

NCERT Solutions for Class 12 Chemistry Chapter 10 Haloalkanes and Haloarenes is prepared by our senior and renowned teachers of Physics Wallah primary focus while solving these questions of class-12 in the NCERT textbook, also do read theory of this Chapter 10 Haloalkanes and Haloarenes while going before solving the NCERT questions. Our Physics Wallah team Prepared Other Subjects NCERT Solutions for class 12.
Answer the following Questions of NCERT Solutions for Class 12 Chemistry Chapter 10:
Question 1. Name the following halides according to IUPAC system and classify them as alkyl, allyl, benzyl (primary, secondary, tertiary), vinyl or aryl halides:




























Cyclopentane (C5H10) The reactions involved in the question are:
Question 6. Write the isomers of the compound having formula C4H9Br.
1−Bromobutane
2−Bromobutane
1−Bromo−2−methylpropane
2−Bromo−2−methylpropane
Question 7. Write the equations for the preparation of 1−iodobutane from (i) 1-butanol (ii) 1-chlorobutane (iii) but-1-ene. Solution :
(ii) 
Question 8. What are ambident nucleophiles? Explain with an example.
Nitrite ion can attack through oxygen resulting in the formation of alkyl nitrites. Also, it can attack through nitrogen resulting in the formation of nitroalkanes.
Question 9. Which compound in each of the following pairs will react faster in SN2 reaction with OH−? (i) CH3Br or CH3I (ii) (CH3)3CCl or CH3Cl 

(ii)
In the given compound, there are two different sets of equivalent β-hydrogen atoms labelled as a and b. Thus, dehydrohalogenation of the compound yields two alkenes.
Saytzeff’s rule implies that in dehydrohalogenation reactions, the alkene having a greater number of alkyl groups attached to a doubly bonded carbon atoms is preferably produced. Therefore, alkene (I) i.e., 2-methylbut-2-ene is the major product in this reaction.
According to Saytzeff’s rule, in dehydrohalogenation reactions, the alkene having a greater number of alkyl groups attached to the doubly bonded carbon atom is preferably formed. Hence, alkene (I) i.e., 3,4,4-trimethylpent-2-ene is the major product in this reaction.

(iv) 
(vi) 


(x)
Question 12. Explain why (i) the dipole moment of chlorobenzene is lower than that of cyclohexyl chloride? (ii) alkyl halides, though polar, are immiscible with water? (iii) Grignard reagents should be prepared under anhydrous conditions? 

Question 15. Write the mechanism of the following reaction: 
The given reaction is an SN2 reaction. In this reaction, CN− acts as the nucleophile and attacks the carbon atom to which Br is attached. CN− ion is an ambident nucleophile and can attack through both C and N. In this case, it attacks through the C-atom.
Question 16. Arrange the compounds of each set in order of reactivity towards SN2 displacement: (i) 2-Bromo-2-methylbutane, 1-Bromopentane, 2-Bromopentane (ii) 1-Bromo-3-methylbutane, 2-Bromo-2-methylbutane, 3-Bromo-2- methylbutane (iii) 1-Bromobutane, 1-Bromo-2,2-dimethylpropane, 1-Bromo-2-methylbutane, 1-Bromo-3-methylbutane.
An SN2 reaction involves the approaching of the nucleophile to the carbon atom to which the leaving group is attached. When the nucleophile is sterically hindered, then the reactivity towards SN2 displacement decreases. Due to the presence of substituents, hindrance to the approaching nucleophile increases in the following order. 1-Bromopentane < 2-bromopentane < 2-Bromo-2-methylbutane Hence, the increasing order of reactivity towards SN2 displacement is: 2-Bromo-2-methylbutane < 2-Bromopentane < 1-Bromopentane (ii)
Since steric hindrance in alkyl halides increases in the order of 1° < 2° < 3°, the increasing order of reactivity towards SN2 displacement is 3° < 2° < 1°. Hence, the given set of compounds can be arranged in the increasing order of their reactivity towards SN2 displacement as: 2-Bromo-2-methylbutane < 2-Bromo-3-methylbutane < 1-Bromo-3-methylbutane [2-Bromo-3-methylbutane is incorrectly given in NCERT] (iii) 

p-Dichlorobenzene is more symmetrical than o-and m-isomers. For this reason, it fits more closely than o-and m-isomers in the crystal lattice. Therefore, more energy is required to break the crystal lattice of p-dichlorobenzene. As a result, p-dichlorobenzene has a higher melting point and lower solubility than o-and m-isomers.
(ii)
(iii)
(iv)
(v)
(vi)
(vii)
(viii)
(ix)
(x)
(xi)
(xii)
(xiii)
(xiv)
(xv)
(xvi)
(xvii)
(xviii)
(xix)
(xx)
Question 20. The treatment of alkyl chlorides with aqueous KOH leads to the formation of alcohols but in the presence of alcoholic KOH, alkenes are major products. Explain.
On the other hand, an alcoholic solution of KOH contains alkoxide (RO−) ion, which is a strong base. Thus, it can abstract a hydrogen from the β-carbon of the alkyl chloride and form an alkene by eliminating a molecule of HCl.
OH− ion is a much weaker base than RO− ion. Also, OH− ion is highly solvated in an aqueous solution and as a result, the basic character of OH− ion decreases. Therefore, it cannot abstract a hydrogen from the β-carbon.
Therefore, compound (a) is either n−butyl bromide or isobutyl bromide. Now, compound (a) reacts with Na metal to give compound (b) of molecular formula, C8H18, which is different from the compound formed when n−butyl bromide reacts with Na metal. Hence, compound (a) must be isobutyl bromide.
Thus, compound (d) is 2, 5−dimethylhexane. It is given that compound (a) reacts with alcoholic KOH to give compound (b). Hence, compound (b) is 2−methylpropene.
Also, compound (b) reacts with HBr to give compound (c) which is an isomer of (a). Hence, compound (c) is 2−bromo−2−methylpropane.
Question 22. What happens when
(ii) When bromobenzene is treated with Mg in the presence of dry ether, phenylmagnesium bromide is formed. 



Question 23. Write structures of the following compounds:
2-Chloro-3-methyl pentane (ii)
1-Chloro-4-ethylcyclohexane
1, 4-Dibromobut-2-ene
1-Bromo-4-sec-butyl-2-methylbenzene
Since H2SO4 is an oxidizing agent, it oxidizes HI (produced in the reaction to I2). 
1, 1-Dibromopropane
2, 2-Dibromopropane
1, 2-Dibromopropane
1, 3-Dibromopropane


Solution : 
For alkyl halides containing the same alkyl group, the boiling point increases with an increase in the atomic mass of the halogen atom. Since the atomic mass of Br is greater than that of Cl, the boiling point of bromomethane is higher than that of chloromethane. Further, for alkyl halides containing the same alkyl group, the boiling point increases with an increase in the number of halides.
For alkyl halides containing the same halide, the boiling point increases with an increase in the size of the alkyl group. Thus, the boiling point of 1-chlorobutane is higher than that of isopropyl chloride and 1-chloropropane. Further, the boiling point decreases with an increase in branching in the chain. Thus, the boiling point of isopropyl alcohol is lower than that of 1-chloropropane. Hence, the given set of compounds can be arranged in the increasing order of their boiling points as: Isopropyl chloride < 1-Chloropropane < 1-Chlorobutane
Solution : (i)
2-bromobutane is a 2° alkylhalide whereas 1-bromobutane is a 1° alkyl halide. The approaching of nucleophile is more hindered in 2-bromobutane than in 1-bromobutane. Therefore, 1-bromobutane reacts more rapidly than 2-bromobutane by an SN2 mechanism.
2-Bromobutane is 2° alkylhalide whereas 2-bromo-2-methylpropane is 3° alkyl halide. Therefore, greater numbers of substituents are present in 3° alkyl halide than in 2° alkyl halide to hinder the approaching nucleophile. Hence, 2-bromobutane reacts more rapidly than 2-bromo-2-methylpropane by an SN2 mechanism.
Both the alkyl halides are primary. However, the substituent −CH3 is at a greater distance to the carbon atom linked to Br in 1-bromo-3-methylbutane than in 1-bromo-2-methylbutane. Therefore, the approaching nucleophile is less hindered in case of the former than in case of the latter. Hence, the former reacts faster than the latter by SN2 mechanism.

SN1 reaction proceeds via the formation of carbocation. The alkyl halide (I) is 3° while (II) is 2°. Therefore, (I) forms 3° carbocation while (II) forms 2° carbocation. Greater the stability of the carbocation, faster is the rate of SN1 reaction. Since 3° carbocation is more stable than 2° carbocation. (I), i.e. 2−chloro-2-methylpropane, undergoes faster SN1 reaction than (II) i.e., 3-chloropentane.
The alkyl halide (I) is 2° while (II) is 1°. 2° carbocation is more stable than 1° carbocation. Therefore, (I), 2−chloroheptane, undergoes faster SN1 reaction than (II), 1-chlorohexane.
Solution :
Since D of D2O gets attached to the carbon atom to which MgBr is attached, C is
Therefore, the compound R − Br is
When an alkyl halide is treated with Na in the presence of ether, a hydrocarbon containing double the number of carbon atoms as present in the original halide is obtained as product. This is known as Wurtz reaction. Therefore, the halide, R1−X, is
Therefore, compound D is
And, compound E is

