EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260475685
Author: SMITH
Publisher: MCGRAW-HILL HIGHER EDUCATION
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Chapter 12, Problem 32P
Interpretation Introduction
Interpretation: The given
Concept introduction: Hydrogenation reaction is exothermic in nature due to the fact that the bonds are stronger in product than in reactant. Heat of hydrogenation can be used as measure for relative stability of alkenes when they are reduced to same
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Match each alkene to its heat of hydrogenation.Alkenes: 3-methylbut-1-ene, 2-methylbut-1-ene, 2-methylbut-2-ene?H° (hydrogenation) kJ/mol: –119, –127, –112
4. The enthalpies, AH°, for the hydrogenation of three alkenes are shown below:
Alkene A: -50 kcal/mole
Alkene B: -60 kcal/mole
Alkene C: -70 kcal/mole
Which alkene is the least stable and why?
In the reaction given below, what type of reaction is used?
n-Pentane
→ Isopentane
нннн
H
ITH
Н—С—с—С—с —О —Н
Н—с—с— с-с—н
||| |
H
нн
H
Addition
Elimination
Substitution
Rearrangement
Chapter 12 Solutions
EBK ORGANIC CHEMISTRY
Ch. 12.1 - Prob. 1PCh. 12.3 - Problem 12.2 What alkane is formed when each...Ch. 12.3 - Prob. 3PCh. 12.3 - Prob. 4PCh. 12.3 - Prob. 5PCh. 12.3 - Prob. 6PCh. 12.3 - Compound Molecular formula before...Ch. 12.4 - Problem 12.8 Draw the products formed when...Ch. 12.5 - Prob. 9PCh. 12.5 - Prob. 10P
Ch. 12.5 - Problem 12.11 (a) Draw the structure of a compound...Ch. 12.5 - Prob. 12PCh. 12.5 - Prob. 13PCh. 12.6 - Problem 12.14 Draw the products of each...Ch. 12.8 - Prob. 15PCh. 12.8 - Problem 12.16 Draw all stereoisomers formed when...Ch. 12.9 - Prob. 17PCh. 12.9 - Problem 12.18 Draw the products formed when both...Ch. 12.10 - Problem 12.19 Draw the products formed when each...Ch. 12.10 - Prob. 20PCh. 12.10 - Prob. 21PCh. 12.11 - Problem 12.22 Draw the products formed when each...Ch. 12.11 - Prob. 23PCh. 12.12 - Problem 12.24 Draw the organic products in each of...Ch. 12.13 - Prob. 25PCh. 12 - 12.29 Draw the products formed when A is treated...Ch. 12 - Prob. 30PCh. 12 - Prob. 31PCh. 12 - Prob. 32PCh. 12 - Prob. 33PCh. 12 - Draw the organic products formed when cyclopentene...Ch. 12 - Draw the organic products formed when allylic...Ch. 12 - Prob. 39PCh. 12 - Prob. 40PCh. 12 - Prob. 41PCh. 12 - What alkene is needed to synthesize each 1,2-diol...Ch. 12 - 12.48 Draw the products formed in each oxidative...Ch. 12 - What alkene or alkyne yields each set of products...Ch. 12 - Prob. 47PCh. 12 - Prob. 48PCh. 12 - Prob. 49PCh. 12 - Prob. 50PCh. 12 - 12.57 Draw the product of each asymmetric...Ch. 12 - 12.60 Identify A in the following reaction...Ch. 12 - Prob. 58PCh. 12 - 12.62 It is sometimes necessary to isomerize a cis...Ch. 12 - 12.63 Devise a synthesis of each compound from...Ch. 12 - Prob. 61P
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- CHCHS CH, CH CH CHCH, A D Which is the most stable alkene? Choose. Which is the least stable alkene? Choose.arrow_forwardDraw the alkene that would react with the reagent given to account for the product formed. ? + + H₂O **** H₂S04 • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. CH3 CH3 CHCCH3 | | OH CH3 +1arrow_forwardΔH° values obtained for a series of similar reactions are one set ofexperimental data used to determine the relative stability of alkenes. Explain how the cis-but-2-ene is more stable than but-1-enearrow_forward
- How many alkene products are possible in the following reaction? CI CH3 NaOEt {"CH3 Harrow_forward● Rank the following alkenes from most to least stable. A 11 B ||| MacBook Air C IVarrow_forward5. Compounds A and B are both hydrogenated to methylcyclohexane. Which compound has the larger heat of hydrogenation? Which compound is more stable? CH3 CH2 A Вarrow_forward
- Rank the alkenes from most stable to least stable.arrow_forwardThe reaction of 3-methylene-1-cyclohexene and HBr yields the four products shown in the attachment. Which two are formed at high temperatures and which two are formed at low temperatures? Why? Why is 1-bromo-3-methylenecyclohexane not formed?arrow_forwardWhat does Zaitsev's rule state? As the degree of substitution around the C=C of an alkene decreases, the stability of alkene increases. O None of the statements is correct. As the degree of substitution around the C=C of an alkene decreases, the stability of alkene decreases. O As the degree of substitution around the C=C of an alkene increases, the stability of alkene decreases.arrow_forward
- Identify the major product of this reaction of an alkene. | ||| OH OH 1. Hg(OAc)2, H2O 2. NaBH4, NaOH || IV ㅊ OH OHarrow_forward∆H° values obtained for a series of similar reactions are one set of experimental data used to determine the relative stability of alkenes. Explain how the following data suggest that cis-but-2-ene is more stable than but-1-ene (Section 12.3A).arrow_forwardThe heats of hydrogenation of cycloheptene and 1,3,5-cycloheptatriene are 110 kJ/mol (26.3 kcal/mol) and 305 kJ/mol (73.0 kcal/mol), respectively. In both cases cycloheptane is the product. What is the resonance energy of 1,3,5-cycloheptatriene? How does it compare with the resonance energy of benzene?arrow_forward
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