Synthetic applications of 1,2 dithiane.

Synthetic applications of 1,2 dithiane.

1. SYNTHETIC APPLICATIONS OF 1,2 DITHIANE PRESENTED BY J.AJITHKUMAR;M.Sc; SRI KALISWARI COLLEGE,

2. It is a heterocyclic disulphur compound. It has many synthetic applications in organic chemistry. It is mostly used to synthesis the cyclic ketone and dicarbonyl compounds. It is prepared from the dithiol compounds. 1,2 DITHIANE

3. PREPARATION

4. It is prepared by the reaction of dithiol with the carbonyl compounds. By elimination of water molecule. PREPARATION

5. The 1,2 thiol is react with the dialkyl ketone in presence of acid we get the dialkyl substituted thiane.

6. APPLICATION

7. It has many application in the organic stream. First it forms an acyl anion by the reaction of n butyl lithium. Then it undergoes various addition with alkyl halides and ketones and aldehydes it gives a different types of ketones and aldehydes . APPLICATION

8. MECHANISM

9. SYNTHESIS OF ALIPHATIC KETONE

10. The Lithiated 1,2 dithiane is react with the alkyl halide to give an alkyl substituted product which on further hydrolysis in presence of Hg ions it gives a ketone. ALIPHATIC KETONE

11. SYNTHESIS OF AROMATIC KETONE

12. The Lithiated 1,2 dithiane is react with the aryl halide to give an aryl substituted product which on further hydrolysis in presence of Hg ions it gives an AROMATIC ketone. AROMATIC KETONE

13. SYNTHESIS OF ALICYCLIC KETONE

14. The Lithiated 1,2 dithiane is react with the alkyl Dihalide to give an alkyl substituted product which on further hydrolysis in presence of Hg ions it gives a ketone. ALICYCLIC KETONE

15. SYNTHESIS OF ALICYCLIC DIKETONE

16. The Lithiated 1,2 dithiane is react with the alkyl Dihalide to give an alkyl substituted product which on further hydrolysis in presence of Hg ions it gives a ketone.

17. PREPARATION OF SUBSITUTED DIKETONES

18. We can interchange the position of halide in the substitution we can get the different types of substituted diketones. When the 1,2 dithiane is react with 2-bromo-4-chloro pentane and further hydrolysed it gives an dimethyl cyclopropanone . SUBSITUTED DIKETONES

19. ALPHA HYDROXY ALDEHYDE

20. When lithiated dithiane is react with an aldehyde or ketone and it is further hydrolysis it gives an alpha hydroxy aldehydes. ALPHA HRDROXY ALDEHYDE

21. ANY QUERIES ?

22. THANK YOU