Chemical |
Diazinon |
CAS-number : |
333-41-5 |
|
Synonyms : |
Diatsinoni |
O,O-diethyl-O-(2-isopropyl-4-methyl-6-pyrimidinyl)-phosphorothioate |
O,O-Diethyl-O-(2-isopropyl-4-methyl-6-pyrimidinyl)thiophosphoric acid |
O,O-diethyl-O-(2-isopropyl-6-methyl-pyrimidin-4-yl-phosphorothioate) |
O,O-diethyl-O-(2-propyl-6-methylpyrimidin-4-yl)-thiophosphate |
Phosphorothioic acid, O,O-diethyl O-[6-methyl-2- (1- methylethyl)-4-pyrimidinyl] ester |
|
Sumformula of the chemical : |
C12H21N2O3PS
|
EINECS-number : |
2063738 |
|
Known impurities : |
Sulfotepp: 1.4 - 6.9 ppm as impurity (Meier et al. 1979). |
|
Uses : |
Active ingredient in insecticides.
|
|
State and appearance : |
A colourless oil (decomposes above 120 °C)
|
|
Molecular weight : |
304.38 |
|
Spesicif gravity (water=1) : |
1.116 |
|
|
Vapor pressure, mmHg : |
1.29 |
at 20°C, KEMI 1991 |
|
Water solubility, mg/l : |
40 |
20°C |
|
Boiling point, °C : |
83 |
83-84, MITI 1992 |
|
pKa : |
2.39 |
KEMI 1991 |
|
Log octanol/water coefficient, log Pow : |
3.95 |
KEMI 1991 |
|
Log soil sorption coefficient, log Kom : |
2.12 |
Sabljic 1987 |
|
Mobility : |
The mobility of diazinon is medium high.
It is bound more
tightly to soil the higher is contents of humus in soil, the
dryer soil is and the lower temperature is in soil.
Ka: 2 - 325
Koc: 255 - 496 (KEMI 1991).
|
|
Other physicochemical properties : |
Decomposes above 120 °C.
|
|
Hydrolysis in water : |
Diazinon is transformed nearest by hydrolysis.
The
transformation is relative slow.
It depends on acidity in soil
or water; the sourer soil the quicklier transformation (KEMI
1991).
|
|
Hydrolysis in acid : |
Acid hydrolysis (pH ~ 2) reduced diazinon concentration
by >99.9%; hydrolysis products are
6-isopropyl-4-methyl-2-pyrimidinol and thiophosphate (Meier et
al. 1976).
|
|
Half-life in soil, days : |
32 |
Li et al. 1990 |
|
Total degradation in soil : |
75 - 100 % disappearance from soils: 12 weeks (Verschueren
1983).
Persistence in soil at 10 ppm initial concentration:
wk incubation to
50% remaining 5% remaining
sterile sandy loam 12.5 -
sterile organic soil 6.5 -
non-sterile sandy loam <1 1
non-sterile organic soil 2 7
(Miles et al. 1979)
|
|
Total degradation in water : |
Biodegradation:
0% by BOD
period: 14d
substance: 100 mg/l
sludge: 30 mg/l
(MITI 1992)
|
|
Other information of degradation : |
In soil diazinon is degraded by microorganisms under acidic
conditions.
It is happening more quicklier if the soil is misty
and it has low pH and high temperature.
In the laboratory
experiment half of diazinon was mineralized after five months
at 25°C.
Degradation of diazinon by microbies is happening also
in water.
The half-life in water is about 3 days in the
laboratory experiment (KEMI 1991).
In the degradation (clay soil) pyrimidinol and
hydroxypyrimidinol are the degradation products.
Pyrimidinol
degradates in acidic conditions to carbon dioxide.
Diazinon transforms even to diazoxon and hydroxydiazinon.
Diaoxon is more toxicity than diazinon (KEMI 1991).
|
|
Bioconcentration factor, fishes : |
96.7 |
96.7 - 210, Pseudorasbora parva, |
210 |
Verschueren 1983 |
|
-- |
10 |
Fundulus heteroclitus, Verschueren 1983 |
|
-- |
7 |
7.0 - 46.9, 6w, Cyprinus carpio, conc 0.04 mg/l, |
46.9 |
|
10.7 |
10.7 - 36.6, 6w, Cyprinus carpio, conc 0.004 mg/l, |
36.6 |
MITI 1992 |
|
Other information of bioaccumulation : |
Bioconcentration ratios of diazinon by various species of
freshwater organisms - exposed to 10 ppb for 7 days:
bioconcentration ratio
average
Pseudorasbora parva 152
Cyprinus auratus 36.6
Cyprinus carpio 65.1
Lebistes reticulatus 17.5
Procambarus clarkii 4.9
Indoplanorbis exustus 17.0
Cipangopoludina malleata 5.9
Pseudorasbora parva: bioconcetration ratio increased with body
weight (exposure at 10 ppb for 7 days) from 50 to 175 for body
weights between 2 and 6 g (Kanazawa 1978).
Effect of the diazinon concentration in test water on the
bioconcentration ratios by Pseudorasbora parva:
diazinon in days after bioconc. days after return diazinon in
water, ppb exposure ratio to clean water fish, ppb
11.5 7 118.2 8 5
52.5 7 206.0 7 26
(Kanazawa 1978)
Diazinon is moderately bioaccumulated. log Kow: 3.95; BCF in
fish 18 - 213 (KEMI 1991).
Confirmed to be non-accumulative or low accumulative (Anon 1987).
Bioconcentration factor (other organisms):
4.9 - 152,water organisms (Verschueren 1983).
|
|
LD50 values to mammals in oral exposure, mg/kg : |
300 |
300 - 400, oral-rat, techn.grade |
400 |
Anon 1976 |
|
-- |
432 |
423 - 1031, orl-rat |
1031 |
KEMI 1991 |
|
LD50 values to mammals in non-oral exposure , mg/kg : |
455 |
skn-rat, Lewis & Sweet 1984 |
400 |
skn-rbt, - " - |
|
-- |
900 |
skn-rat-male, Martin 1968 |
455 |
skn-rat-female, Martin 1968 |
|
-- |
2150 |
>2150, skn-rat, KEMI 1991 |
|
LC50 values to mammals in inhalation exposure, mg/m3 : |
3500 |
ihl-rat, KEMI 1991 |
|
LDLo values to mammals in oral exposure, mg/kg : |
30 |
orl-rbt, Lewis & Sweet 1984 |
|
LD50 values to birds in oral exposure, mg/kg : |
2 |
orl-bwd, Lewis & Sweet 1984 |
3.5 |
orl-dck, - " - |
|
-- |
2 |
2.00 - 3.16, orl-Agelaius phoeniceus, |
3.16 |
|
110 |
110 - 316, orl-Sturnus vulgaris |
316 |
|
4.22 |
orl-Coturnix coturnix |
7.5 |
orl-Passer domesticus |
7.5 |
orl-Quiscalus quiscula |
3.16 |
orl-Columba livia |
|
Schafer et al. 1983 |
|
-- |
1 |
1 - 10 mg/kg, quail, sparrow, duck |
10 |
KEMI 1991 |
|
Subacute LC50 values to birds in feeding ex posure, mg/kg : |
32 |
5d, 32 - 38 mg/kg, feed, Anas |
38 |
platyrhynchos, KEMI 1991 |
|
Effects on reptiles : |
Diazinon (12 mg/kg soil) hinders the growth of young earthworms
(Allolobophora calignosa) (KEMI 1991).
|
|
Effects on bees : |
Highly toxic to bees (Martin 1968).
LD50, 48hr, 0.37 ug/bee (KEMI 1991).
|
|
Effects on anthropods : |
LC50, 0.025 mg/l, 96hr, Pteronarcys californica
(Sanders & Cope 1968).
LC50, 0.0046 mg/l, 30d, Pteronarcys dorsata
NOEC, 0.0039 mg/l, 30d, Pteronarcys dorsata
(Verschueren 1983).
LC50, 0.0017 mg/l, 96hr, Acroneuria lycorias
LC50, 0.00125 mg/l, 30d, Acroneuria lycorias
NOEC, 0.00083 mg/l, 30d, Acroneuria lycorias
LC50, 0.0022 mg/l, 30d, Ophiogomphus rubinsulensis
NOEC, 0.00129 mg/l, 30d, Ophiogomphus rubinsulensis
LC50, 0.00354 mg/l, 30d, Hydropsyche bettoni
NOEC, 0.00179 mg/l, 30d, Hydropsyche bettoni
LC50, 0.00105 mg/l, 30d, Ephemerelia subvaria
NOEC, 0.00042 mg/l, 30d, Ephemerelia subvaria
LD50, 2450 ppm, rice field spider: Oedothorax insecticeps
(Ishikura 1972).
LC50, misty soil, 1.2 mg/kg soil, grasshopper
LC50, dry soil, 37.6 mg/kg soil, grasshopper
(KEMI 1991).
|
|
Effects on plants : |
Application of diazonin at 0.42 kg a.i.
(50 % emulsifiable
concentrate)/ha to about 30 days old tomatoes (Lycopersicon
esculentum) as foliar sprays caused a reduction in tomato
shoot dry weight (Stephenson et al. 1980).
|
|
EC50 values to algae, mg/l : |
6.4 |
grw, 7d, Selenastrum capricornitum |
17.3 |
grw, 5d, Scenedesmus subspicatus |
|
KEMI 1991 |
|
NOEC values to algae, mg/l : |
0.06 |
7d, Selenastrum capricornitum |
|
KEMI 1991 |
|
LC50 values to crustaceans, mg/l : |
0.00027 |
srv,act, 30 d, Gammarus pseudolimnesus, |
|
Verschueren 1983 |
0.0026 |
srv,act, 96 hr, Acartia tonsa, |
|
Khattat & Farley 1976 |
0.0012 |
srv,act, 48 hr, Daphnia magna, Dennis et |
|
al. 1979 |
2.27 |
srv,act, 96 hr, Saccobranchus fossilis, |
|
Verma et al. 1982 |
0.08 |
srv,act, Daphnia pulex, Hashimoto & |
|
Nishiuchi 1981 |
0.008 |
srv,act, " " , Nishiuchi & |
|
Hashimoto 1967 |
0.004 |
srv,act, Daphnia magna, Kenaga 1979 |
0.0009 |
srv,act, 48 hr, Daphnia pulex, Sanders & |
|
Cope 1966 |
0.0025 |
srv,act, 48 hr, Daphnia magna, |
|
Gorbach & Knauf 1971 |
|
-- |
0.2 |
96hr, Gammarus lacustris, Sanders 1969 |
0.0014 |
48hr, Simocephalus serrulatus, Sanders & |
|
Cope 1966 |
|
EC50 values to crustaceans, mg/l : |
0.0009 |
48hr, Daphnia pulex, Shapiro 1979 |
|
-- |
0.00096 |
48hr, 0.00096 - 0.0011 mg/l, Daphnia |
0.0011 |
magna, KEMI 1991 |
|
LOEC values to crustaceans, mg/l : |
0.00032 |
mbt, Daphnia magna, KEMI 1991 |
|
NOEC values to crustaceans, mg/l : |
0.0002 |
30d, Gammarus pseudolimneaus |
0.00026 |
21d, Daphnia magna |
|
Verschueren 1983 |
|
-- |
0.00056 |
48hr, Daphnia magna, KEMI 1991 |
0.00083 |
chronic, rpd, Daphnia magna, KEMI 1991 |
|
LC50 values to fishes, mg/l : |
0.09 |
srv,act, Salmo gairdneri, Kenaga 1979 |
|
-- |
0.052 |
srv,act, 24 hr, Lepomis macrochirus |
0.38 |
srv,act, 24 hr, Salmo gairdneri |
|
Cope 1965 |
|
-- |
7.8 |
srv,act, 96 hr, Pimephales promelas |
1.6 |
srv,act, 96 hr, Jordanella floridae |
0.77 |
srv,act, 96 hr, Salvelinus fontinalis |
0.46 |
srv,act, 96 hr, Lepomis macrochirus |
0.45 |
srv,act,96 hr, Salmo trutta m. lacustris |
|
Allison & Hermanutz 1977 |
|
-- |
1.9 |
act,24 hr, Cyprinus carpio, Hashimoto et |
|
al. 1982 |
3.1 |
srv,act, 96 hr, Channa punctata |
|
Sastry & Malik 1981 |
|
-- |
3.2 |
srv,act, 48 hr, Cyprinus carpio |
5.1 |
srv,act, 48 hr, Carassius auratus |
|
Hashimoto & Nishiuchi 1981 |
|
-- |
2.6 |
2.6 - 3.2, srv,act, 96 hr, Salmo |
3.2 |
gairdneri |
16 |
srv,act, 96 hr, Lepomis macrochirus |
7.6 |
7.6 - 23.5, srv,act, 96 hr, Cyprinus |
23.5 |
carpio, Pesticide Manual 1983 |
|
-- |
3.2 |
srv,act, 48 hr, Cyprinus carpio |
|
Nishiuchi & Hashimoto 1967 |
|
-- |
0.02 |
srv,act, Lepomis macrochirus, Kenaga |
|
1979 |
2.3 |
1d, Branchydanio rerio |
2.12 |
4d, Branchydanio rerio |
|
Ansari et al. 1987 |
|
-- |
0.45 |
0.45 - 1.05, 96hr, Salvelinus fontanalis |
1.05 |
Allison & Hermanutz 1977 |
|
-- |
3.7 |
3.7 - 10.0, 96hr, Pimephales promelas |
10 |
|
0.17 |
0.17 - 0.53, 96hr, Lepomis macrochirus |
0.53 |
Dennis et al. 1979 |
|
-- |
0.4 |
96hr, Salmo gairdneri, KEMI 1991 |
23 |
96hr, Cyprinus carpio, KEMI 1991 |
|
-- |
4 |
48hr, Oryzias latipes, MITI 1992 |
|
LOEC values to fishes, mg/l : |
0.014 |
grw,chr, Platichthys flesus, |
|
Allison & Hermanutz 1977 |
0.09 |
rpd,schr, Pimephales promelas, |
|
Järvinen & Tanner 1982 |
0.0005 |
rdp,schr, Cyprinodon variegatus, |
|
Goodman et al. 1979 |
0.0032 |
chr, Pimephales promelas, Allison & |
|
Hermanutz 1977 |
|
NOEC values to fishes, mg/l : |
0.04 |
rpd,schr, Pimephales promelas, |
|
Järvinen & Tanner 1982 |
0.008 |
chr, Pimephales promelas, Allison & |
|
Hermanutz 1977 |
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63 | Anon. 1976.
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1848 | Anon. 1987a.
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