Sodium Dithionite Reduction of 2S,5R-(−)-menthone and R-(+)-pulegone in the Presence of β-Cyclodextrin and Hydroxypropyl-β-cyclodextrin

Palaniswamy, Ravi and Soundar, Divakar (2003) Sodium Dithionite Reduction of 2S,5R-(−)-menthone and R-(+)-pulegone in the Presence of β-Cyclodextrin and Hydroxypropyl-β-cyclodextrin. Journal of Inclusion Phenomena and Macrocyclic Chemistry, 45. pp. 191-194.

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Abstract

Menthone on reduction with sodium dithionite, showed a good amount of menthol formation in the water/DMF system, with increasing β-cyclodextrin (β-CD) concentration from 47.0% for 0.1 equivalent of β-CD to 93.5% for 1 equivalent of β-CD. Increasing hydroxypropyl-β-cyclodextrin (HPβ-CD) gave higher menthol/neomenthol (M/N) ratios from 2.8 to 3.5. In the case of pulegone, increasing β-CD showed an increase in the formation of menthols in the water/DMF system from 13.3% for 0.1 equivalent of β-CD to 78.1% for 1 equivalent of β-CD with greater proportions of neomenthol and neoisomenthol. However, HPβ-CD which showed only marginal enhancement in the formation of menthol from menthone (32.1–41%), exhibited a greater proportion of menthol formation in the case of pulegone (55.1%). However, the phase-transfer capability of HPβ-CD was not found to be significant.

Item Type:	Article
Uncontrolled Keywords:	sodium dithionite, 2S,5R-(−)-menthone, R-(+)-pulegone, β-cyclodextrin, hydroxypropyl-β-cyclodextrin
Subjects:	600 Technology > 09 Industrial oils, fats, waxes, gases > 03 Essential oils
Divisions:	Fermentation Technology and Bioengineering Food Packaging Technology
Depositing User:	Food Sci. & Technol. Information Services
Date Deposited:	29 Jun 2009 04:35
Last Modified:	28 Dec 2011 10:10
URI:	http://ir.cftri.res.in/id/eprint/9123

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