PMID- 16124321
OWN - NLM
STAT- MEDLINE
DCOM- 20051107
LR  - 20190715
IS  - 0013-936X (Print)
IS  - 0013-936X (Linking)
VI  - 39
IP  - 15
DP  - 2005 Aug 1
TI  - Micellar catalyzed degradation of fenitrothion, an organophosphorus pesticide, in 
      solution and soils.
PG  - 5824-30
AB  - We report on a study of the decomposition of fenitrothion (an organophosphorus 
      pesticide that is a persistent contaminant in soils and groundwater) as catalyzed 
      by cetyltrimethylammonium (CTA+) micelles. The CTA micelles were associated with 
      two types of counterions: (1) inert counterions (e.g. CTABr) and (2) reactive 
      counterions (e.g. CTAOH). The reactive counterion surfactants used were hydroxide 
      anion (HO-) as a normal nucleophile and hydroperoxide anion (HOO-) and the anion 
      of pyruvaldehyde oxime (MINA-) as two alpha-nucleophiles. The reactivity order 
      followed: CTABr < CTAOH < CTAMINA << CTAOOH. Treatment of the rate data using the 
      Pseudo-Phase Ion Exchange (PPIE) model of micellar catalysis showed the ratio 
      k2M/k2w to be less than unity for all the surfactants employed. Rather than 
      arising from a "true catalysis", we attributed the observed rate enhancements to 
      a "concentration effect", where both pesticide and nucleophile were incorporated 
      into the small micellar phase volume. Furthermore, the CTAOOH/CTAOH pair gave an 
      alpha-effect of 57, showing that the alpha-effect can play an important role in 
      micellar systems. We further investigated the effectiveness of reactive 
      counterion surfactants in decontaminating selected environmental solids that were 
      spiked with 27 ppb fenitrothion. The solids were as follows: the clay mineral 
      montmorillonite and SO-1 and S0-2 soils (obtained from the Canadian Certified 
      Reference Materials Project). The reactive counterion surfactant solutions 
      significantly enhanced the rate of fenitrothion degradation in the spiked solids 
      over that obtained when the spiked solid was placed in contact with either 0.02 M 
      KOH or water. The rate enhancements followed the order CTAOOH >> CTAMINA 
      approximately CTAOH > KOH >> water. We conclude that reactive counterion 
      surfactants, especially with alpha-nucleophiles, hold great potential in terms of 
      remediating soils contaminated by toxic organophosphorus esters.
FAU - Balakrishnan, Vimal K
AU  - Balakrishnan VK
AD  - Department of Chemistry, Queen's University, Kingston, Ontario K7L 3N6, Canada.
FAU - Buncel, Erwin
AU  - Buncel E
FAU - Vanloon, Gary W
AU  - Vanloon GW
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
PL  - United States
TA  - Environ Sci Technol
JT  - Environmental science & technology
JID - 0213155
RN  - 0 (Cetrimonium Compounds)
RN  - 0 (Micelles)
RN  - 0 (Pesticides)
RN  - 0 (Soil Pollutants)
RN  - 0 (Solutions)
RN  - 0 (Water Pollutants, Chemical)
RN  - 722KLD7415 (Pyruvaldehyde)
RN  - BBX060AN9V (Hydrogen Peroxide)
RN  - W8M4X3Y7ZY (Fenitrothion)
SB  - IM
MH  - Catalysis
MH  - Cetrimonium Compounds/chemistry
MH  - Fenitrothion/*analysis
MH  - Hydrogen Peroxide/chemistry
MH  - Kinetics
MH  - Micelles
MH  - Models, Chemical
MH  - Pesticides/*analysis
MH  - Pyruvaldehyde/chemistry
MH  - Refuse Disposal/*methods
MH  - Soil Pollutants/*analysis
MH  - Solutions
MH  - Water Pollutants, Chemical/*analysis
EDAT- 2005/08/30 09:00
MHDA- 2005/11/08 09:00
CRDT- 2005/08/30 09:00
PHST- 2005/08/30 09:00 [pubmed]
PHST- 2005/11/08 09:00 [medline]
PHST- 2005/08/30 09:00 [entrez]
AID - 10.1021/es050234o [doi]
PST - ppublish
SO  - Environ Sci Technol. 2005 Aug 1;39(15):5824-30. doi: 10.1021/es050234o.