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Give the structure corresponding to each IUPAC name.

a. 1,2-dimethylcyclobutane

b. 1,1,2-trimethylcyclopropane

c. 4-ethyl-1,2-dimethylcyclohexane

d. 1-sec-butyl-3-isopropylcyclopentane

e. 1,1,2,3,4-pentamethylcycloheptane

Short Answer

Expert verified

a.

b.

c.

d.

e.

Step by step solution

01

Step 1. IUPAC

IUPAC nomenclature is applicable all over the world. With the help of it, the naming of the different compounds could be done.

02

Step 2. Structure of a

The IUPAC name is given as 1,2-dimethylcyclobutane. It consists of four carbon atoms in cyclic form. Methyl groups are present at C-1 and C-2 atoms, respectively. The structure is shown below:

Structure of 1,2-dimethylcyclobutane

03

Step 3. Structure of b

The IUPAC name is given as 1,1,2-trimethylcyclopropane. It consists of three carbon atoms in cyclic form. Methyl groups are present at C-1, C-1, and C-2 atoms, respectively. The structure is shown below:

Structure of 1,1,2-trimethylcyclopropane

04

Step 4. Structure of c

The IUPAC name is given as 4-ethyl-1,2-dimethylcyclohexane. It consists of a six-carbon atom in cyclic form. Methyl groups are present at C-1 and C-2 atoms, and ethyl group is present at C-4 atom, respectively. The structure is shown below:

Structure of 4-ethyl-1,2-dimethylcyclohexane

05

Step 5. Structure of d

The IUPAC name is given as 1-sec-butyl-3-isopropylcyclopentane. It consists of five carbon atoms in cyclic form. The sec-butyl and isopropyl groups are present at C-1 and C-3 atoms, respectively. The structure is shown below:

Structure of 1-sec-butyl-3-isopropylcyclopentane

06

Step 6. Structure of e

The IUPAC name is given as 1,1,2,3,4-pentamethylcycloheptane. It consists of seven carbon atoms in cyclic form. The methyl groups are present at C-1, C-1, C-2, C-3, and C-4 atoms, respectively. The structure is shown below:

Structure of 1,1,2,3,4-pentamethylcycloheptane

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Most popular questions from this chapter

Question: Classify each pair of compounds as constitutional isomers, stereoisomers, identical molecules, or not isomers of each other.

a.

b.

c.

d.

Question: Classify the ring carbons as up Cโ€™s or down Cโ€™s. Identify the bonds highlighted in bold as axial or equatorial.

Question: Hydrocarbons like benzene are metabolized in the body to arene oxides, which rearrange to form phenols. This is an example of a general process in the body, in which an unwanted compound (benzene) is converted to a more water-soluble derivative called a metabolite, so that it can be excreted more readily from the body.

a. Classify each of these reactions as oxidation, reduction, or neither.

b. Explain why phenol is more water soluble than benzene. This means that phenol dissolves in urine, which is largely water, to a greater extent than benzene.

Question: Each of the following IUPAC names is incorrect. Explain why it is incorrect and give the correct IUPAC name.

a. 2,2-dimethyl-4-ethylheptane

b. 5-ethyl-2-methylhexane

c. 2-methyl-2-isopropylheptane

d. 1,5-dimethylcyclohexane

e. 1-ethyl-2,6-dimethylcycloheptane

f. 5,5,6-trimethyloctane

g. 3-butyl-2,2-dimethylhexaneh. 1,3-dimethylbutane

Question: For each compound drawn below:

a. Draw representations for the cis and trans isomers using a hexagon for the six membered ring, and wedges and dashed wedges for substituents.

b. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable?

c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable?

d. Which isomer, cis or trans, is more stable and why?

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