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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

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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: 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: Draw both conformations for 1-ethyl-1-methylcyclohexane and decide which conformation (if any) is more stable.

Question: The melting points and boiling points of two isomeric alkanes are as follows: CH3(CH2)6CH3, mp=-570C and bp=1260C;(CH3)3CC(CH3)3 , mp=1020C and bp=1060C.

a. Explain why one isomer has a lower melting point but higher boiling point.

b. Explain why there is a small difference in the boiling points of the two compounds but a huge difference in their melting points.

Question: Consider the substituted cyclohexane shown in the ball-and-stick model.

  1. Label the substituents on C1, C2, and C4 as axial or equatorial.
  2. Are the substituents on C1 and C2 cis or trans to each other?
  3. Are the substituents on C2 and C4 cis or trans to each other?
  4. Draw the second possible conformation in the chair form, and classify it as more stable or less stable than the conformation shown in the three-dimensional model.

Question: Consider rotation around the carbon-carbon bond in 1,2-dichloroethane (ClCH2CH2Cl).

a.Using Newman projections, draw all of the staggered and eclipsed conformations that result from rotation around this bond.

b. Graph energy versus dihedral angle for rotation around this bond.

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