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3. (a) Draw both chair conformations for (1R,2R4S)-4-t-butyl-1-chloro-2-ethylcyclohexane. Label the B-carbons (as Br, B2, etc.) in each chair structure; include all hydrogens on the B-carbons. (2.5 pts) nC (1R,2R 4S)-4-t-butyl-1-chloro- 2-ethylcyclohexane (b) Draw a square around the chair conformation most likely to undergo an E2 reaction and explain your choice. (1 pt) (c) Draw the major organic product (including stereochemistry) of the E2 reaction between (1R,2R 4S)-4-t-butyl-1-chloro-2-ethylcyclohexane and sodium ethoxide...
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3. The conversion of an alkene into an alkane via catalytic hydrogenation (with H2 and Pd-C) is always exothermic. The amount of energy released (known as the heat of hydrogenation) depends on the stability of the double bond undergoing hydrogenation; the more stable the double bond, the lower (less exothermic) the heat of hydrogenation. Alkene Type Stability (1-7) Heat of Hydrogenation ethene (CH,-CH2) I least stable 7 monosubstituted cis disubstituted geminal disubstituted trans disubstituted trisubstituted -32.8 kcal/mol -30.1...
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O Rank the substituents below from hiahest priority to lowest using the Cann-ingold, Prelog sequence rules. B. -OH A. A>D>C>B B. B>D>A>C A.-CEN C. A>B>D>C D. D>B>A>C C.-CECH D. C.CH 7. The regiochemistry of hydroboration/oxidation of alkenesis A. Markovnikov. B. Anti-Markovnikov. C. Subject to solvent effects. D. Unrelated to alkene structure. 8. Assign the correct E or Z. cis or trans configuration to the following structure. OH...
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Question 13 Rank the following carbocations in order of increasing stability (least-> most) CH3CHCH3 CH3CHCH=CHCH3 (CH3)3CCH2 2 A) 1 < 2 < 3 B) 2 <31 C) 3 < 1 < 2 D) 2 < 1 <3 Question 14 Which of the following C-H bonds would have the smallest bond dissociation energy? CH3CHCH3 CH3CH2CH2 C) CH3CH=CH H2C-CHČHCH3
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Consider the regioselectivity observed in these E2 reactions. Note that product A forms when the base (methoxide ion, CH,0) removes the proton from the carbon labeled B., while product B forms when the base removes the proton from the carbon labeled B2. Why is formation of the less highly substituted (less stable) double bond favored in product B? (1 pt) CHE B CHE A -- Reaction #1 CH, O product A...
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6. * Explain the process and provide a mechanism for the acid-catalyzed addition of hexanol to benzaldehyde. Label each step in the mechanism
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1. Rank the following compounds in order of increasing stability (least to most stable). As you answer this question, think of why (give reasons) one molecule is more or less stable than another. 2. Predict the MAJOR product(s) for the reaction below. Pay close attention to stereochemistry. Provide a mechanism as to how you arrive with your answer. If your compound is chiral, indicate the configuration [(R) or (S)] of...
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2. (4 pts total, 2 pts each) Rank the following compounds in order of increasing Brönsted acidity (1 = strongest acid, 3 = weakest acid and 2 = the one in the middle) a. CH3CO2H CH3CH2CHO CH3CH2OH b. CH3CH2NH2 CH3CH2OH CH3CH2SH
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- باب و KH 7 24)At 25°C, CO2 (s) (dry ice) spontaneously sublimes. Which of the following statements is true? CO2(s) → CO2(g) Asub = 15 kJ/mol Assub = 140 J/mol-K Ca For this process at 25°C, AGⓇ = 0. b. For this process at 25°C, AG = 0. c. For this process at 25°C, AS Univ = 190 J/mol-K. 1514 I - 0.14 d. For...
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For the next problems, your explanation needs to refer to one or more of the following factors: inductive, electronegativity, resonance stability, size 3. The following compounds can all behave as acids: 0 0 OH CH3CH2OH F C HCOH HOCF3 HC 0 a. For each compound, draw its conjugate base. b. Rank the acids in order of increasing acidity. Explain your ranking, 4. The following compounds can all...