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Hydrolysis study of the organophosph...

Churchill, Doreen Cecelia.

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Hydrolysis study of the organophosphorus pesticide diazinon in strong acid solution and in alkaline solution in the presence of cyclodextrins.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Hydrolysis study of the organophosphorus pesticide diazinon in strong acid solution and in alkaline solution in the presence of cyclodextrins./
Author:	Churchill, Doreen Cecelia.
Description:	311 p.
Notes:	Source: Dissertation Abstracts International, Volume: 66-02, Section: B, page: 0895.
Contained By:	Dissertation Abstracts International66-02B.
Subject:	Chemistry, Organic. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=NQ99983
ISBN:	0612999831

Hydrolysis study of the organophosphorus pesticide diazinon in strong acid solution and in alkaline solution in the presence of cyclodextrins.
Churchill, Doreen Cecelia.

Hydrolysis study of the organophosphorus pesticide diazinon in strong acid solution and in alkaline solution in the presence of cyclodextrins. - 311 p.

Source: Dissertation Abstracts International, Volume: 66-02, Section: B, page: 0895.

Thesis (Ph.D.)--Queen's University at Kingston (Canada), 2004.

This thesis deals with the hydrolysis of diazinon at 25°C under two conditions: in acid (1--14M H2SO4) and at pH 12 in the presence of cyclodextrins (CDs).

ISBN: 0612999831Subjects--Topical Terms:

516206
Chemistry, Organic.

Hydrolysis study of the organophosphorus pesticide diazinon in strong acid solution and in alkaline solution in the presence of cyclodextrins.
LDR:03135nmm 2200325 4500 001 1852211
005 20051230065437.5
008 130614s2004 eng d
020 $a 0612999831
035 $a (UnM)AAINQ99983
035 $a AAINQ99983
040 $a UnM $c UnM
100 1 $a Churchill, Doreen Cecelia. $3 1940077
245 1 0 $a Hydrolysis study of the organophosphorus pesticide diazinon in strong acid solution and in alkaline solution in the presence of cyclodextrins.
300 $a 311 p.
500 $a Source: Dissertation Abstracts International, Volume: 66-02, Section: B, page: 0895.
500 $a Advisers: E. Buncel; G. W. vanLoon.
502 $a Thesis (Ph.D.)--Queen's University at Kingston (Canada), 2004.
520 $a This thesis deals with the hydrolysis of diazinon at 25°C under two conditions: in acid (1--14M H2SO4) and at pH 12 in the presence of cyclodextrins (CDs).
520 $a In the acid study, pKa values were determined for the conjugate acids of diazinon and its hydrolysis products. Product analysis by 31P NMR revealed that the only phosphorus containing hydrolysis product was O,O-diethyl phosphorothioic acid. A pH-rate profile for hydrolysis was produced and the data were treated by the excess acidity method. A-1 and A-2 mechanisms did not fit but a non-acid catalyzed mechanism did fit the data. However, the mechanistic pathway has not conclusively been determined.
520 $a In the study of CDs, the binding constants (Kb) between diazinon and the CDs were determined by NMR (1H and 31P) and from kinetics using the Lineweaver-Burk equation. The kinetics also yielded kc, the rate constant for hydrolysis of CD bound pesticide. In general it was found that CDs with low Kb values catalyzed the reaction whereas CDs with large Kb values inhibited reaction. This suggests that strong binding places the pesticide too far in the CD cavity to undergo interaction with hydroxy groups on the CD rim, whereas pesticides with weaker binding are included less deeply and can react with the CD rim by way of specific or general base catalysis. Computer modeling (molecular dynamics running MM2) found that the orientation of binding with alpha- and beta-CD was with the isopropyl group of the pyrimidinol ring positioned parallel to the cavity opening whereas with gamma-CD it was positioned perpendicular to the cavity.
520 $a It is proposed that CDs could be used to treat contaminated soils. First, CDs could be applied to increase aqueous solubility of the pesticide and remove soil bound pesticide in a pump and treat method. Alternatively, CDs which catalyze the reaction could be added to soil and simply degrade the pesticide in situ, leaving behind the much less toxic hydrolysis products and any residual CD, a glucose based molecule which can be biodegraded to harmless products in the soil.
590 $a School code: 0283.
650 4 $a Chemistry, Organic. $3 516206
650 4 $a Chemistry, Agricultural. $3 1021829
690 $a 0490
690 $a 0749
710 2 0 $a Queen's University at Kingston (Canada). $3 1250078
773 0 $t Dissertation Abstracts International $g 66-02B.
790 1 0 $a Buncel, E., $e advisor
790 1 0 $a vanLoon, G. W., $e advisor
790 $a 0283
791 $a Ph.D.
792 $a 2004
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=NQ99983