What is the most specific name for the conformation shown? 24 FI CH, CH3 H Multiple Choice anti staggered gauche O eclipsed

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter27: Biomolecules: Lipids
Section27.6: Steroids
Problem 9P: Lithocholic acid is an A–B cis steroid found in human bile. Draw lithocholic acid showing chair...
icon
Related questions
Question
What is the most specific name for the conformation shown?
H
H
CH₂
CH₂
O
H
Multiple Choice
anti
staggered
gauche
eclipsed
< Prev
17 of 26
Next >
Transcribed Image Text:What is the most specific name for the conformation shown? H H CH₂ CH₂ O H Multiple Choice anti staggered gauche eclipsed < Prev 17 of 26 Next >
Expert Solution
Step 1: Conceptual information

•Here firstly we understand about "Conformer".

Conformer:- Conformers are stereoisomers which are inter convertible just by rotation of atoms on a axis.

In eclipsed conformation(I) the two methyl groups are one behind another. This is maximum energy conformation and thus most unstable due to steric repulsion between two bulky methyl groups.

Now, turning the front carbon by 60 degrees clockwise, we get the gauche conformation in which two methyl groups are somewhat far apart still the repulsion between two exists.

Further rotation of 60 degrees results again in the formation of eclipsed conformation in which methyl groups are behind the hydrogen atoms. Due to steric repulsion between methyl and hydrogen, this conformation is less stable than gauche but more stable than eclipsed conformation (I).

Again, rotation of 60 degrees gives the anti-conformation where the two bulky groups are situated opposite to each other and thus it is the most stable conformation due to minimum steric repulsion.

Chemistry homework question answer, step 1, image 1

trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 4 steps with 2 images

Blurred answer
Knowledge Booster
Alkanes and Cycloalkanes
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning