Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 5.9, Problem 26P
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Draw the alkene that would react with the reagent given to account for the product formed.
CH3
HCI
CH3 CHCCH,
? +
Či CH3
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.
How do you rank alkenes in order of their heats of hydrogenation? How do you know an alkene's heat of hydrogenation?
Draw 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
+1
Chapter 5 Solutions
Organic Chemistry (8th Edition)
Ch. 5.1 - What is the molecular formula for each of the...Ch. 5.1 - Prob. 4PCh. 5.1 - Determine the degree of unsaturation and then draw...Ch. 5.1 - Prob. 6PCh. 5.2 - What is each compounds systematic name?Ch. 5.2 - Prob. 8PCh. 5.2 - Draw the structure for each of the following: a....Ch. 5.3 - How many carbons are in the planar double-bond...Ch. 5.3 - Prob. 12PCh. 5.5 - Prob. 13P
Ch. 5.5 - Prob. 14PCh. 5.5 - Prob. 16PCh. 5.5 - Prob. 17PCh. 5.6 - a. Which of the monosubstituted cyclohexanes in...Ch. 5.6 - a. Calculate the percentage of isopropylcylohexane...Ch. 5.6 - a. for which reaction in each set will S be more...Ch. 5.6 - a. For a reaction with H = 12 kcal/ mol and S =...Ch. 5.8 - Prob. 23PCh. 5.9 - Prob. 24PCh. 5.9 - How many different alkenes can be hydrogenated to...Ch. 5.9 - The same alkane is obtained from the catalytic...Ch. 5.9 - Prob. 27PCh. 5.9 - Rank the following compounds from most stable to...Ch. 5.10 - Prob. 29PCh. 5.10 - Prob. 30PCh. 5.11 - The rate constant for a reaction can be increased...Ch. 5.11 - Prob. 33PCh. 5.11 - a. Which reaction has a greater equilibrium...Ch. 5.12 - Draw a reaction coordinate diagram for a two-step...Ch. 5.12 - a. Which step in the reaction coordinate diagram...Ch. 5.12 - Draw a reaction coordinate diagram for the...Ch. 5.13 - Prob. 38PCh. 5 - What is each compounds systematic name?Ch. 5 - Prob. 40PCh. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Draw the condensed structure for each of the...Ch. 5 - Prob. 43PCh. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Name the following:Ch. 5 - Prob. 47PCh. 5 - Prob. 48PCh. 5 - Prob. 49PCh. 5 - In a reaction in which reactant A is in...Ch. 5 - Which bond is stronger? Briefly explain why.Ch. 5 - Prob. 52PCh. 5 - Prob. 53PCh. 5 - By following the curved red arrows, draw the...Ch. 5 - Prob. 55PCh. 5 - Prob. 56PCh. 5 - Draw structures for the following: a....Ch. 5 - Prob. 58PCh. 5 - a. Which of the following reactions has the larger...Ch. 5 - Prob. 60PCh. 5 - a. What is the equilibrium constant for a reaction...Ch. 5 - Prob. 62PCh. 5 - Prob. 63PCh. 5 - Given that the free energy of the twist-boat...Ch. 5 - Prob. 65PCh. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Draw curved arrows to show the movement of the...Ch. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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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 ΔH° (hydrogenation) kJ/mol: –119, –127, –112arrow_forwardPredict the energy difference between pent-1-ene and cis-pent-2-ene.arrow_forwardDehydrohalogenation of 1-chloro-1-methylcyclopropane affords two alkenes (A and B) as products. Explain why A is the major product despite the fact that it contains the less substituted double bond.arrow_forward
- Draw the structural formula for the product formed upon hydroboration/oxidation of the Alkene below.arrow_forwardDraw the alkene that would react with the reagent given to account for the product formed. OH H₂SO4 CH3CH2CCH2CH3 ? + H₂O CH2CH3 . 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.arrow_forwardDraw the structure for an alkene that gives the following reaction product. CH3 HCI CH3CHCH2CHCH3 CI • Ignore alkene stereochemistry. •You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. P. opy aste ChemDoodle"arrow_forward
- 7) You want to synthesize 3-methyl-2-pentene from 2-chloro-3-methylpentane. Which reagent would you use? a. HCI, heat b. NH:(aq), 25°C c. CH:CO2NA, CH:CO2H, heat d. CH3CH2ONA, CH3CH2OH, heat e. CН:CH2ОН, heatarrow_forwardMatch 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, –112arrow_forwardDraw a structural formula for the major product of the reaction shown. -CH₂CH3 Br₂ H₂O • Show product stereochemistry IF the reactant alkene has both carbons of the double bond within a ring. • Do not show stereochemistry in other cases. • If the reaction produces a racemic mixture, just draw one stereoisomer.arrow_forward
- What is the systematic name for the 1,2,4-trichlorocyclohexane stereoisomer with the smallest heat of combustion?arrow_forwardDraw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. OH AFFIL CH3 CH3 H • 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. Sn [F ? ChemDoodlearrow_forwardDraw the structure for an alkene that gives the following reaction product. 7 CH2l2, Zn/Cu Ignore alkene stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. / [F ?arrow_forward
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