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All questions of Haloalkanes and Haloarenes for NEET Exam

C5H11Br is least soluble in:
  • a)
    Ether
  • b)
    Alcohol
  • c)
    Water
  • d)
    None of these
Correct answer is 'C'. Can you explain this answer?

Rajeev Saxena answered
C5H11Br is only very slightly soluble in water. It is more soluble in organic solvents.

 Which of the following is not true about optical isomers?
  • a)
    They rotate the plane polarized light.
  • b)
    They are superimposable on their mirror image.
  • c)
    They posses at least one chiral carbon atom.
  • d)
    They are nonsuperimposable on their mirror image.
Correct answer is option 'B'. Can you explain this answer?

Nisha Pillai answered
Explanation:
Optical isomers are stereoisomers that exist in two mirror-image forms that are non-superimposable on each other. They are also known as enantiomers.

a) They rotate the plane polarized light: Optical isomers have the property of rotating the plane of polarized light in opposite directions. One isomer rotates the plane of polarized light in the clockwise direction and the other in the counterclockwise direction.

b) They are superimposable on their mirror image: This statement is false. Optical isomers are non-superimposable mirror images of each other. If we try to superimpose them, they will not match perfectly.

c) They possess at least one chiral carbon atom: Optical isomers possess chiral carbon atoms. Chiral carbon atoms are those carbon atoms that are attached to four different groups or atoms.

d) They are nonsuperimposable on their mirror image: As mentioned earlier, optical isomers are non-superimposable mirror images of each other. They have the same physical and chemical properties but differ in their biological activity, as they interact differently with other chiral molecules in living organisms.

Conclusion: Optical isomers are important in fields like medicinal chemistry, where knowing the activity of each isomer can help in designing drugs that are more effective and have fewer side effects. Therefore, it is crucial to understand the properties of optical isomers.

Which of the following is a tertiary halogenoalkanes?
  • a)
    2-Bromopentane
  • b)
    2-Bromo 3-methylpentane
  • c)
    Bromopentane
  • d)
    2-Bromo 2-methylpentane
Correct answer is option 'D'. Can you explain this answer?

Anaya Patel answered
√Br CH3 -( CH )- CH2 - CH2 - CH3 √CH3 The carbon with which the Br is bonded is bonded with another 3 carbon atoms. So haloalkane is 3.

The reaction of CH3OC2H5 with one mole HI gives
  • a)
    CH3OH
  • b)
    C2H5OH 
  • c)
    CH3I + C2H5OH
  • d)
    C2H5I + CH3OH
Correct answer is option 'B'. Can you explain this answer?

Mira Joshi answered
The correct answer is option C
When ethers are treated with a strong acid in the presence of a nucleophile, they can be cleaved to give alcohols and alkyl halides. If the ether is on a primary carbon this may occur through an SN2​ pathway. The reaction of CH3​OC2​H5​ with HI gives CH3​I+C2​H5​OH.

Which of the following compound does have chiral carbon atom?
  • a)
    (CH3)2CHCH2CH2Br
  • b)
    CH3CH2CH2CH (Br)CH3
  • c)
    CH3CH2CH(Br) CH2CH3
  • d)
    CH3CH2CH2 CH2Br
Correct answer is 'B'. Can you explain this answer?

Geetika Shah answered
The correct answer is Option B.
The chiral carbon atom is one in which there are an unequal number of carbon atoms, this happens only in option (B) as it forms a non superimposable mirror image.

 Reactivity of alkyl halides towards SN1 nucleophilic substitution reaction is:
  • a)
    3° > 2° > 1°
  • b)
    3° < 2° < 1°
  • c)
    2° < 1° < 3°
  • d)
    3° < 1° < 2°
Correct answer is option 'A'. Can you explain this answer?

Swati Verma answered
The correct answer is option A
Reactivity of alkyl halides towards SN1 nucleophilic substitution reaction is 3o > 2o > 1o because in SN1 nucleophilic reaction, the first and the slow step is the formation of a carbocation. Tertiary carbocation is more stable than a secondary carbocation which is more stable than a primary carbocation. Greater the stability of the carbocation, greater will be the ease of formation of carbocation, and hence faster will be the rate of the reaction.

Which one of the following is likely to give a precipitate with AgNO3 solution?
  • a)
    CHCl3
  • b)
    (CH3)3CCl
  • c)
    CH2=CH-Cl
  • d)
    CCl4
Correct answer is option 'B'. Can you explain this answer?

Gargi Ahuja answered
Precipitation Reaction

A precipitation reaction is a chemical reaction that produces a precipitate, which is an insoluble solid that forms from the reaction of two soluble compounds.

AgNO3 Solution

AgNO3 is a soluble salt that dissociates to give Ag+ and NO3- ions in an aqueous solution.

Likely Precipitate

A compound is likely to give a precipitate with AgNO3 solution if it contains Cl- ions, as AgCl is insoluble in water and will form a white precipitate.

Analysis of Options

a) CHCl3
CHCl3 does not contain Cl- ions and will not give a precipitate with AgNO3 solution.

b) (CH3)3CCl
(CH3)3CCl contains Cl- ions and will give a precipitate with AgNO3 solution.

c) CH2=CH-Cl
CH2=CH-Cl does not contain Cl- ions and will not give a precipitate with AgNO3 solution.

d) CCl4
CCl4 does not contain Cl- ions and will not give a precipitate with AgNO3 solution.

Conclusion

Out of the given options, only (CH3)3CCl contains Cl- ions and will give a precipitate with AgNO3 solution, making option 'B' the correct answer.

Decreasing order of reactivity of alkyl halide is:
  • a)
    RI > RCl > RBr
  • b)
    RI > RBr > RCl
  • c)
    RBr > RCl > RI
  • d)
    RCl > RBr > RI
Correct answer is option 'B'. Can you explain this answer?

Anu Sharma answered
The decreasing order of reactivity of alkyl halides is based on the ease with which they undergo nucleophilic substitution reactions.

Order of Reactivity:

The alkyl halides can be arranged in the decreasing order of reactivity as follows:

R-I > R-Br > R-Cl

Explanation:

The reactivity of alkyl halides towards nucleophilic substitution reactions is influenced by the following factors:

1. The nature of the halogen:

The reactivity of alkyl halides decreases in the order: iodide > bromide > chloride. This is because the size of the halogen increases down the group, leading to a decrease in the bond strength and an increase in the polarizability of the C-X bond. As a result, the carbon-halogen bond becomes more susceptible to nucleophilic attack.

2. The nature of the alkyl group:

The reactivity of alkyl halides increases with increasing branching of the alkyl group. This is because the steric hindrance caused by the bulky alkyl groups makes it difficult for the nucleophile to approach the carbon atom, leading to a decrease in the reaction rate.

3. The nature of the nucleophile:

The reactivity of alkyl halides towards nucleophilic substitution reactions is also influenced by the nature of the nucleophile. Generally, stronger nucleophiles are more reactive towards alkyl halides.

Based on the above factors, the decreasing order of reactivity of alkyl halides is:

R-I > R-Br > R-Cl

Hence, option B is the correct answer.

 Which of the following is major product of following reaction?
CH3CH = CH2 + HBr 
  • a)
    2-Bromo propene
  • b)
    1-Bromo propane
  • c)
    1-Bromo propene
  • d)
    2-Bromo propane
Correct answer is option 'D'. Can you explain this answer?

Knowledge Hub answered
The correct answer is Option D.
As HBr in the presence of a peroxide follows antimarkonikoff rule where the negative group should attach to the carbon having less no of hydrogen atoms.

Which of the following alcohols will yield the corresponding alkyl chloride on reaction with concentrated HCl at room temperature?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'D'. Can you explain this answer?

Vivek Rana answered
Option D is correct.
At room temperature more stable carbocation is formed by any alkyl halide then that will give a stable and more efficient product.
Formation of  3o carbocation as intermediate during reaction which is highly stable,this reaction does not require any heating to occur at only room temperature.

Racemic mixture is obtained due to the halogenation of
  • a)
    n-pentane
  • b)
    isopentane
  • c)
    neopentane
  • d)
    Both (a) and (b)
Correct answer is 'D'. Can you explain this answer?

If free radical halogenation generate a chiral carbon, racemic mixture of halides are always formed due to equal probability of halogenation from both sides of planar free radical.

 Which one of the following compounds has zero dipole moment?
  • a)
    CCl4
  • b)
    CH3Cl
  • c)
    CHI3
  • d)
    CHCl3
Correct answer is option 'A'. Can you explain this answer?

Explanation:

A dipole moment is the measure of the separation of positive and negative charges in a molecule. It is a vector quantity and has both magnitude and direction. When the molecule has a polar covalent bond, it has a dipole moment. If the bond dipoles cancel out each other, then the molecule is nonpolar, and its dipole moment is zero.

The given compounds are:

a) CCl4
b) CH3Cl
c) CHI3
d) CHCl3

Now, let's analyze each compound based on its molecular geometry and bond polarity to determine its dipole moment.

a) CCl4:

CCl4 has a tetrahedral molecular geometry with four C-Cl bonds arranged symmetrically around the central carbon atom. The C-Cl bond is polar covalent, with chlorine being more electronegative than carbon. However, due to the symmetry of the molecule, the bond dipoles cancel out each other, resulting in a net dipole moment of zero. Therefore, CCl4 has zero dipole moment.

b) CH3Cl:

CH3Cl has a trigonal pyramidal molecular geometry with three C-H bonds and one C-Cl bond. The C-Cl bond is polar covalent, with chlorine being more electronegative than carbon. The three C-H bonds are also polar covalent, with carbon being more electronegative than hydrogen. However, due to the asymmetrical arrangement of the bonds, the bond dipoles do not cancel out each other, resulting in a net dipole moment. Therefore, CH3Cl has a dipole moment.

c) CHI3:

CHI3 has a tetrahedral molecular geometry with three I-H bonds and one I-C bond. The I-C bond is polar covalent, with iodine being more electronegative than carbon. The three I-H bonds are also polar covalent, with iodine being more electronegative than hydrogen. However, due to the symmetry of the molecule, the bond dipoles cancel out each other, resulting in a net dipole moment of zero. Therefore, CHI3 has zero dipole moment.

d) CHCl3:

CHCl3 has a tetrahedral molecular geometry with three C-H bonds and one C-Cl bond. The C-Cl bond is polar covalent, with chlorine being more electronegative than carbon. The three C-H bonds are also polar covalent, with carbon being more electronegative than hydrogen. However, due to the asymmetrical arrangement of the bonds, the bond dipoles do not cancel out each other, resulting in a net dipole moment. Therefore, CHCl3 has a dipole moment.

Conclusion:

Among the given compounds, CCl4 has zero dipole moment because the bond dipoles cancel out each other due to the symmetrical arrangement of the bonds around the central atom.

 Which of the following is formed in reaction mechanism of halogenation of alkanes in presence of UV light?
  • a)
    Carbocation
  • b)
    Carbanion
  • c)
    Diazonium ion
  • d)
    Free radical
Correct answer is option 'D'. Can you explain this answer?

Niloni Soni answered
In presence of uv light free radical mechanism takes place that is homolytic cleavage of covalent bond takes place. Carbocation and carbanion and diazonium ion forms when heterolytic cleavage of bond takes place.

The inversion of configuration of optically active alkyl halides occurs in
  • a)
    SN1 nucleophilic substitution reaction
  • b)
    SN2 electrophilic substitution reaction
  • c)
    SN2 nucleophilic substitution reaction
  • d)
    SN1 electrophilic substitution reaction
Correct answer is option 'C'. Can you explain this answer?

Suresh Iyer answered
The correct answer is option C
Nucleophilic substitution reaction on an optically active alkyl halide gives a mixture of enantiomers.
Because the reaction occurs by SN​1 mechanism.
SN​1 mechanism involves racemisation as the nucleophile can attack from either side. In SN​2 reaction, inversion of configuration is involved as the nucleophile can attack from the opposite side.


This reaction is known as:
  • a)
    Wurtz reaction
  • b)
    Frankland reaction
  • c)
    Fittig reaction
  • d)
    Finkelstein reaction
Correct answer is option 'D'. Can you explain this answer?

Hansa Sharma answered
The correct answer is option D

where, X=Cl or Br.
This reaction is known as the Finkelstein reaction. Finkelstein's reaction is used to prepare alkyl iodides starting from alkyl chlorides and alkyl bromides.

 Which of the following is not an aryl halide?
  • a)
    m-ClCH2C6H4CH2C(CH3)3
  • b)
    (CH3)3CCH2CH3
  • c)
    o-Br-C6H4CH(CH3)CH2CH3
  • d)
    p-ClC6H4CH2CH(CH3)2
Correct answer is 'B'. Can you explain this answer?

Ankita Datta answered
 Because it is Open chain compound /Aliphatic Compound and not aryl halide as does not contain halogen atom. it's alkane simply.

 What is the order of reactivity of following halogen acids on alcohols?
HI, HBr, HCl
  • a)
    HI < HBr < HCl
  • b)
    HI > HBr > HCl
  • c)
    HI > HCl > HBr
  • d)
    HBr > HCl> HI
Correct answer is option 'B'. Can you explain this answer?

Mira Sharma answered
That atomic size increases from F to I, so bond length of H-X bond also gets increased and so bond dissociation energy decreases. Hence, ionisation of H-X increases, therefore acidic strength increases in the order
HF < HCl < HBr < HI

So, the reactivity of alcohols towards haloacids is in the order - HI>HBr>HCl

Which of the following is formed by Swarts Reaction?
  • a)
    Alkyl iodide
  • b)
    Alkyl fluoride
  • c)
    Alkyl bromide
  • d)
    Alkyl chloride
Correct answer is option 'B'. Can you explain this answer?

Rohit Shah answered
In Swarts’ reaction, heavy metal fluorides are used as reagents. It is a reaction in which alkyl fluorides are formed when alkyl bromide or chloride reacts with metal fluorides. In the reaction, higher alkyl halide(R-Cl) react with lower metal halide (AgF) to form lower alkyl halide(R-F). If we don’t use heavy metal fluoride F ion cannot displace Cl/Br. The reaction will not occur or it may form some other compound.

Which one is most reactive towards SN1 reaction ?
  • a)
    C6 H5CH(C6 H5 )Br [2010]
  • b)
    C6 H5CH(CH3)Br
  • c)
    C6 H5C(CH3)(C6 H5)Br
  • d)
    C6 H5CH2Br
Correct answer is option 'C'. Can you explain this answer?

Rajat Roy answered
SN1 reactions involve the formation of carbocations, hence higher the stability of carbocation, more will be reactivity of the parent alkyl halide. Thus tertiary carbocation formed from (c) is stabilized by two phenyl groups and one methyl group, hence most stable.

Which is incorrect about Hunsdiecker's reaction ?
  • a)
    Only Cl2 can give alkyl halide
  • b)
    I2 will give ester when treated with RCOOAg
  • c)
    The reaction proceeds through free radical
  • d)
    F2 cannot give alkyl halide
Correct answer is option 'A'. Can you explain this answer?

Priya Chavan answered
Except F2, almost all halogens react with RCOOAg giving alkyl halide via Hunsdiecker reaction. With l2 if RCOOAg is in excess, R— I formed in first step reacts further with unreacted salt to give ester as 
R — COOAg+ R — I → R — COOR + AgI

Only One Option Correct Type
Direction (Q. Nos. 1-8) This section contains 8 multiple choice questions. Each question has four choices (a), (b), (c) and (d), out of which ONLY ONE is correct.
Q. 
Which of the SN2 reaction is fastest?
  • a)
  • b)
  • c)
  • d)
Correct answer is option 'A'. Can you explain this answer?

Monika Devi answered
SN2 reaction means this will be applicable for primary or 1 degree carbon atom and attack by the reagent is forwarded so on doing mechanism we getted that CH3 carry + charge & Br get - charge so acetyl group that have negative charge goes on methyl group & Br react with electronic species

Addition of bromine on propene in the presence of brine yields a mixture of
  • a)
    CH3CHCICH2Br and CH3CHBrCH2CI
  • b)
    CH3CHCICH2Br and CH3CHBrCH2Br
  • c)
    CH3CHCICH2CI and CH3CHBrCH2Br
  • d)
    CH3CHCICH2Cl and CH3CHBrCH2Cl
Correct answer is option 'C'. Can you explain this answer?

Snehal Iyer answered


Nucleophilic attack in step-ll occur at the carbon atom which can better accommodate the positive charge. Hence, attack of Br- or Cl- in second step occur at 2° carbon rather that at 1° carbon.

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