12.a. For the reaction below please write all possible products please write all possible substitution and elimination products! 12.b. Indicate the stereochemistry of the reactions, whenever there is a stereogenic center present! 12.c. Provide the rate law and energy diagram of the reactions. Hint: Acetic acid is a weak nucleophile and weak base. Consider the hydride shift, if it is likely to happen. 1 CH,-COOH ?

12.a. For the reaction below please write all possible products please write all possible substitution and elimination products! 12.b. Indicate the stereochemistry of the reactions, whenever there is a stereogenic center present! 12.c. Provide the rate law and energy diagram of the reactions. Hint: Acetic acid is a weak nucleophile and weak base. Consider the hydride shift, if it is likely to happen. 1 CH,-COOH ?

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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5. Which of the following alkyl halides gives the SN2 reaction the fastest? a. C. Br + -Br a. Z- b. cis- c. E- d. trans- b. 6- In which case the order of boiling points of the organic molecules given below is correctly? CH3CH₂F CH3CH3 CH3CH₂Cl a. CH3CH3> CH3CH₂F> CH3CH₂I> CH3CH₂Cl b. CH3CH₂I >CH3CH₂Cl > CH3CH₂F> CH3CH3 c. CH3CH3> CH3CH₂F> CH3CH₂CI> CH3CH₂I d. CH3CH₂F >CH3CH₂Cl > CH3CH₂I > CH3CH3 H₂C a. Dehydration b. Saponification c. Esterification d. Neutralization d. HO 7. In which case the configuration of the following compound is given correctly? -Br CH3 Br CH₂OH CH3CH₂I 8. The reaction of carboxylic acids with alcohols catalysed by conc. H₂SO4 is called 9. Which of the following reagents should be used to perform the following reactions? H3C. a. b. C. d. a. b. C. d. A ? OH i K₂Cr2O7, H₂SO4 PCC, CH₂Cl₂ KMnO4, H₂SO4 PCC, CH₂Cl2 B ?i ? ? il H3C. 10. In which reactions are the reagents appropriate to the question mark given correctly in the following reactions? OH OH H₂C. OH A…
Draw a structural formula for the substitution product of the reaction shown below. H CH3 O Br OCH₂CH3 **** • Use the wedge/hash bond tools to indicate stereochemistry where it exists. If more than one stereoisomer of product is formed, draw both. . Separate multiple products using the + sign from the drop-down menu. Products that are initially formed as ions should be drawn in their neutral forms. ? a ChemDoodleⓇ N-H n [F < тс
20. Select the set of reagents/conditions that will most likely afford the following organic transformation: a. NaOEt, heat b. HCl, peroxide c. KOtBu, heat d. EtOH, heat 21. Select the proper reaction sequence to convert benzene to 3-butyl-1- bromobenzene in a reasonable yield. a. 1. Brz/FeBr3; 2. butanoyl chloride/AlCl3; 3. Hg(Zn), HCl(aq) b. 1. Butanoyl chloride/AlCl3; 2. Brz/FeBr3; Hg(Zn), HCl(aq) c. 1. HNO3/H2SO4 (aq); 2. butanoyl chloride/AlCl3; 3. HBr(aq)/heat d. 1. Butanoyl chloride/AIC13; 2. HNO3/H2SO4(aq); 3. HBr(aq)/heat С. 22. Consider the following nucleophilic acyl substitution reaction. Which of the following statements most accurately reflects the mechanism? HO onblo a. overall exergonic reaction; nucleophilic attack followed by loss of leaving group; loss of leaving group step is rate-limiting b. overall exergonic reaction; nucleophilic attack followed by loss of leaving group; nucleophilic attack is rate limiting c. overall endergonic reaction; nucleophilic attack…
3. Reactions. Suggest reagents for steps a-d in the following synthetic sequence CH3 CH3 CH3 b. a. HO CH3 CH3 но, LDA or strong base CH3 CH3 CH .CN с. но. CN d. CH3 H3C CN H3C CN Draw the major product of the following reactions H3C. 120 °C CN (no need to show stereochemistry) H2 (gas) cat. Pd (show relative stereochemistry)
2. Predict the major organic product(s) for each of the following reactions. Be sure to clearly indicate the proper stereochemical relationships between groups (if appropriate), and write the word "racemic" next to any compound that is formed as a racemic mixture. a. b. Ph CH3 CH3 C. ☑ OH d. NaOH H₂O + Мон H2SO4 OH CH2N2 Et2O CH3 DCC H3C OH Ph NH2
2 Consider the reaction below (published in J. Am. Chem. Soc. The circled component is the: nucleophile Oleaving group CH3 O electrophile
2. Predict the major organic product(s) for each of the following reactions. Be sure to clearly indicate the proper stereochemical relationships between groups (if appropriate), and write the word "racemic" next to any compound that is formed as a racemic mixture. a. b. C. d. e. f. H3C H 2) H3O+ NaCN aq. NaOH NH NaOH H₂O, A CN 1) LiAlH4 2) H₂O HO CN H3O A g. Hic i CH₂ H3C NaCN aq. NH4Cl H3C. NH2 SOCI2 pyridine h. CN 1) PhMgBr H3C CH3 2) H3O+ i. H3C CN NaOH Ph CH3 H₂O j. 1) LiAlH4 N' Ph H 2) H₂O k. CN H3C H3O CH3 A I. OH 1) LiAlH4 Ph CN 2) H₂O m. H3C CN 1) i-Bu₂AIH CH3 Ph 2) H3O+ n. NH2 1) H3OA H3C CN 2) neutralize
17. a. Label the reactive features, highlight the most reactive one, then highlight what it needs. Also, state if the reaction will start to create a carbocation, carbon radical, or carbanion, or will cause loss of aromatic character. If a carbocation, carbon radical, or carbanion starts to develop, label where that will occur. CH3 with Cl, and FeCl, CH2 CH3 b. Use mechanism arrows to illustrate the reaction that occurs. c. If applicable, use stabilization resources to deal with the carbocation, carbon radical, or carbanion that starts to develop during the reaction, and draw the structure of any resonance-stabilized intermediate. d. Continue labeling and diagramming the reaction until you find the major stable product(s). e. Finally, state the stereochemistry of the major product(s) and use either Fisher projection or perspective formula representations to illustrate that stereochemistry.
2. Complete the reaction mechanisms started above by drawing the curved arrow for the second step of the process here-the nucleophilic attack of the halogen to the electrophilic carbocation. a. b. а d. + + Bre 1 Br -at Br Br Cl +
Suppose you are given the starting molecule shown below. For each of the cases listed below, list the reaction conditions and reagents that would give that product, and give a brief explanation of why ONLY the specified product would be formed under the conditions you chose. Make product alcohol with OH group at carbon 1. Make product alcohol with OH group at carbon 2. Make product alcohol with OH group at carbon 3. а. b. 3 2 C.
2. Predict the major organic product(s) for each of the following reactions. Be sure to clearly indicate the proper stereochemical relationships between groups (if appropriate), and write the word "racemic" next to any compound that is formed as a racemic mixture. a. b. C. d. Ph NaOH H₂O CH3 CH3 + недон H2SO4 OH CH2N2 Et₂O OH CH3 DCC + H3C OH Ph NH2