This is a dehydrohalogenation reaction and follows the E2 mechanism, so HBr will be eliminated and no rearrangement can take place. Option (a) is the correct answer.

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Aldehydes, Ketones and Carboxylic Acids

Organic Chemistry-Some Basic Principles and Techniques

difficulty

Solutions for Advance Problem in Organic Chemistry by Himanshu Pandey

Q: Which is most easily dehydrohalogenated?

For dehydrohalogenation α-Hydrogen with respect to halogen is required and both of them must be anti per planner to each other and this conditions is only satisfied only in molecule I, so option a is correct.

Q: The relative stability of the compounds given below is in the order.(III) CH3−CH=CH2(IV) CH2=CH2

Stability can be decided on the basis of no, of α−H

Q: Arrange the following alkanols 1,2 and 3 in order of their reactivity towards acid catalysed dehydration.

As the stability of cation increases rate of dehydration increases.

Q: Consider the following reaction.Which of the following base will give the best yield of the alkene II as the major product?

As the size of base increases, amount of least substituted alkenes increases.

Q: Identify Z in the sequenceCH3−CH2−CH=CH2HBr/H2O2YC2H5O−Na+Z

1∘ halides generally give SN2 reaction

Question 1

Hard

B Lindla r^{'} s Catalyst R - C \equiv C - R Na / NH_{3} A

A

and

B

are geometrical isomers

(R - CH = CH - R)

of which type?

$A$ is trans, $B$ is cis
$A$ and $B$ both are cis
$A$ and $B$ both are trans
$A$ is cis, $B$ is trans

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View 2 solutions

Question 2

Hard

Which is most easily dehydrohalogenated?

$I$
$II$
$III$
all with same case

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View 3 solutions

Question 3

Hard

The relative stability of the compounds given below is in the order.

(III)

CH_{3} - CH = CH_{2}

(IV)

CH_{2} = CH_{2}

$I > II > III > IV$
$IV > III > II > I$
$I > III > II > IV$
$II > I > IV > III$

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View solution

Question 4

Medium

The products are:

none is correct

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View 2 solutions

Question 5

Easy

The compound formed when

2

-butene is treated with hot alkaline

KMnO_{4}

is:

Acetaldehyde
Acetic acid
$CH_{2} OH \cdot CH_{2} OH$
$CH_{3} \cdot CH_{2} \cdot CO \cdot CH_{3}$

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View solution

Question 6

Medium

Arrange the following alkanols

1, 2

and

3

in order of their reactivity towards acid catalysed dehydration.

$1 > 2 > 3$
$2 > 1 > 3$
$2 > 3 > 1$
$3 > 2 > 1$

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View 4 solutions

Question 7

Easy

CH_{3} CHO + HC \equiv CD CH_{3} ONa P

(major),

P

is:

none of these

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View 4 solutions

Question 8

Easy

The product can be:

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View 2 solutions

Question 9

Medium

Consider the following reaction.

Which of the following base will give the best yield of the alkene

II

as the major product?

$CH_{3} O^{-}$
$C_{2} H_{5} O^{-}$
$(CH_{3})_{3} CO^{-}$
$(C_{2} H_{5})_{3} CO^{-}$

Topic:

Hydrocarbons

Book:

Advance Problem in Organic Chemistry (GRB)

View 2 solutions

Question 10

Medium

What is not true regarding the products?

Product- $I$ and $II$ are position isomers
Product- $I$ and $II$ contains the same number of $sp^{3}$ and $sp^{2}$ carbon atoms
The yield of the product $I$ and $II$ is same
Reaction obeys Saytzeff rule