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Meso butane-2,3-diol is optically inacti...

Meso butane`-2,3-`diol is optically inactive because

A

it is an equal mixture of two enantiomers

B

it is an equal mixture of two diasteroemers

C

it is an equal mixture of an enantiomer and diadteromer

D

at least one conformer has either a plane or a point of symmetry which makes it superposable upon its mirror image

Text Solution

Verified by Experts

The correct Answer is:
D

We can draw meso-butane`-2-,3-diol` in the Fischer projection showing a plane of symmetry, in the sawhorse projection showing a plane in the eclipsed conformer and a point of symmetry in a staggered conformer.

We can also recognize a meso compound in the Newman projection. For this purpose rotate about the `C-C` bond until a staggered conformer `(A)` with a point of symmetry or an eclipsed conformation `(B)` with all ligands mathching up results

Note that meso-butane`-2,3-diol` can be called either `R,S` or `S,R` beacuse the `2R,3S` configuration is identical with the `2S,3R` configuration. Number are not necessary beacuse the two designations are equivalent.
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R SHARMA-STEREOCHEMISTRY-Follow-up Test
  1. How many steroisomers of butane-2,3-diol, CH(3)CH(OH)CH(OH)CH(3), ar...

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  2. Which of the following compounds may posses a meso stereosiemer?

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  3. Meso butane-2,3-diol is optically inactive because

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  4. Which of the following compounds are known as threose and erythrose?

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  5. Which of the following configuration represents an erythrostereoisomer...

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  6. How many optically active isomers of 2,3-dibromosuccinic acid are ther...

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  7. How many forms to tartaric acid exist in neture?

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  8. How many enantiomeric forms are possible for 2,3,4-tri-hydroxypentaned...

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  9. Which of the following conformations of meso-tartaric acid has a centr...

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  10. Which of the following compounds does not have diastereomers?

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  11. Which of the following statements is not correct?

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  12. Consider the following compounds The correct statement about the ...

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  13. What is the sterostructure of the monochlobutanes obtained form the fr...

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  14. Isopentane is allowed to undergo free-radical chlorination and the rea...

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  15. Consider the reaction {:((R)-CH(3)CHICH(2)CH(3)+^(137)T^(-),rarrCH(3...

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  16. Which of the following reactions occurs wiyh reacemization?

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  17. Which of the following compounds exsits as a nonresolvable racemic mix...

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  18. Which of the following compounds will undergo racemization on prolonge...

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  19. What happens when an optically pure (+)-1-chlorenthylbenzne (C(6)H(5)C...

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  20. Which of the following reaction could safely be used to relate configu...

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