Ultrasonically Activated Oxidation of Hydroquinones to Quinones Catalysed by Ceric Ammonium Nitrate Doped on Metal Exchanged K-10 Clay

Vasundhara  Singh; Varinder  Sapehiyia; Goverdhan L.  Kad

doi:10.1055/s-2003-36824

SHORTPAPER

Ultrasonically Activated Oxidation of Hydroquinones to Quinones Catalysed by Ceric Ammonium Nitrate Doped on Metal Exchanged K-10 Clay

Vasundhara Singh*^a, Varinder Sapehiyia^a, Goverdhan L. Kad^b
^a School of Chemistry and Biochemistry, Thapar Institute of Engineering & Technology, Patiala 147004, India
Fax: +91(175)393303; e-Mail: vasun7@yahoo.co.in;
^b Department of Chemistry, Punjab University, Chandigarh 160014, India

Abstract

All articles of this category

Abstract

We have accomplished the oxidation of hydroquinones to quinones in quantitative yields using catalytic quantity of ceric ammonium nitrate doped on various metal-exchanged K-10 clay, as a mild and efficient reagent, by ultrasonic activation. The exchanged cations examined were Fe³⁺, Cu²⁺, Ce⁴⁺ and K-10 clay itself. The best results were obtained using Fe³⁺-Mont. K-10 clay.

Key words

ultrasound - Fe³⁺-Mont. K-10 clay - ceric ammonium nitrate - hydroquinones - quinones

Full Text

References

1a Mason TJ. Chem. Soc. Rev. 1997, 26: 443

1b Luche J.-L. Synthetic Organic Sonochemistry Kluwer Academic/Plenum Publishers; Hingham: 1998.

1c Cintas P. Luche J.-L. Green Chem. 1999, 115

1d Sulman M. Russ. Chem. Rev. 2000, 69: 165

2 Ho T.-L. In Organic Syntheses by Oxidation with Metal Compounds Mils WJ. de Jonge CrHI. Plenum; New York: 1986.

3a Ho TL. Hall TW. Wong CM. Chem. Ind. (London) 1972, 729

3b Fischer A. Henderson GN. J. Chem. Soc., Chem. Comm. 1985, 641

4 Balogh M. Laszlo P. Organic Chemistry Using Clays Springer-Verlag; New York: 1993.

5a Nikalje MD. Phukan P. Sudalai A. Org. Prep. Proced. Int. 2000, 32: 1

5b Laszlo P. Acc. Chem. Res. 1986, 19: 121

6 Kohn M. Sussmann J. Monatsh. Chem. 1927, 48: 203

7 Ishii F. Kishi K.-I. Synthesis 1980, 706

8 Jempty TC. Gogins KAZ. Mazur Y. Miller LL. J. Org. Chem. 1981, 46: 4545

9 Willstatter R. Pfannenstiel A. Ber. Dtsch. Chem. Ges. 1904, 37: 4744

10 Bosch E. Rathore R. Kochi JK. J. Org. Chem. 1994, 59: 2529

11 Sakamoto T. Yonehara H. Pac C. J. Org. Chem. 1997, 62: 3194

12 Hwang DR. Chang YC. Wang SK. Uang BJ. Synlett 1999, 77

13 Laszlo P. Moison H. Chem. Lett. 1989, 1031

14 Fischer A. Henderson GN. Synthesis 1985, 641