Interesting Chemistry

Chemistry Level 5

Which of the following are chiral(optically active) ?

  1. Benzoic acid

  2. Pent-2,3-diene ( C H X 3 C H = C = C H C H X 3 ) (\ce{CH3-CH=C=CH-CH3})

  3. Hex-2,3,4-triene ( C H X 3 C H = C = C = C H C H X 3 ) (\ce{CH3-CH=C=C=CH-CH3})

  4. 1,1,3,3-tetrachloroProp-1,2-diene ( C C l X 2 = C = C C l X 2 ) (\ce{CCl2=C=CCl2})

  5. 2-(2-Carboxy-6-Nitrobenzyl)-3-Nitrobezoicacid

  6. cis-1,2-dimethylcyclobutane

  7. cis-1,2-dimethylcyclopropane

  8. Hept-2,5-dien-4-ol ( C H X 3 C H = C H C H ( O H ) C H = C H C H X 3 ) (\ce{CH3-CH=CH-CH (OH)-CH=CH-CH3})

  9. Fumaric acid

  10. cis-but-2-ene

  11. 1-ethyl-2-methylcyclopropane

  12. Mesitylene

  13. All compounds containing chiral carbon.

  14. Enantiomer ( not the mixture )

  15. All cumulative Dienes. (Of the type :eg: options 2 & 4)

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

C l a r i f i c a t i o n 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 12320.

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1 solution

Aniket Sanghi
Mar 30, 2016

2,5,8,11,14 are correct

  1. 8 is clearly wrong as when both double bonds are in cis position plane of symmetry arises and no optical activity is there .(you asked definitely chiral not could be chiral)
  2. 14 is clearly wrong as when you say enantiomers you always mean a mixture of them that is R and S. They nullify each other's optical activity . A system of enantiomers is optically inactive, called racemic mixture. You should specify single enantiomer in your question. And should be 2,5,11

Mayank Hooda - 5 years, 2 months ago

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For the first one I agree , I have removed the word definetely from the question..........but for the second one I don't agree as I didn't say for mixture......ou are not ought to take it as a mixture unless specified.......I wrote Enantiomers to make it clear that they are of the same molecule

Aniket Sanghi - 5 years, 2 months ago

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hey 8 is optically inactive clearly then how could removing word definetely removal make it justified.

aryan goyat - 5 years, 1 month ago

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@Aryan Goyat It can be optically active as on one side Cis and on side trans would make it optically active (pseudo carbon)

Aniket Sanghi - 5 years, 1 month ago

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@Aniket Sanghi but you should mention it then in that case what about 13 it can be also so please change the ans

aryan goyat - 5 years, 1 month ago

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@Aryan Goyat That's the exception .....how can I mention that ......13 is alright (clearly mentioned'all')

Aniket Sanghi - 5 years, 1 month ago

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@Aniket Sanghi sorry i didn't noticed all

aryan goyat - 5 years, 1 month ago

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@Aryan Goyat I dont mind , mistakes gives rise to perfection!

Aniket Sanghi - 5 years, 1 month ago

FYI cumulative dienes are of type n.n+1 so 2,3 is cumulative diene and 2,4 is a conjugated diene .

A Former Brilliant Member - 4 years, 1 month ago

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I didn't b get what u want to say ?

Aniket Sanghi - 4 years, 1 month ago

Got ! Are I meant options 2 and 4 above 😂

Aniket Sanghi - 4 years, 1 month ago

Sorry but 8 is not correct.you must correct your answer.

Mayank Jha - 4 years, 1 month ago

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8 in indeed correct . It's pseudo Chiral centre . It's a famous exception . Take cis on one side and transnon other and you will get 4 different groups.!

Aniket Sanghi - 4 years, 1 month ago

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Okay since it was not mentioned which configuration to be taken (cis or trans),it is indeed chiral.Sorry for my mistake.

Mayank Jha - 3 years, 9 months ago

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@Mayank Jha Nevermind , Mistakes makes one perfect

Aniket Sanghi - 3 years, 8 months ago

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