What a Compound!

Chemistry Level 4

Which of these statements are correct for the compound Pent-2,3-diene? ( C H X 3 C H = = C = = C H C H X 3 ) (\ce {CH3--CH==C==CH--CH3})

  1. It is planar.

  2. Cis-trans isomerism don't exist

  3. There are 2 - sp - hybridised carbon atoms.

  4. There are 2 - s p 2 sp^2 -hybridised carbon atoms.

  5. The molecule is achiral.

  6. Both the π \pi -bonds are perpendicular to molecular plane.

  7. It has no s p sp - hybridised carbon

  8. It has two geometrical isomers

  9. Middle carbon is s p 2 sp^2 - hybridised

  10. It's mirror images overlap.

Enter your answer as the product of the respective option numbers of correct response.

Clarification If you think statements 2,3 and 5 are true, enter your answer as 2 × 3 × 5 = 30. 2 \times 3 \times 5 = 30.


This is a part of my set Aniket's Chemistry Challenges . (BEST OF JEE - ADVANCED)


The answer is 8.

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2 solutions

Aniket Sanghi
Mar 24, 2016

2 and 4 are correct

E x p l a n a t i o n Explanation :

For the 2 π \pi bonds .... for the middle carbon if for one π \pi Bond it uses p x {p}_{x} Then for the other it has to use p y {p}_{y} .......These both are perpendicular ....If C-2 hydrogens are in plane then C-4 hydrogens will be in perpendicular plane (out of molecular plane).....so it is non - planar. ..

.and because of it ,its mirror images don't overlap hence it is chiral .

....If one π \pi Bond is perpendicular to molecular plane then the other would be in plane

Since the molecule is non - planar , we cannot talk of cis-trans isomerism over here

Nice problem! Keep posting

Prakhar Bindal - 5 years, 2 months ago

it's great problem, plz keep posting!!

A Former Brilliant Member - 4 years, 10 months ago

Nice question!

Akshat Sharda - 4 years, 1 month ago

What is wrong with saying that it has two geometrical isomers?

Ankit Kumar Jain - 3 years ago

As far as I know this is an allene and allenes are optically active but achiral. Chirality is not based on whether the images coincide or not. Please correct me if I am wrong. I am bit confused about chirality.

Avadhoot Sinkar - 5 years ago
Subhra Patra
Sep 16, 2017

Cengage organic chemistry part 1

You must be descriptive in your solution...

Aniket Sanghi - 3 years, 9 months ago

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