Chapter 3: Q8P (page 153)
Draw the structures of the following compounds.
(a) 4-(1,1-dimethylethyl)nonane
(b) 5-(1,2,2-trimethylpropyl)decane
(c) 3,3-diethyl-4-(2,2-dimethylpropyl)nonane
Short Answer
(a)
(b)
(c)
Chapter 3: Q8P (page 153)
Draw the structures of the following compounds.
(a) 4-(1,1-dimethylethyl)nonane
(b) 5-(1,2,2-trimethylpropyl)decane
(c) 3,3-diethyl-4-(2,2-dimethylpropyl)nonane
(a)
(b)
(c)
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Get started for freeThere are eight different five-carbon alkyl groups.
(a) Draw them
(b) Give them systematic names.
(c) In each case, label the degree of substitution (primary, secondary, or tertiary) of the head carbon atom bonded to the main chain.
(a) Draw the two chair conformations of , and label all the positions as axial or equatorial.
(b) Label the higher-energy conformation and the lower-energy conformation.
(c) The energy difference in these two conformations has been measured to be aboutper mole. How much of this energy difference is due to the torsional energy of gauche relationships?
(d) How much energy is due to the additional steric strain of thediaxial interaction?
Using what you know about the conformational energetics of substituted cyclohexanes, predict which of the two isomers is more stable. Explain your reasoning.
Use your models to do a chair-chair interconversion on each ring of the conformation of shown in Figure 3-27. Draw the conformation that results.
Question: Draw a graph, similar to Figure 3-9, of the torsional strain of as it rotates about the bond between and . Show the dihedral angle and draw a Newman projection for each staggered and eclipsed conformation.
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