Products

Holooly Rewards

We are determined to provide the latest solutions related to all subjects FREE of charge!

Please sign up to our reward program to support us in return and take advantage of the incredible listed offers.

Enjoy Limited offers, deals & Discounts by signing up to Holooly Rewards Program

Holooly Ads. Manager

Advertise your business, and reach millions of students around the world.

Holooly Tables

All the data tables that you may search for.

Holooly Arabia

For Arabic Users, find a teacher/tutor in your City or country in the Middle East.

Holooly Sources

Find the Source, Textbook, Solution Manual that you are looking for in 1 click.

Holooly Help Desk

Need Help? We got you covered.

Chapter 5

Q. 5.5

Distinguishing Chiral Compounds from Meso Compounds

Does cis-1,2-dimethylcyclobutane have any chirality centers? Is it chiral?

S t r a t e g y
To see whether a chirality center is present, look for a carbon atom bonded to four different groups. To see whether the molecule is chiral, look for the presence or absence of a symmetry plane. Not all molecules with chirality centers are chiral overall—meso compounds are an exception.

Step-by-Step

Verified Solution

A look at the structure of cis-1,2-dimethylcyclobutane shows that both methyl- bearing ring carbons (C1 and C2) are chirality centers. Overall, though, the compound is achiral because there is a symmetry plane bisecting the ring between C1 and C2. Thus, cis-1,2-dimethylcyclobutane is a meso compound.

Does cis-1,2-dimethylcyclobutane have any chirality centers? Is it chiral?