(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
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
Br Each of the following deuterated bromoalkanes can be produced by treating an alkene with deuterium bromide (DBr). Draw the corresponding alkenes that could have been used. (a) Br D Br (b) Br 흐
(c) Alkenes can be transformed into epoxides by an epoxidation reaction. If the following hexenes are all subjected to an epoxidation reaction, which one would give an achiral epoxide? Explain your answer. 1-hexene cis-2-hexene trans-2-hexene cis-3-hexene trans-3-hexene
3. A student synthesized Compound 1 (following). To purity the compound, he extracted it into aqueous base and then acidified the solution to protonate the acid so that he could extract it back into ether. When he evaporated the ether, he found that the product had been converted entirely into Compound 2. 1 CH2CO2H 2 OH (a) What is the functional group that forms the ring Compound 1? In Compound 2 ? (b) How many carbon atoms are there in Compound 1? In Compound 2 ? Where did the other carbon atoms go? (c) When did the reaction occur: When the student added the base, or when he added the acid? (d) Propose a mechanism for the conversion of Compound I to Compound 2.
Indicate the letter of the correct answer and kindly briefly justify the letter of answer. Cyclohexene undergoes hydrobromination. Which of these is a possible product? (A) Bromocyclohexane (B) All of these (C) Trans 1,2-dibromocyclohexane (D) Cis 1,2-dibromocyclohexane