Class 11 Exam  >  Class 11 Questions  >  A stereoisomer of cyclobutane-1,2-diol has lo... Start Learning for Free
A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?
  • a)
    Trans, lower dipole moment
  • b)
    Cis, higher dipole moment
  • c)
    Cis, intramolecular H-bonding
  • d)
    Trans, intramolecular H-bonding 
Correct answer is option 'C'. Can you explain this answer?
Verified Answer
A stereoisomer of cyclobutane-1,2-diol has lower solubility in water t...
The correct answer is option c
The cis isomer is more likely to exhibit intramolecular hydrogen bonding between the two hydroxyl groups. This can make the molecule less soluble in water because hydrogen bonding with water molecules becomes less favorable when intramolecular hydrogen bonding is present.Considering the factors influencing solubility in water, the correct answer is option c. The cis stereoisomer has a higher dipole moment and is more likely to exhibit intramolecular hydrogen bonding, making it less soluble in water compared to the trans isomer.
View all questions of this test
Most Upvoted Answer
A stereoisomer of cyclobutane-1,2-diol has lower solubility in water t...
Explanation:

Cyclobutane-1,2-diol has two stereoisomers, cis and trans. The cis isomer has two hydroxyl groups on the same side of the ring, while in the trans isomer, the hydroxyl groups are on opposite sides of the ring.

The statement says that one of the stereoisomers has lower solubility in water than the other. The reason for this is that the cis isomer can form intramolecular hydrogen bonds, while the trans isomer cannot.

Intramolecular hydrogen bonding occurs when a hydrogen atom is attracted to an electronegative atom in the same molecule. In the case of the cis isomer of cyclobutane-1,2-diol, the two hydroxyl groups on the same side of the ring can form intramolecular hydrogen bonds. The hydrogen atom in one hydroxyl group is attracted to the electronegative oxygen atom in the other hydroxyl group. This makes the molecule more stable and less soluble in water.

On the other hand, the trans isomer cannot form intramolecular hydrogen bonds because the two hydroxyl groups are on opposite sides of the ring. As a result, this isomer has higher solubility in water.

Therefore, the correct answer is Cis, intramolecular H-bonding.
Free Test
Community Answer
A stereoisomer of cyclobutane-1,2-diol has lower solubility in water t...
C is correct.
Attention Class 11 Students!
To make sure you are not studying endlessly, EduRev has designed Class 11 study material, with Structured Courses, Videos, & Test Series. Plus get personalized analysis, doubt solving and improvement plans to achieve a great score in Class 11.
Explore Courses for Class 11 exam

Top Courses for Class 11

A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer?
Question Description
A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer? for Class 11 2024 is part of Class 11 preparation. The Question and answers have been prepared according to the Class 11 exam syllabus. Information about A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer? covers all topics & solutions for Class 11 2024 Exam. Find important definitions, questions, meanings, examples, exercises and tests below for A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer?.
Solutions for A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer? in English & in Hindi are available as part of our courses for Class 11. Download more important topics, notes, lectures and mock test series for Class 11 Exam by signing up for free.
Here you can find the meaning of A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer? defined & explained in the simplest way possible. Besides giving the explanation of A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer?, a detailed solution for A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer? has been provided alongside types of A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer? theory, EduRev gives you an ample number of questions to practice A stereoisomer of cyclobutane-1,2-diol has lower solubility in water than its other stereoisomer. Which is this isomer and why?a)Trans, lower dipole momentb)Cis, higher dipole momentc)Cis, intramolecular H-bondingd)Trans, intramolecular H-bondingCorrect answer is option 'C'. Can you explain this answer? tests, examples and also practice Class 11 tests.
Explore Courses for Class 11 exam

Top Courses for Class 11

Explore Courses
Signup for Free!
Signup to see your scores go up within 7 days! Learn & Practice with 1000+ FREE Notes, Videos & Tests.
10M+ students study on EduRev