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Elimination Reactions of Alkyl Halides

When ±-2,3-di...

Question

When (±)-2,3-dibromobutane reacts with $K O H$ , trans-2-bromobut-2-ene is formed. Which of the following is/are true?

A

The reaction proceeds via E₂

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B

The reaction proceeds via E₁

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C

Both enantiomers give the same product

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D

This elimination is also known as $β$ elimination

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Solution

The correct option is D
This elimination is also known as $β$ elimination

For E₂, we need carbon-hydrogen and the carbon-bromine bonds to be anti-periplanar.
They should be coplanar but the $C - B r$ and $C - H$ bonds should be on opposite sides.

After rotation, the antiperiplanar structure is in place for E₁:

For the other enantiomer from the racemic mixture, E₂ looks like:

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Similar questions

When (±)-2,3-dibromobutane reacts with $K O H$ , trans-2-bromobut-2-ene is formed. Which of the following is/are true?

Q. Assertion : Cis-But-2-ene and trans-but-2-ene on reaction with

B r_{2}

C C l_{4}

gives meso-2,3-dibromobutane and (dl) 2,3-dibromobutane respectively.
Reason : Addition of

B r_{2}

on double bond involved anti addition.

It is given that when (±)-2,3-dibromobutane reacts with $K O H$ , some of the products formed are:

Explain via mechanism and then choose the correct ones from the following.

Monosubstitution of (2S,3S)-2,3-dibromobutane using $O H^{-}$ yields a mixture of products.
Monosubstitution of (2R,3R)-2,3-dibromobutane using $O H^{-}$ yields a mixture of products.
Monosubstitution of (2S,3S)-2,3-dibromobutane using $O H^{-}$ yields a single major product.
Monosubstitution of (2S,3S)-2,3-dibromobutane using $O H^{-}$ yields a mixture of products.

It is given that when (±)-2,3-dibromobutane reacts with $K O H$ , some of the products formed are:

Explain via mechanism and then choose the correct ones from the following.

Monosubstitution of (2S,3S)-2,3-dibromobutane using $O H^{-}$ yields a mixture of products.
Monosubstitution of (2S,3S)-2,3-dibromobutane using $O H^{-}$ yields a single major product.
Monosubstitution of (2R,3R)-2,3-dibromobutane using $O H^{-}$ yields a mixture of products.
Monosubstitution of (2S,3S)-2,3-dibromobutane using $O H^{-}$ yields a mixture of products.

S t a t e m e n t

: When 2-butyne reacts with triethylamine followed by

B r_{2}

then meso-2,3-dibromobutane is produced.

If the statement is true enter 1, else enter 0.

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