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Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1


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18 Questions MCQ Test Chemistry for JEE | Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1

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Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 1

Bottles containing C6H5I and C6H5CH2I lost their originallabels. They were labelled A and B for testing. A and B wereseparately taken in test tubes and boiled with NaOH solution.The end solution in each tube was made acidic with dilute HNO3 and then some AgNO3 solution was added. Substance B gave a yellow precipitate. Which one of the followingstatements is true for this experiment ? [2003]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 1

Since benzyl iodide gives yellow ppt. hence this is compound B and A was phenyl iodide (C6H5I).

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 2

The compound formed on heating chlorobenzene withchloral in the presence of concentrated sulphuric acid, is   [2004]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 2

DDT is prepared by heating chlorbenzene and chloral with concentrated sulphuric acid

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 3

Tertiary alkyl halides are practically inert to substitution bySN2 mechanism because of [2005]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 3

In an SN2 reaction, in the transition state, there will be five groups attached to the carbon atom at which reaction occurs. 

Thus there will be crowding in the transition state, and presence of bulky groups make the reaction sterically hindered.

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 4

Alkyl halides react with dialkyl copper reagents to give                 [2005]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 4

In Corey House synthesis of alkanes alkyl halide react with lithium dialkyl cuprate

R'X + LiR 2Cu → R'-R + RCu + LiX

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 5

Elimination of bromine from 2-bromobutane results in theformation of –            [2005]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 5

The formation of 2-butene is in accordance to
Saytzeff’s rule. The more substituted alkene is formed. 

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 6

Phenyl magnesium bromide reacts with methanol to give   [2006]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 6

CH3OH + C6H5MgBr → CH3O.MgBr + C6H6

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 7

Fluorobenzene (C6H5F) can be synthesized in the laboratory        [2006]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 7

        

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 8

Reaction of trans 2-phenyl-1-bromocyclopentane onreaction with alcoholic KOH produces [2006]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 8

It follows E2 mechanism. Hughes and Ingold proposed that bimolecular elimination reactions take place when the two groups to be eliminated are trans and lie in one plane with the two carbon atoms to which they are attached i.e. E2 reactions are stereoselectively trans.

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 9

The structure of the major product formed in the following reaction 

 is

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 9

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 10

Which of the following is the correct order of decreasingSN2 reactivity?        [2007]

(X is a halogen)

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 10

In SN2 mechanism transition state is pentavelent. For bulky alkyl group it will have sterical hinderance and smaller alkyl group will favour the SN2 mechanism. So the decreasing order of reactivity of alkyl halides is
RCH2X > R2CHX > R3CX

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 11

The organic chloro compound, which shows completesterochemical inversion during a SN2 reaction, is [2008]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 11

SN2 reaction is favoured by small groups on the carbon atom attached to halogen.
So, the order of reactivity is
CH3Cl > (CH3)2CHCl > (CH3)3CCl > (C2H5)2CHCl

NOTE : SN2 reaction is shown to maximum extent by primary halides. The only primary halides given is CH3Cl. so the correct answer is (d).

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 12

Consider the following bromides :

The correct order of SN1 reactivity is [2010]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 12

 

 

Since SN1 reactions involve the formation of
carbocation as intermediate in the rate determining step, more is the stability of carbocation higher will be reactivity of alkyl halides towards SN1 route. Now we
know that stability of carbocations follows the order :
3° > 2° > 1°, so SN1 reactivity should also follow the same order.
3° > 2° > 1° > Methyl (SN1 reactivity)

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 13

How many chiral compounds are possible onmonochlorination of 2- methyl butane ? [2012]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 13

Four monochloro derivatives are chiral

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 14

What is DDT among the following ? [2012]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 14

DDT is a non-biodegradable pollutant.

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 15

CompoundCompound (A), C8H9Br, gives a white precipitate when warmed with alcoholic AgNO3. Oxidation of (A) gives an
acid (B), C8H6O4. (B) easily forms anhydride on heating. Identify the compound (A). [JEE M 2013]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 15

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 16

In SN2 reactions, the correct order of reactivity for thefollowing compounds: [JEE M 2014]
CH3Cl,CH3CH2Cl, (CH3)2CHCl and ( CH3)3 CCl is:

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 16

Steric congestion around the carbon atom undergoing the inversion process will slow down the SN2 reaction,
hence less congestion faster will the reaction. So, the order is
CH3Cl > (CH3)CH2 – Cl > (CH3)2CH – Cl > (CH3)3CCl

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 17

The major organic compound formed by the reaction of 1, 1, 1-trichloroethane with silver powder is: [JEE M 2014]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 17

Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 18

The synthesis of alkyl fluorides is best accomplished by :        [JEE M 2015]

Detailed Solution for Test: 35 Year JEE Previous Year Questions: Haloalkanes & Haloarenes- 1 - Question 18

Alkyl fluorides are more conveniently prepared by heating suitable chloro – or bromo-alkanes with organic fluorides such as AsF3, SbF3, CoF2, AgF, Hg2F2 etc.
This reaction is called Swarts reaction.
CH3Br + AgF → CH3F + AgBr
2CH3CH2Cl + Hg2F2 →2CH3CH2F + Hg2Cl2

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