CNCT ORG CHEM 6 2020
6th Edition
ISBN: 9781266807244
Author: SMITH
Publisher: MCG
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Chapter 8, Problem 32P
Interpretation Introduction
Interpretation: Considering
Concept introduction: According to Zaitsev rule, the more alkylated
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∆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).
How many alkenes have the molecular formula C5H10, ie structural isomers with a double bond. Count
cis and trans isomers as separate compounds?
3
S
8
Compounds X and Y have the formula C6H₁2.
Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane.
The heat of hydrogenation of X is less than that of Y.
X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a
mixture of the same alcohols.
What is the structure of Y?
• In cases where there is more than one answer, just draw one.
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Chapter 8 Solutions
CNCT ORG CHEM 6 2020
Ch. 8.1 - Problem 8.1 Label the and carbons in each alkyl...Ch. 8.2 - Problem 8.2 Classify each alkene in the following...Ch. 8.2 - Prob. 3PCh. 8.2 - Prob. 4PCh. 8.2 - Problem 8.5 Label each pair of alkenes as...Ch. 8.2 - Problem 8.6 Which alkene in each pair is more...Ch. 8.2 - Problem 8.7 Several factors can affect alkene...Ch. 8.4 - Prob. 8PCh. 8.4 - Prob. 9PCh. 8.4 - Prob. 10P
Ch. 8.4 - Prob. 11PCh. 8.5 - Problem 8.12 What alkenes are formed from each...Ch. 8.6 - Prob. 13PCh. 8.6 - Problem 8.14 What alkenes are formed from each...Ch. 8.6 - Problem 8.15 How does each of the following...Ch. 8 - 8.24 Rank the alkenes shown in the ball-and-stick...Ch. 8 - Prob. 25PCh. 8 - 8.26 What is the major E2 elimination product...Ch. 8 - Prob. 27PCh. 8 - Prob. 28PCh. 8 - Prob. 29PCh. 8 - 8.30 Label each pair of alkenes as constitutional...Ch. 8 - Prob. 31PCh. 8 - Prob. 32PCh. 8 - Prob. 33PCh. 8 - For each of the following alkenes, draw the...Ch. 8 - Prob. 35PCh. 8 - Prob. 36PCh. 8 - Prob. 37PCh. 8 - What alkene is the major product formed from each...Ch. 8 - Prob. 39PCh. 8 - Prob. 41PCh. 8 - Draw the products formed when each dihalide is...Ch. 8 - Draw all of the substitution and elimination...Ch. 8 - Prob. 56PCh. 8 - 8.59 Draw a stepwise, detailed mechanism for each...Ch. 8 - Draw the major product formed when...Ch. 8 - Draw a stepwise, detailed mechanism for the...Ch. 8 - Explain why the reaction of with gives ...Ch. 8 - Draw a stepwise detailed mechanism that...Ch. 8 - Prob. 63PCh. 8 - 8.65 Explain the selectivity observed in the...Ch. 8 - Prob. 65PCh. 8 - Prob. 66PCh. 8 - 8.68 (a) Draw all products formed by treatment of...
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- Compounds X and Y have the formula C6H12. Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2-methylpentane. The heat of hydrogenation of X is less than that of Y. X and Y react with HBr to form a mixture of the same bromoalkanes, and they both undergo hydroboration/oxidation to give a mixture of the same alcohols. What is the structure of Y? • In cases where there is more than one answer, just draw one. + ChemDoodlearrow_forwardDraw the skeletal (bond-line) structures of all isomers of C4H8O (including configurational isomers) that contain an alkene and an ether. There should be 5 structures.arrow_forwardCompounds X and Y are stereoisomers having the formula C6H12.Both X and Y react with one molar equivalent of hydrogen in the presence of a palladium catalyst to form hexane, and they each react with HBr to give a single bromoalkane product.Draw structural formulas for both X and Y.arrow_forward
- Compounds with two carbonyl groups are named as alkane diones, for example: R 2,3-butanedione The compound above is an artificial flavor added to microwave popcorn and movie-theater popcorn to simulate the butter flavor. Interestingly, this very same compound is also known to contribute to body odor. Name the following compounds: cyclohexane-1,3-dione cycloheptane-1,4-dione gily nonane-2,8-dionearrow_forwardCompounds A and B are isomers of the molecular formula C9H19Br. Both yield the same alkene C in an elimination reaction. Hydrogenation of C yields the product 2,3,3,4 tetramethyl pentane. What are the structures of A, B, and C?arrow_forwardThere are 17 possible alkene isomers with the formula C6H12. Draw structures of the five isomers in which the longest chain has six carbon atoms, and give the name of each. Are any of these isomers chiral? (There are also eight isomers in which the longest chain has five carbon atoms, and four isomers in which the longest chain has four carbon atoms. How many can you find?)arrow_forward
- What are aromatic hydrocarbons? Benzene exhibits resonance. Explain. What are the bond angles in benzene? Give a detailed description of the bonding in benzene. The electrons in benzene are delocalized, while the electrons in simple alkenes and alkynes are localized. Explain the difference.arrow_forwardIs it possible for a motor fuel to have a negative octane rating? Explain.arrow_forwardWrite the balanced chemical equation for the complete combustion of ethane. Reactants Products C2H6 (g) + → Formulate (skeletal formula) the main products for the oxidation and dehydration reactions of the following compound: Reactant Oxidation product Dehydration products | OH CH3―CH2―CH―CH2―CH3arrow_forward
- Mark the correct statements about the structural features of alkenes and alkynes. * A- Free rotation is not possible around a double or triple bond. B- A triple bond is shorter and stronger than a double bond. C- A pi-bond can only form by overlap of p-orbitals on adjacent atoms if these atoms are from the same element. D- The pi-bond in an alkene is weaker than the sigma bond because the sideways overlap of p-orbitals is less than the head-to-head overlap of sp² hybrid orbitals. E- All the bond angles in an alkyne are 180°.arrow_forward8 5 Alkenes are unsaturated hydrocarbons. They show structural isomerism. Alkenes take part in addition reactions and form polymers. (a) Structural isomers have the same molecular formula but different structural formulae. Give an example of structural isomerism. molecular formula . two structural formulae (b) Ethene reacts with each of the following. Give the name and structural formula of each product. (i) steam name of product structure of product (ii) hydrogen name of product structure of productarrow_forwardAH° 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-2-butene is more stable than 1-butene (Section 12.3A). CH2=CHCH,CH, + H2 CH;CH2CH2CH3 AH° =-127 kJ/mol 1-butene CH3 CH3 C=C + H2 CH3CH,CH,CHg AH° =-120 kJ/mol cis-2-butenearrow_forward
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