Haloalkanes and Haloarenes

Aryl chlorides and bromides can be easily prepared by electrophilic substitution of arenes with chlorine and bromine respectively in the presence of Lewis acid catalysts. But why does the preparation of aryl iodides requires the presence of an oxidising agent?

Arenes' iodination can be reversed due to the production of HI. An oxidising agent, such as HNO3 or HIO4, oxidises HI to speed up the process and stabilise the result.

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Ethylene chloride and ethylidene chloride are isomers. Identify the correct statements. (i) Both the compounds form the same product on treatment with alcoholic KOH. (ii) Both the compounds form the same product on treatment with aq.NaOH. (iii) Both the compounds form the same product on reduction. (iv) Both the compounds are optically active.

Option (i) and (iii) are the answers. They give ethyne on treatment with alcoholic $\mathrm{KOH}$. $ \mathrm{CH}_{3} \mathrm{CHCl}_{2} \underset{\mathrm{KOH}}{\stackrel{\text { alc....

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Which of the following statements are correct about the mechanism of this reaction? (i) A carbocation will be formed as an intermediate in the reaction. (ii) OH–will attach the substrate (b) from one side and Cl- will leave it simultaneously from the other side. (iii) An unstable intermediate will be formed in which OH– and Cl– will be attached by weak bonds. (iv) The reaction proceeds through an SN1 mechanism.

Option (i) and (iv) are the answers. Because it is a tertiary halide, it undergoes the SN1 process, resulting in the formation of a carbocation as an intermediate.  

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Which of the following statements are correct about the reaction intermediate? (i) Intermediate (c) is unstable because in this carbon is attached to 5 atoms. (ii) Intermediate (c) is unstable because carbon atom is sp2 hybridised. (iii) Intermediate (c) is stable because carbon atom is sp2 hybridised. (iv) Intermediate (c) is less stable than the reactant (b).

Option (i) and (iv) are the answers. Intermediate (iii) is unstable in the above reaction because the carbon atom is linked to 5 atoms and is less stable than reactant (ii).

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Which of the following statements are correct about this reaction? (i) The given reaction follows the SN2 mechanism. (ii) (b) and (d) have the opposite configuration. (iii) (b) and (d) have the same configuration. (iv) The given reaction follows the SN1 mechanism.

Option (i) and (ii) are the answers. Alkyl halide is the main reactant in the given reaction. A transient condition is found here, in which one bond is broken and another is created synchronously,...

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Which of the statements are correct about the above reaction? (i) (a) and (e) both are nucleophiles. (ii) In (c) carbon atom is sp3 hybridised. (iii) In (c) carbon atom is sp2 hybridised. (iv) (a) and (e) both are electrophiles.

Option (i) and (iii) are the answers. Nucleophiles are HO and CF. The C atom is sp2 hybridised in (iii) due to the simultaneous creation of the C – OH bond and the breakdown of the C – Cl link. As a...

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Which is the correct increasing order of boiling points of the following compounds? 1-Bromoethane, 1-Bromopropane, 1-Bromobutane, Bromobenzene (i) Bromobenzene < 1-Bromobutane < 1-Bromopropane < 1-Bromoethane (ii) Bromobenzene < 1-Bromoethane < 1-Bromopropane < 1-Bromobutane (iii) 1-Bromopropane < 1-Bromobutane < 1-Bromoethane < Bromobenzene (iv) 1-Bromoethane < 1-Bromopropane < 1-Bromobutane < Bromobenzene

Option (iv) is the answer Reason: As the molecular mass of the alkyl halide grows, the boiling point rises.

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Which is the correct increasing order of boiling points of the following compounds? 1-Iodobutane, 1-Bromobutane, 1-Chlorobutane, Butane (i) Butane < 1-Chlorobutane < 1-Bromobutane < 1-Iodobutane (ii) 1-Iodobutane < 1-Bromobutane < 1-Chlorobutane < Butane (iii) Butane < 1-Iodobutane < 1-Bromobutane < 1-Chlorobutane (iv) Butane < 1-Chlorobutane < 1-Iodobutane < 1-BromobutaneSolution:

Option (i) is the answer. Explanation: The larger the surface area, the stronger the intermolecular forces of attraction and, as a result, the higher the boiling point. For comparable types of alkyl...

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Toluene reacts with a halogen in the presence of iron (III) chloride giving ortho and para halo compounds. The reaction is (i) Electrophilic elimination reaction (ii) Electrophilic substitution reaction (iii) Free radical addition reaction (iv) Nucleophilic substitution reaction

Option (ii) is the answer. In the presence of Iron(III) chloride, toluene interacts with halogen to produce ortho and para halo compounds in an electrophilic substitution process. The Cl atom...

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Primary alkyl halide C4H9Br (a) reacted with alcoholic KOH to give compound (b). Compound (b) is reacted with HBr to give (c) which is an isomer of (a). When (a) is reacted with sodium metal it gives compound (d), C8H18 which is different from the compound formed when n-butyl bromide is reacted with sodium. Give the structural formula of (a) and write the equations for all the reactions.

The formula C4H9Br is used to make two main alkyl halides. They're n-butyl bromide and isobutyl bromide, respectively. Compound (a) is therefore either nbutyl bromide or isobutyl bromide. Compound...

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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, 1Bromo-3- methylbutane.

(i) The nucleophile approaches the carbon atom to which the leaving group is linked in an SN2 reaction. The reactivity for SN2 displacement reduces when the nucleophile is sterically inhibited. The...

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Predict all the alkenes that would be formed by dehydrohalogenation of the following halides with sodium ethoxide in ethanol and identify the major alkene: (i) 1-Bromo-1-methylcyclohexane (ii) 2-Chloro-2-methyl butane (iii) 2,2,3-Trimethyl-3-bromopentane.

(i) 1−bromo−1−methylcyclohexane In the given molecule, all β-hydrogens are equivalent. As a result, only one alkene is produced when the given molecule is dehydrogenated. (ii) Different sets of...

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