives a trans dibro- mide. In both (a) and (b), the bromine atoms are trans to each other. However, only one of these products is formed. CH3 CH3 CH3 Br Br CH,Cl, + Br2 or Br Br (a) (b) Which trans dibromide is formed? How do you account for the fact that it is formed to the exclusion of the other trans dibromide?
The following compounds are given to you:2-Bromopentane, 2-Bromo-2-methylbutane, 1-Bromopentane(i) Write the compound which is most reactive towards SN2 reaction.(ii) Write the compound which is optically active.(iii) Write the compound which is most reactive towards P-elimination reaction.
4. Classify the following reactions as additions, eliminations, substitutions, or rearrangements: (а) CH3Br + KОН — СH3ОН + KBr (b) СH3CH2CІ + NaOH (c) H2C=CH2 + H2 → CH3CH3 H2C=CH2 + NaCl 5. Which of the following are most likely to behave as electrophiles, and which as nucleophiles? Explain. (a) NH4+ (b) C=N- (c) Br+ (d) CH3NH2 (е) Н—С—С-—н
For each alkane, which mono brominated derivatives could you form in good yield by free-radical bromination?(a) cyclopentane (b) methylcyclopentane(c) 2-methylpentane (d) 2,2,3,3-tetramethylbutane
5. Consider the synthesis of 2-butanone from butyne: Hg2+ CH3CH,-C=C–H CH3CH, Ĉ -CH3 H3o* (i) Draw the structure of the compound D. (ii) Compound D isomerizes to form 2-butanone. What is this isomeric process called? (iii) Use the mechanism to show the conversion of compound D to 2-butanone.
6) Which is the organic product for the following reaction? (a) (b) (c) (d) LOH OH COOH OH OH COOH COOH KMnO4 H₂O (e) None of the above products will be formed
Addition of HCI to the unsymmetrical alkene below could potentially give rise to two products. C2H5. CC=C: C2H5 CH3 (a) Draw the structures of the two potential carbocation intermediates. (b) State which carbocation is more stable. (c) Draw the structure of the major final product.
1. Predict the elimination products of the following reactions. When two alkenes are possible, predict which one will be the major product. Explain your answers, showing the degree of substitution of each double bond in the products. 2. Which of these reactions are likely to produce both elimination and substitution products? (a) 2-bromopentane +NaOCH3 (b) 3-bromo-3-methylpentane +NaOMe(Me= methyl, CH3) (c) 2-bromo-3-ethylpentane +NaOH (d) cis-1-bromo-2-methylcyclohexane +NaOEt (Et= ethyl, CH2CH3)
Give reasons for the following :(i) Ethyl iodide undergoes SN2 reaction faster than ethyl bromide.(ii) (±) 2-Butanol is optically inactive.(iii) C—X bond length in halobenzene is smaller than C—X bond length in CH3—X.
Which of the following statements about 3-iodo-2-methylprop-1-ene is/are true? (i) It has an E isomer and a Z isomer. (ii) It can be converted to an alkyl lithium compound in one step by reacting with lithium metal. (iii) It would react with the following reagent to give 2-methylhept-1-ene as the product: CuLi
Q3. 2-Bromopentane, when treated with ‎ alcoholic KOH yields a mixture of three alkenes A, B and C. Identify A, B and C. Which is predominant? ‎ Q4 Which statement below about Sn1 reactions is incorrect? (A) SN1 reactions are stepwise and have intermediates. (B) The slow step in a SN1 reaction is formation of the carbocation intermediate. (C) SN1 reactions have first order kinetics which means only the alkyl halide is involved in the rate limiting step. (D) The products of a SN1 reaction will be a pair of enantiomers. (E) An aprotic solvent is best for Sn1 reactions as they tend to help stabilize carbocation intermediates.
Give the structures of the substitution products expected when 1-bromohexane reacts with(a) NaOCH2CH3 (b) KCN (c) NaOH