Reactions of Naphthalene

Reactions of Naphthalene

Reactions of Naphthalene

Nitration of Naphthalene

Naphthalene reacts with conc. nitric acid and sulphuric acid at 60° C gives 1-nitronaphthalene.
Nitration of Naphthalene

On further nitration gives 1,8-dinitronaphthalene and 1,5-dinitronaphthalene.
Nitration of Naphthalene

Sulphonation of Naphthalene

Naphthalene undergoes sulphonation with concentrated sulphuric acid at two different temperature. At 60° C, it gives 1-nephtalenesulphonic acid while at 165° C, it gives 2-nephtalenesulphonic acid.
Sulphonation of Naphthalene

Chlorination of Naphthalene

Naphthalene reacts with chlorine in presence of carbon tetrachloride gives 1-chloronaphthalene.
Chlorination of Naphthalene

Friedel-Craft Alkylation of Naphthalene

Naphthalene undergoes Friedel-Craft alkylation with alkyl halide in the presence of lewis acid gives 2-alkylnaphthalene.
Friedel-Craft Alkylation of Naphthalene

Friedel-Craft Acylation of Naphthalene

Naphthalene undergoes Friedel-Craft acylation with acid halide and Lewis acid in CS2 and in nitrobenzene. In CS2, it gives 1-Acetylnaphthalene while in nitrobenzene, it gives 2-Acetylnaphthalene.
Friedel-Craft Acylation of Naphthalene

Chloromethylation of Naphthalene

Naphthalene reacts with formaldehyde and HCl in the presence of ZnCl2 to form 1-chloromethylnaphthalene.
Chloromethylation of Naphthalene

Addition of Sodium to Naphthalene

Naphthalene adds on sodium to give 1,4-disodiumnaphthalene which on treatment with carbondioxide yield the disodium salt of 1,4-dihydronaphthalene-1,4-dicarboxylic acid.
Addition of Sodium to Naphthalene

Ozonolysis of Naphthalene

Ozonolysis of naphthalene gives phthaldehyde. Naphthalene gives diozonide when ozone add which on hydrolysis gives phthaldehyde.
Ozonolysis of Naphthalene

Reduction of Naphthalene

Naphthalene undergoes reduction with Na/EtOH gives 1,4-dialin (1,4-dihydronaphthalene), with Na/ isopentanol gives tetralin (1,2,3,4-tetrahydronaphthalene) and on catalytic reduction, it completely reduced to decalin or decahydronaphthalene.
Reduction of Naphthalene

Oxidation of Naphthalene

Naphthalene oxidized to 1,4-naphaquinone with CrO3 in AcOH and to phthalic anhydride with oxygen and V2O5 at 470°C.
Oxidation of Naphthalene
Naphthalene on oxidation with alkaline KMnO4 gives phthalonic acid and then phthalic acid.
Oxidation of Naphthalene with KMnO4

Naphthalene to β-Naphthol

2-naphthol or β-naphthol is obtained by fusing sodium 2-naphthalenesulphonate with NaOH at 300oC. Sodium 2-naphthoxide is formed which on treatment with dilute sulphuric acid yields 2-naphthol.
Naphthalene to beta-Naphthol

Structure Determination of Naphthalene

Synthesis of Naphthelene