Asksia AI LOGO

Sia

青州's Question
Chemistry
Posted 8 months ago

1. Draw the most stable chair conformation if 1,2,41,2,4 trichlorocyclohexane in which all chlorine atoms are cis to one another. (4 pts.)
2. Starting with the conformation in Part c above, draw the result of a "ring flip". Label all positions as axial (a) or equatorial (eq). (4 pts
Sign in to unlock the answer
Answer from Sia
Posted 8 months ago
Solution
1
Identify the most stable conformation: For 1,2,4-trichlorocyclohexane with all chlorine atoms cis to one another, the most stable chair conformation will have the bulky chlorine substituents in the equatorial positions to minimize steric hindrance
2
Draw the most stable chair conformation: Place the chlorine atoms on carbon atoms 1, 2, and 4 of the cyclohexane chair conformation. To have all chlorines cis to each other, two chlorines must be on the same side of the ring and one on the opposite side, all in equatorial positions
3
Perform a ring flip: To show the result of a ring flip, invert the chair conformation. This will interchange the axial and equatorial positions of all substituents
4
Label axial and equatorial positions: After the ring flip, label the new positions of the chlorine atoms as axial (a) or equatorial (eq) based on their orientation in the flipped chair conformation
1 Answer
The most stable chair conformation has all chlorine atoms in equatorial positions. After a ring flip, the chlorines at positions 1 and 4 are axial, and the chlorine at position 2 is equatorial.
Key Concept
Stability of chair conformations with substituents
Explanation
Substituents on a cyclohexane ring prefer the equatorial position to minimize steric hindrance, leading to a more stable conformation.
2 Answer
After the ring flip, the chlorines at positions 1 and 4 are in axial positions, and the chlorine at position 2 remains in an equatorial position.
Key Concept
Ring flip in cyclohexane chair conformations
Explanation
A ring flip interchanges the axial and equatorial positions of substituents on a cyclohexane ring.

Not the question you are looking for? Ask here!

Enter question by text

Enter question by image

Unlock Smarter Learning with AskSia Super!

Join Super, our all-in-one AI solution that can greatly improve your learning efficiency.

30% higher accuracy than GPT-4o
Entire learning journey support
The most student-friendly features
Study Other Question