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In each of the following groups of compounds, identify the one with the largest heat of combustion and the one with the smallest. In which cases can a comparison of heats of combustion be used to assess relative stability? 

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In each of the following groups of compounds, identify the one with the largest heat of combustion and the one with the smallest. In which cases can a comparison of heats of combustion be used to assess relative stability? 

(b)  cis-1,2-Dimethylcyclopentane, methylcyclohexane, 1,1,2,2-tetramethylcyclopropane 

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In each of the following groups of compounds, identify the one with the largest heat of combustion and the one with the smallest. In which cases can a comparison of heats of combustion be used to assess relative stability? 

(a)  Cyclopropane, cyclobutane, cyclopentane 

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Excluding compounds that contain methyl or ethyl groups, write structural formulas for all the bicyclic isomers of

(b) C6H10

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Excluding compounds that contain methyl or ethyl groups, write structural formulas for all the bicyclic isomers of (a) C5H8 

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Select the compounds in each group that are isomers and specify whether they are constitutional isomers or stereoisomers. 

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Select the compounds in each group that are isomers and specify whether they are constitutional isomers or stereoisomers. 

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Select the compounds in each group that are isomers and specify whether they are constitutional isomers or stereoisomers. 

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Select the compounds in each group that are isomers and specify whether they are constitutional isomers or stereoisomers. 

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Select the compounds in each group that are isomers and specify whether they are constitutional isomers or stereoisomers. 

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Determine whether the two structures in each of the following pairs represent constitutional isomers, different conformations of the same compound, or stereoisomers that cannot be interconverted by rotation about single bonds. 

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Determine whether the two structures in each of the following pairs represent constitutional isomers, different conformations of the same compound, or stereoisomers that cannot be interconverted by rotation about single bonds. 

(d) cis-1,2-Dimethylcyclopentane and trans-1,3-dimethylcyclopentane 

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Determine whether the two structures in each of the following pairs represent constitutional isomers, different conformations of the same compound, or stereoisomers that cannot be interconverted by rotation about single bonds. 

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Determine whether the two structures in each of the following pairs represent constitutional isomers, different conformations of the same compound, or stereoisomers that cannot be interconverted by rotation about single bonds. 

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Which do you expect to be the more stable conformation of cis-1,3-dimethylcyclobutane, A or B? Why?

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Even though the methyl group occupies an equatorial site, the conformation shown is not the most stable one for methylcyclohexane. Explain. 

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Identify all atoms that are (a) anti and (b) gauche to bromine in the conformation shown for CH3CH2CH2Br. 

 

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Sketch an approximate potential energy diagram for rotation about the carbon–carbon bond in 2,2-dimethylpropane similar to that shown in Figures 3.4 and 3.7. Does the form of the potential energy curve of 2,2-dimethylpropane more closely resemble that of ethane or that of butane? 

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One of the staggered conformations of 2-methylbutane in Problem 3.21b is more stable than the other. Which one is more stable? Why? 

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Sight down the C-2—C-3 bond, and draw Newman projection formulas for the 

(c) Two most stable conformations of 2,3-dimethylbutane 

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Sight down the C-2—C-3 bond, and draw Newman projection formulas for the 

(b) Two most stable conformations of 2-methylbutane

 

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Sight down the C-2—C-3 bond, and draw Newman projection formulas for the 

(a) Most stable conformation of 2,2-dimethylbutane

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Give the IUPAC names of each of the following alkanes. 

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Give the IUPAC names of each of the following alkanes. 

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According to the diagram, the activation energy of the slow step is given by the energy difference between states

A. 1 and 2

B. 2 and 3

C. 3 and 4

D. 1 and 5 

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