Give IUPAC names for the following cycloalkanes.

(a)

(b)

(c)

Short Answer

Expert verified

(a)cis-1-ethyl-3-methylcyclobutane

(b)trans-1-tert-butyl-3-ethyl cyclohexane

(c)trans-1,2-dimethyl cyclopropane

Step by step solution

01

Step 1:

A cycloalkane has two distinct faces. If two substituents point toward the same face, they are cis. If they point toward opposite faces, they are trans. These geometric isomers cannot interconvert without breaking and re-forming bonds.

02

(a)

Two hydrogen atoms pointed towards same face, so they are cis, ethyl group is branched at C1 and methyl group is branched at C3 position, in cyclic ring of four carbon atoms.

03

(b)

Two hydrogen atoms pointed towards opposite face, so they are trans,ethyl group is branched at C3 and tert-butyl group branched at C1 position, in cyclic ring of six carbon atoms.

04

(c)

Two hydrogen atoms pointed towards opposite face, so they are trans, two methyl groups are branched at C1 and C2 position, in cyclic ring of three carbon atoms.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Question: Draw a graph, similar to Figure 3-11, of the torsional energy of 2-methylbutane as it rotates about theC2-C3 bond.

Construct a graph, similar to Figure 3-11, of the torsional energy of 3-methylpentanealong theC2C3.PlaceC2in front, represented by three bonds coming together in a Y shape, andC3in back, represented by a circle with three bonds pointing out from it. Define the dihedral angle as the angle between the methyl group on the front carbon and ethyl group on the back carbon. Begin your graph at 00thedihedral angle and begin to turn the front carbon. Show the Newman projection and the approximate energy at each600of rotation. Indicate which conformations are the most stable (lowest energy) and the least stable (highest energy).

Use your results from Problem 3-27 to complete the following table. Each entry shows the positions of two groups arranged as shown. For example, two groups that are trans on adjacent carbons must be equatorialor both axial.

Draw the two chair conformations of each compound, and label the substituents as axial and equatorial. In each case, determine which conformation is more stable.

(a)cis-1-ethyl-2-isopropylcyclohexane

(b)trans-1-ethyl-2-isopropylcyclohexane

(c)cis-1-ethyl-3-methylcyclohexane

(d)trans-1-ethyl-3-methylcyclohexane

(e)cis-1-ethyl-4-methylcyclohexane

(f)trans-1-ethyl-4-methylcyclohexane

Using what you know about the conformational energetics of substituted cyclohexanes, predict which of the two 9-methyldecalinisomers is more stable. Explain your reasoning.

See all solutions

Recommended explanations on Chemistry Textbooks

View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free