Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
3rd Edition
ISBN: 9780137533268
Author: Paula Bruice
Publisher: PEARSON+
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Chapter 5.6, Problem 11P
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a. What alkane, with molecular formula C5H12, forms only one monochlorinated product when it is heated with Cl2?
b. What alkane, with molecular formula C7H16, forms seven monochlorinated products (disregarding stereoisomers) when heated with Cl2?
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.
a. What hydrocarbon with molecular formula C4H10 forms only two monochlorinated products? Both products are achiral.
b. What hydrocarbon with the same molecular formula as in part a forms three monochlorinated products? One is achiral and two are chiral.
Chapter 5 Solutions
Pearson eText for Essential Organic Chemistry -- Instant Access (Pearson+)
Ch. 5.1 - Prob. 1PCh. 5.1 - Draw the structure for each of the following: a....Ch. 5.1 - What is each compounds systematic name?Ch. 5.3 - Prob. 4PCh. 5.3 - Prob. 5PCh. 5.3 - Prob. 7PCh. 5.4 - a. For which reaction in each set below will S be...Ch. 5.6 - Prob. 9PCh. 5.6 - How many different alkenes can be hydrogenated to...Ch. 5.6 - The same alkane is obtained from the catalytic...
Ch. 5.6 - Prob. 12PCh. 5.6 - Rank the following compounds in order from most...Ch. 5.7 - The rate constant for a reaction can be increased...Ch. 5.7 - Prob. 15PCh. 5.7 - Prob. 16PCh. 5.9 - Draw a reaction coordinate diagram for a two-step...Ch. 5.9 - Prob. 18PCh. 5.9 - Draw a reaction coordinate diagram for the...Ch. 5.10 - Which of the following parameters would be...Ch. 5 - What is each compounds systematic name?Ch. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Which of the following compounds is the most...Ch. 5 - Prob. 24PCh. 5 - Prob. 25PCh. 5 - Prob. 26PCh. 5 - Prob. 27PCh. 5 - Name the following:Ch. 5 - Prob. 29PCh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Name each of the following:Ch. 5 - Prob. 38PCh. 5 - Given that the twist-boat conformer of cyclohexane...Ch. 5 - a. The G for conversion of axial fluorocyclohexane...Ch. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Prob. 7PCh. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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- The 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_forwardFollowing are structural formulas and heats of combustion of acetaldehyde and ethylene oxide. Which of these compounds is more stable? Explain.arrow_forwardHow do you rank alkenes in order of their heats of hydrogenation? How do you know an alkene's heat of hydrogenation?arrow_forward
- The heat of combustion of either but-1-yne or but-2-yne is -2577 kJ/mol (-615.9 kcal/mol), whereas the other's is -2597 kJ/mol (-620.7 kcal/mol). Match each compound to its heat of combustion. But-1-yne But-2-ynearrow_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_forwardDraw the structural formula for the product formed upon hydroboration/oxidation of the Alkene below.arrow_forward
- 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_forwardWhy is the energy difference t-butylcyclohexane (total energy - 13.3019 kcal/mol) significantly greater than the corresponding value methylcyclohexane (total energy - 6.8903 kcal/mol?) Is cis-1,2-dimethylcyclohexane (total energy - 12.5020 kcal/mol) or trans-1,2-dimethylcyclohexane (total energy - 0.4576 kcal/mol) more stable? Why?arrow_forward
- Draw 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_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_forwardDraw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. CH3 HO 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. H3C-CH3 n [ ?arrow_forward
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