Reaction of anthracene

Reaction of anthracene

1. UNIT-4 Pharmaceutical Organic Chemistry-II Seven Hills College Of Pharmacy

2. Reactions Of Naphthalene Oxidation Reactions Reduction reactions Addition Reactions Electrophilic substitution reactions Nitration Halogenation Friedel-Crafts Alkylation Sulfonation Friedel-Crafts Acylation

3. Oxidation Reactions

4. Reduction reactions

5. Addition Reactions

6. Electrophilic substitution reactions

7. Halogenation Friedel -Crafts Alkylation

8. Anthracene(C 14 H 10 ) Anthracene is composed of three fused benzene rings. It is colourless solid show blue fluorescence in UV light It is a component of coal tar. All carbon atoms are sp2 hybridized and ring has 14 pi electrons.

9. Synthesis of Anthracene 1. Friedel-Crafts reaction. From Haworth synthesis From Benzyl chloride From Benzene Methylene Dibromide . 2. Elbs Reation 3. Diels-Alder Reaction

10. When Phthalic anhydride in benzene solution is reacted with AlCl3 O- Benzoyl benzoic acid is formed. This on heating with Conc,H2So4 Yield anthraquinones which on distillation with Zinc dust give Anthracene Haworth synthesis From Benzyl chloride Anthracene was prepared by condensation of two molecules of benzyl chloride in presence of AlCl3. 1. Friedel-Crafts reaction.

11. From Benzene Methylene Dibromide : Anthracene can also prepared by reaction of benzene with methylene dibromide in the presence of AlCl3 Anthracene may be synthesised by Diels Alder reaction involving 1,4-napthoquinone and butadiene followed by oxidation of product with chromium trioxide in glacial acetic acid and distillation with Zn dust. 2. Diels Alder reaction:

12. 3.Elbs Reaction: A diaryl ketone containing a methyl group ortho to the carbonyl group E.g : o-methyl benzophenone on pyrolysis gives anthracene

13. Reactions of Anthracene Electrophilic substitution reaction Other reactions Oxidation, Reduction, dimerization .

14. Electrophilic substitution reactions

15. Other reactions

16. Phenanthrene Colourless crystal obtained from coal tar. Its solution in benzene shows fluorescecne and is very reactive in 9,10 positions. Carbons in Phenanthrene are SP2 hybridized and have 14 pi electrons. It is isomeric with anthracene.

17. Synthesis of Phenanthrene Haworth synthesis Pschorr synthesis

18. Haworth synthesis

19. 2.Pschorr synthesis