64257-84-7 Usage
Uses
Fenpropathrin controls many species of mites and insects on pome
fruit, citrus, vines, hops, vegetables, cotton, ornamentals and glasshouse
crops such as tomatoes.
Metabolic pathway
Fenpropathrin possesses only one chiral centre (at benzylic carbon) and
therefore presents a much simpler stereochemical picture than that seen
with most of the other pyrethroids. Most metabolic work has been conducted
with the RS racemate. Solution and surface photochemistry, and
degradation in water, soils, plants and animals, have been reported. The
fate of the 3-phenoxybenzyl portion of the molecule is very similar to that
reported for cypermethrin and other analogues. Degradation is mainly by
ester cleavage and hydroxylation.
Degradation
A detailed study of the kinetics of the hydrolysis of [14C-cyclopropyl]-
fenpropathrin and [14C-benzyl]fenpropathrins howed that ester bond
cleavage predominated over cyan0 group hydration (Takahashi et al.,
1985a). Hydrolysis in a series of buffers gave the following DT50 values at
25 °C: pH 7, >2 years; pH 9, 8 days; pH 10, <1 day. A base-catalysed
process operates above pH 7. Products detected were 2,2,3,3-tetramethylcyclopropanecarboxylic
acid (TMCA, 2), 3PBAl(3) and the amide
(4) (Scheme 1).
Fenpropathrin (labelled as above) was subject to slow photodegradation
in sunlight under various conditions with the following initial halflives:
distilled water, >6 weeks; humic acid solution, 6 weeks; river water,
2.7 weeks; sea water, 1.6 weeks; 2% aqueous acetone, 0.5 day. Half-lives
on three soils ranged from 1 to 5 days and on mandarin orange leaves it was
6 days (Takahashi et al., 1985b). The major products were TMCA, the
amide (4) and 2-(3-phenoxybenzyl)-2-(2,2,3,3-tetraethylcyclopropyl)-
acetonitrile (5). The latter product appeared to be unique to aqueous
photolysis. By far the major product found on soil surfaces was the amide
(4) but this was also found under dark conditions and is mainly a thermal
product.
Many other minor products were detected indicating the occurrence of
(i) hydroxylation at a methyl group, (ii) oxidation to 3PBA (7), (iii)
0-dephenylation to afford 3-hydroxybenzoic acid (8) and (iv) loss of CN
as CO2,. After 14 days, about 50% of the applied radioactivity was bound
to a high organic matter soil. This was photochemically-induced, as less
than 2% was bound in the dark. More recent studies using a xenon lamp
(Katagi, 1993) indicated that formation of the amide was most efficient
under drier conditions. Increased moisture, particularly in soil containing
acidic binding sites, favoured ester cleavage.
Degradation in organic solvents and in thin films afforded similar
results (Dureja, 1989). The pathways of photodegradation of fenpropathrin
are illustrated in Scheme 1.
Check Digit Verification of cas no
The CAS Registry Mumber 64257-84-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,4,2,5 and 7 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 64257-84:
(7*6)+(6*4)+(5*2)+(4*5)+(3*7)+(2*8)+(1*4)=137
137 % 10 = 7
So 64257-84-7 is a valid CAS Registry Number.
InChI:InChI=1/C22H23NO3/c1-20(2)21(3,4)22(20,19(24)25)18(14-23)15-9-8-12-17(13-15)26-16-10-6-5-7-11-16/h5-13,18H,1-4H3,(H,24,25)/p-1
64257-84-7Relevant articles and documents
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The present invention relates to processes for controlling arthropods, particularly processes for controlling insects and especially processes for controlling insects which ravage crops, particularly rice crops or market-garden crops; as well as to processes for protecting crops, particularly rice crops or market-garden crops; as well as to processes directed towards improving the yield of the treated crops; as well as to compositions or products which may be used in such processes.
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, (2008/06/13)
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T+:N;
