A nematocidal composition containing as active ingredient(s) dithiocarbamate compound(s) represented by the general formula, ##STR1## wherein R and R.sup.1 are each lower alkyl groups and R.sup.2 is a group of --CH.sub.2 C.tbd.CH, --CH.sub.2 CH.dbd.CH.sub.2, ##STR2## or --CH.sub.2 --CH.dbd.CHCH.sub.3.

This invention relates to a nematocidal composition containing a 
dithiocarbamate compound as the active ingredient. 
In the countries where upland farming is the mainstay of agriculture, 
damages of the annual or perennial plants by the injurious soil nematodes 
such as root-knot nematodes, root-lesion nematodes and cyst nematodes are 
a large problem, and they are laboring to find out a method of control for 
such injurious soil nematodes. Development of a safe and effective 
nematocidal compositions is thus keenly requested. 
Heretofore, a number of different kinds of nematocides have been developed 
and practically used for controlling of said injurious soil nematodes. In 
use, most of these nematocides are diffused into the soil in the form of a 
gas to kill the nematodes which come into contact with the diffused gas. 
Among of them, typical compounds used for such nematocides are, for 
example, EDB (1,2-dibromoethane), D-D (1,3-dichloropropene and 
1,2-dichloropropane), chloropicrin (trichloronitromethane), methyl 
bromide, carbam (ammonium or sodium N-methyl-dithiocarbamate), DCIP 
(bis-[2-chloro-1-methylethyl]ether) and DBCP 
(1,2-dibromo-3-chloropropane). These compounds can be gasified at a normal 
temperature and easily diffused into the soil, so that they produce a 
relatively high killing effect against the injurious soil pests. On the 
other hand, because of their strong toxicity, inflammability and 
irritative action, their use in the neighborhood of cities is attended by 
many problems, and certain restrictions are imposed on their storage and 
use. Also, damage to crops from these chemicals is not a few and no 
planting is allowed unless the gaseous compounds diffused in the soil are 
eliminated. Further, because of their non-specific killing effect against 
the living things in the soil, these compounds might annihilate even the 
useful organisms living in the soil, and if the injurious soil nematodes 
are given a chance to again invade to the once treated soil, the density 
of such nematodes will increase in such soil rapidly, and on the second 
year after planting, even a greater degree of damage may be caused than in 
the non-treated soil. 
The present inventors have made further studies on the compounds effective 
for controlling the injurious soil nematodes and found that certain 
dithiocarbamate compounds have a specific killing effect against such 
nematodes. This invention was completed on the basis of such findings. 
There are known many dithiocarbamate compounds which are useful as 
herbicides or fungicides, and the above-mentioned carbam compounds are 
already commercialized as nematocides. The carbam compounds are strongly 
irritative to the skin, and it is considered that they are decomposed in 
the soil into a methyl isothiocyanate gas to produce a nematocidal effect. 
The compounds provided according to this invention are 
N,N-dialkyldithiocarbamates which, like said carbam compounds, are 
different from N-monoalkyldithiocarbamates in decomposing properties and 
made of action. 
The dithiocarbamate derivatives according to this invention can be easily 
obtained by reacting dialkylamine with carbon disulfide and further 
reacting the resultant product with an allyl halide, a methylallyl halide, 
a propargyl halide or a crotyl halide. 
Shown below are the processes for the synthesis of some typical compounds 
provided according to this invention. 
SYNTHESIS EXAMPLE 1 
Synthesis of propargyl-N,N-dimethyldithiocarbamate 
16.3 Grams of a 40% dimethylamine aqueous solution was added to 40 ml of 
dimethylformamide, and while maintaining the mixture at a temperature of 
5.degree.-10.degree. C., 4.8 gr of carbon disulfide was added dropwise 
under agitation over the period of 30 minutes. Thereafter, the temperature 
of the mixture was maintained at a room temperature and 7.1 gr of 
propargyl bromide was added dropwise thereto over the period of 30 
minutes. The reaction mixture was agitated at the same temperature for one 
hour and at 40.degree.-50.degree. C. for additional two hours to complete 
the reaction. The reaction mixture was poured into water and the separated 
organic substance was extracted twice with 50 ml of benzene, washed with 
diluted hydrochloric acid and further washed with water, and after removal 
of benzene by distillation, 9.2 gr of the desired product was obtained. 
M.p.: 57.degree.-59.degree. C. The results of elemental analysis were 
shown as follows: 
______________________________________ 
C H N S 
______________________________________ 
Calculated (%): 
45.28 5.66 8.81 40.25 
Found (%): 45.33 5.68 8.76 39.91 
______________________________________ 
SYNTHESIS EXAMPLE 2 
Synthesis of allyl-N,N-dimethyldithiocarbamate 
The same procedures of reaction and treatment as practiced in Synthesis 
Example 1 were repeated except that by using 7.3 gr of allyl bromide 
instead of propargyl bromide to obtain 9.0 gr of the desired product which 
is oily at a room temperature. B.p.: 119.degree. C./8 mmHg. 
Refractive index: n.sub.D.sup.20 1.6042. 
Elemental analysis: 
______________________________________ 
C H N S 
______________________________________ 
Calculated (%): 
44.72 6.82 8.70 39.75 
Found (%): 44.75 6.87 8.71 39.80 
______________________________________ 
SYNTHESIS EXAMPLE 3 
Synthesis of 2-methylallyl-N,N-dimethyldithiocarbamate 
The process of Synthesis Example 1 was repeated except that by using 5.5 gr 
of 2-methylallyl chloride instead of propargyl bromide to obtain 8.1 gr of 
the desired product which is oily at a room temperature. 
Refractive index: n.sub.D.sup.20 1.5745. 
Elemental analysis: 
______________________________________ 
C H N S 
______________________________________ 
Calculated (%): 
48.00 7.43 8.00 36.57 
Found (%): 48.11 7.50 8.12 36.30 
______________________________________ 
SYNTHESIS EXAMPLE 4 
Synthesis of crotyl-N,N-dimethyldithiocarbamate 
12.0 Grams of a 50% dimethylamine aqueous solution was added to 30 ml of 
tetrahydrofuran, and to this mixture being maintained a temperature at 
0.degree.-5.degree. C., was added dropwise 5.0 gr of carbon disulfide 
under agitation over the period of 30 minutes. Thereafter, the reaction 
mixture was maintained at a room temperature and further 5.4 gr of crotyl 
chloride was added dropwise thereto over the period of 30 minutes, and 
this was followed by 3-hour agitation at the same temperature to complete 
the reaction. The reaction mixture was poured into water and the separated 
organic substance was extracted twice with 30 ml of toluene, washed with 
diluted hydrochloric acid and further washed with water, and then toluene 
was removed by distillation to obtain 10.2 gr of the desired product 
having the following physical properties. 
Refractive index: n.sub.D.sup.20 1.5880 
Elemental analysis: 
______________________________________ 
C H N S 
______________________________________ 
Calculated (%): 
48.00 7.43 8.01 36.57 
Found (%): 48.00 7.67 7.98 36.48 
______________________________________ 
SYNTHESIS EXAMPLE 5 
Synthesis of allyl-N,N-diethyldithiocarbamate 
9.7 Grams of diethylamine was added to 50 ml of tetrahydrofuran, and while 
maintaining the mixture at a temperature of 0.degree.-5.degree. C. and 
under agitation, 5.0 gr of carbon disulfide was added dropwise to the 
mixture over the period of 30 minutes. Thereafter, the temperature of the 
mixture was allowed to rise up to a room temperature, followed by dropwise 
addition of 4.6 gr of allyl chloride over the period of 30 minutes. The 
reaction mixture was poured into water and the separated organic substance 
was extracted twice with 30 ml of toluene, washed with diluted 
hydrochloric acid and further washed with water. After removal of toluene 
by distillation, there was obtained 8.3 gr of the desired product. 
Refractive index: n.sub.D.sup.20 1.5755 
Elemental analysis: 
______________________________________ 
C H N S 
______________________________________ 
Calculated (%): 
50.79 7.94 7.40 33.86 
Found (%): 50.85 8.00 7.39 33.78 
______________________________________ 
SYNTHESIS EXAMPLE 6 
Synthesis of allyl-N,N-dipropyldithiocarbamate 
13.4 Grams of dipropylamine was added to 50 ml of tetrahydrofuran, and to 
this mixture being maintained a temperature at 0.degree.-5.degree. C., was 
added dropwise 5.0 gr of carbon disulfide over the period of 30 minutes 
under agitation. Thereafter, the mixture was maintained at a room 
temperature and 7.3 gr of allyl bromide was added dropwise thereto over 
the period of 30 minutes. The mixture was agitated at the same temperature 
for 3 hours to complete the reaction. The reaction mixture was poured into 
water and the separated organic substance was extracted twice with 30 ml 
of toluene and washed with diluted hydrochloric acid, followed by further 
washing with water. After removal of toluene by distillation to obtain 9.7 
gr of the desired product. 
Refractive index: n.sub.D.sup.20 1.5525 
Elemental analysis: 
______________________________________ 
C H N S 
______________________________________ 
Calculated (%): 
55.30 8.76 6.45 29.49 
Found (%): 55.27 8.81 6.51 29.51 
______________________________________ 
The compounds according to this invention may be mixed with various types 
of carriers to prepare them into a desired form of use such as 
emulsifiable concentrate, wettable powder, granules, dust, etc. The 
carriers used for such preparations may be either liquid or solid form or 
may be a combination thereof. These carriers are inert organic solvents, 
and examples of solid carriers include bentonite, talc, kaoline-clay, 
diatomaceous earth and the like. Examples of liquid carriers include 
xylene, methylnaphthalene, isophorone, cyclohexanone and the like. 
In manufacturing of various forms of preparations, the composition may also 
be blended with surface active agents and other additives for giving 
emulsifiability, dispersability, spreadability and other required 
properties. Any desired preparations can easily be obtained by utilizing 
the commonly employed techiques for agricultural chemicals preparations. 
Also, the compounds according to this invention may be used not only 
independently but also in admixture with other agricultural chemicals such 
as herbicides, fungicides, insecticides, etc.

The present invention is described further in detail hereinbelow by way of 
embodiments thereof. All the "parts" appearing in the following 
descriptions are by weight. 
EXAMPLE 1 
Emulsifiable concentrate 
The following materials were mixed and dissolved to prepare an emulsifiable 
concentrate. 
______________________________________ 
Allyl-N,N-dimethyldithiocarbamate 
50 parts 
Xylene 30 parts 
Kawakazole (tradename for an emulsifier 
10 parts 
manufactured by Kawasakikasei 
Chemicals Ltd.) 
Agrizole (tradename for an emulsifier 
10 parts 
manufactured by Kao Atras Co., Ltd.) 
______________________________________ 
EXAMPLE 2 
Wettable powder 
The following materials were mixed to prepare a wettable powder. 
______________________________________ 
2-Methylallyl-N,N-dimethyldithiocarbamate 
50 parts 
Carplex (tradename for a silica manufactured 
25 parts 
by Shionogi & Co., Ltd.) 
Kaolin-clay 20 parts 
Solpol 5039 (tradename for a dispersant 
manufactured by Toho 5 parts 
Chemicals Co., Ltd.) 
______________________________________ 
EXAMPLE 3 
Dust 
The following materials were mixed to prepare a dust. 
______________________________________ 
Propargyl-N,N-dimethyldithiocarbamate 
3 parts 
Carplex 5 parts 
Fubasami-clay (air-elutriated clay 
manufactured by Onuki 92 parts 
Mining Co., Ltd.) 
______________________________________ 
EXAMPLE 4 
Granules 
The following materials were mixed and prepared into granules according to 
an ordinary granulating method. 
______________________________________ 
Allyl-N,N-dimethyldithiocarbamate 
5 parts 
Kaolin-clay 55 parts 
Bentonite 30 parts 
Sodium Lignin sulfonate 
5 parts 
Carplex 5 parts 
______________________________________ 
EXAMPLE 5 
Granules 
The following materials were mixed and prepared into granules according to 
an ordinary granulating method. 
______________________________________ 
Allyl-N,N-dimethyldithiocarbamate 
25 parts 
Diatomaceous earth 73.5 parts 
Saffinol TGE (tradename for a surface active 
1.5 parts 
agent manufactured by Sankyo 
Kasei Co., Ltd.) 
______________________________________ 
EXAMPLE 6 
Emulsifiable concentrate 
The following materials were mixed and dissolved to prepare an emulsifiable 
concentrate. 
______________________________________ 
Allyl-N,N-diethyldithiocarbamate 
50 parts 
Xylene 30 parts 
Kawakazole 10 parts 
Agrizole P-145 (tradename for an emulsifier 
manufactured by Kao Atras 
10 parts 
Co., Ltd.) 
______________________________________ 
EXAMPLE 7 
Wettable powder 
The following materials were mixed to prepare a wettable powder. 
______________________________________ 
Allyl-N,N-dipropyldithiocarbamate 
50 parts 
Carplex 25 parts 
Kaolin-clay 20 parts 
Solpol 5039 5 parts 
______________________________________ 
EXAMPLE 8 
Dust 
The following materials were mixed and pulverized to prepare a dust. 
______________________________________ 
Crotyl-N,N-dimethyldithiocarbamate 
3 Parts 
Carplex 5 Parts 
Fubasami-clay 92 Parts 
______________________________________ 
EXAMPLE 9 
Granules 
The following materials were mixed and prepared into granules according to 
a common granulating method. 
______________________________________ 
Allyl-N,N-diethyldithiocarbamate 
25 parts 
Kaolin-clay 25 parts 
Bentonite 40 parts 
Carplex 5 parts 
Sodium lignin sulfonate 
5 parts 
______________________________________ 
EXAMPLE 10 
Granules 
The following materials were mixed and prepared into granules according to 
a usual granulating method. 
______________________________________ 
Allyl-N,N-diethyldithiocarbamate 
25 parts 
Kaolin-clay 25 parts 
Bentonite 35 parts 
Carplex 10 parts 
Rapisol B-80 (tradename for a dispersant 
manufactured by Nippon Oils 
5 parts 
and Fats Co., Ltd.) 
______________________________________ 
Now, the prominent nematode-killing effects of the compounds according to 
this invention are described by way of the test examples. 
TEST EXAMPLE 1 
Nematocidal activity on Pratylenchus penetrans and Bursaphelenchus 
lignicolus 
The nematodes to be tested were the groups of individuals, mostly larvae, 
of two species of nematodes (Pratylenchus penetrans and Bursaphelenchus 
lignicolus) under indoor cultivation. 
Each compound to be tested was dissolved in ethanol to 1% concentration, 
and this solution was diluted with a 0.1% aqueous solution of Tween 80 
(tradename for polyoxyethylene sorbitan monooleate manufactured by Kao 
Atras Co., Ltd.) to a desired concentration. 10 Milliliter of each diluted 
solution was pipetted into a syracuse watch glass and said species of 
nematodes were placed therein (150 to 200 of nematodes per glass) and bred 
at 27.degree. C. for 48 hours. Death and survival of the nematodes were 
examined under a binocular microscope to determine the mortality (%). The 
test was repeated four times. The results are shown in Table 1. 
TABLE 1 
______________________________________ 
Mortality (%) 
Compound Pratylenehus Bursaphelenchus 
Concent- penetrans lignicolus 
ration (ppm) 
100 50 10 1 50 10 1 
______________________________________ 
Allyl-N,N- 
dimethyl- 100 85.0 46.8 18.6 100 76.8 27.5 
dithio- 
carbamate 
2-Methyl- 
allyl-N,N- 
dimethyl- 100 91.3 56.2 25.0 100 87.5 30.1 
dithio- 
carbamate 
Propargyl- 
N,N-dimethyl- 
100 88.3 49.5 15.3 100 80.0 29.4 
dithio- 
carbamate 
(Control) 
DBCP 100 75.1 36.3 1.2 92.4 65.5 4.8 
______________________________________ 
TEXT EXAMPLE 2 
Effectiveness on Meloidogyne incognita with tomatoes used as indicator 
The soil in which Meloidogyne incognita nematodes were bred by using sweet 
potato as host plant was packed into an unglazed pots (5.5 cm in diameter 
and 5.5 cm in height), 50 gr of soil per pot, and a measured amount of a 
wettable powder prepared according to Example 2 was diluted with water and 
poured on the surface of each pot. After allowing the pots to stand for 24 
hours, tomato seeds were sown in the pots (10 seeds of tomato per pot). As 
for the carbam compound tested, a measured amount of this compound (in 
liquid state) was absorbed into a piece of cotton and the cotton was 
placed in a 5 cm deep hole bored in the center of each pot and covered 
with soil. Tomato seeds were sown (10 seeds per pot) on the 10th day after 
the treatment. The test was carried out in a glass hothouse (at a 
temperature of 25.degree.-30.degree. C.), and one month after the 
treatment, the rate of parasitic knots and phytotoxicity were examined. 
The rate of parasitic knots and the degree of phytotoxicity were expressed 
by the following rating. The results were as shown in Table 2 below. The 
test was repeated three times. 
TABLE 2 
______________________________________ 
Rate of parasitic knots: 
0 None 
1 Light 
2 Moderate 
3 Heavy 
4 Severe 
Rate of phytotoxicity: 
- No sign of chemical 
damage 
.+-. Growth was slightly 
affected and leaf 
blades were discolored. 
+ Growth was bad and 
leaf blades were 
discolored 
++ Growth was very bad 
and all leaves 
were browned 
+++ Almost blasted 
Rate of Rate of 
Dosage parasitic 
phyto- 
Compound (kg/10a) knots toxicity 
______________________________________ 
Allyl-N,N-dimethyldithio- 
10 0 .+-. 
carbamate 5 0 - 
50% wettable powder 
2.5 1.5 - 
2-Methylallyl-N,N-dimethyl- 
10 0 .+-. 
dithiocarbamate 5 0 - 
50% wettable power 
2.5 1.2 - 
Propargyl-N,N-dimethyl- 
10 0 .+-. 
dithiocarbamate 5 0.5 - 
50% wettable power 
2.5 1.2 - 
(Control) 10 0 + 
Carbam 5 0.6 .+-. 
50% liquid 2.5 2.5 - 
Non-treated -- 4 - 
______________________________________ 
TEST EXAMPLE 3 
Effectiveness on Pratylenchus penetrans with burdocks used as indicator 
Pratylenchus penetrans cultured indoor with alfalfa callus were 
artificially inoculated into sterilized soil. The density of the nematodes 
was more than 1,000 per gr of soil. The nematode-inoculated soil was left 
in a room at 25.degree. C. for 24 hours and then packed into unglazed pots 
in the same way as Test Example 2, followed by compound application. Then 
after 24 hours, the burdock seeds were sown therein (five seeds per pot). 
The carbam compound was applied in the same way as Test Example 2, and the 
burdock seeds were sown (5 seeds per pot) on the 10th day after the 
treatment. The test was performed in a glass hothouse (at a temperature of 
25.degree.-30.degree. C.) and the degree of damage to roots and 
phytotoxicity were examined 50 days after the treatment. The results are 
shown in Table 3 below. The test was repeated three times. The degree of 
damage to the roots and pytotoxicity were expressed by the following 
rating. 
TABLE 3 
______________________________________ 
Degree of damage to roots: 
0 None 
1 Light 
2 Moderate 
3 Heavy 
4 Severe 
Rate of phytotoxicity: 
- No sign of damage 
.+-. Growth was slightly 
affected and leaf blades 
were discolored 
+ Growth was bad and leaf 
blades were discolored. 
++ Growth was very bad and 
all leaves were browned. 
+++ Almost blasted 
Degree of Rate of 
Dosage damage to phyto- 
Compound (kg/10a) roots toxicity 
______________________________________ 
Allyl-N,N-dimethyl- 
10 0 - 
dithiocarbamate 5 0.1 - 
50% wettable powder 
2.5 1.9 - 
2-Methylallyl-N,N- 
10 0 - 
dimethyldithiocarbamate 
5 0 - 
50% wettable powder 
2.5 1.7 - 
Propargyl-N,N-dimethyl- 
10 0 - 
dithiocarbamate 5 0.7 - 
50% wettable powder 
2.5 2.1 - 
Carbam 10 0 .+-. 
50% liquid 5 0.89 - 
2.5 2.8 - 
Non-treated -- 3.5 - 
______________________________________ 
TEST EXAMPLE 4 
Effectiveness on Meloidogine incognita in large-sized pots with tomatoes 
used as indicator plant 
The soil in which Meloidogine incognita were bred by using sweet potatoes 
as host plant was packed into the 1/2000 are pots (30 cm high) and a 
measured amount of compound granules prepared according to Example 5 were 
treated in the soil to the depth of 15 cm. The control of 20% DBCP 
(1,2-dibromo-3-chloropropane) granules were similarly applied. On the 
fifth day after the compound application, the tomato seedlings were 
transplanted in the pots (7 seedlings per pot). The test was conducted in 
a glass hothouse (25.degree.-30.degree. C.) and repeated twice. The rate 
of parasitic knots and phytotoxicity were examined 60 days after 
transplanting of the tomato seedlings. The results are shown in Table 4 
below. The rate of parasitic knots and phytotoxicity were expressed by the 
following rating. 
TABLE 4 
______________________________________ 
Rate of parasitic knots: 
0 None 
1 Light 
2 Moderate 
3 Heavy 
4 Severe 
Rate of pytotoxicity: 
- No sign of damage 
.+-. Growth was slightly bad 
+ Growth was bad 
++ Growth was very bad 
+++ Blasted 
Rate of Rate of 
Dosage parasitic 
phyto- 
Compound (kg/10a) knots toxicity 
______________________________________ 
Allyl-N,N-dimethyl- 
30 0 .+-. 
dithiocarbamate 20 0 - 
25% granules 10 1 - 
DBCP 30 0 .+-. 
20% granules 20 1 - 
10 1.5 - 
Non-treated -- 3.5 - 
______________________________________ 
TEST EXAMPLE 5 
Nematocidal activity on Bursaphelenchus lignicolus 
The tested nematodes were the groups of individuals, mostly larvae, of 
Bursaphelenchus lignicolus under indoor cultivation. 
Each compound to be tested was dissolved in ethanol to 1% concentration and 
the solution was diluted to a desired concentration with Tween 80 
(tradename for polyoxyethylene sorbitan monoolate manufactured by Kao 
Atras & Co., Ltd.). Each diluted solution was pipetted (10 ml) into a 
Syracuse watch glass, and the nematodes were placed in the respective 
watch glasses (150 to 200 nemadoes per glass) and bred at 27.degree. C. 
for 48 hours. Thereafter, death and survival of the nematodes were 
examined microscopically to determine the mortality. The test was repeated 
three times. The results are shown in Table 5 below. 
TABLE 5 
______________________________________ 
Mortality (%) 
Compound 50.sup.ppm 
10.sup.ppm 
1.sup.ppm 
______________________________________ 
Allyl-N,N-diethyldithio- 
carbamate 100 83.5 25.9 
Allyl-N,N-dipropyldithio- 
carbamate 100 75.1 25.9 
Crotyl-N,N-dimethyldithio- 
carbamate 100 83.6 31.0 
DBCP 
(control) 95.1 57.7 3.0 
______________________________________ 
TEST EXAMPLE 6 
Effectiveness on Meloidogine incognita with tomatoes used as indicator 
plant 
The soil in which the nematodes (Meloidogine incognita) were bred by using 
sweet potatoes as host plant was packed into an unglazed pot having (5.5 
cm-diameter and 5.5 cm-height), 50 gr of soil per pot, and a measured 
amount of a wettable powder prepared according to Example 7 was diluted 
with water and poured onto the surface of each pot. On the fifth day after 
said treatment, the tomato seeds were sown in the pots (10 seeds per pot). 
In the case of the carbam compound (control), a measured amount of said 
compound was absorbed into a piece of cotton and the cotton was placed in 
a 5 cm deep hole bored in the center of each pot and covered with soil, 
and on the 10th day after the treatment, tomato seeds were sown in the 
pots (10 seeds per pot). The test was conducted in a glass hothouse (at a 
temperature of 25.degree.-30.degree. C.), and the rate of parasitic knots 
and phytotoxicity were investigated one month after the treatment. The 
rate of parasitic knots and phytotoxicity were expressed by the following 
rating. The results were shown as in Table 6 below. The test was repeated 
three times. 
TABLE 6 
______________________________________ 
Rate of parasitic knots: 
0 None 
1 Light 
2 Moderate 
3 Heavy 
4 Severe 
Rate of phytotoxicity: 
- No sign of damage 
.+-. Slightly bad growth 
+ Bad growth 
++ Very bad growth' 
+++ No germination or 
blasted 
Rate of Rate of 
Dosage parasitic 
phyto- 
Compound (kg/10a) knots toxicity 
______________________________________ 
Allyl-N,N-diethyldithio- 
10 0 .+-. 
carbamate 5 0.5 - 
50% wettable powder 
2.5 1.7 - 
Allyl-N,N-dipropyldithio- 
10 0 .+-. 
carbamate 5 0.2 - 
50% wettable powder 
2.5 1.2 - 
Crotyl-N,N-dimethyldithio- 
10 0 - 
carbamate 5 0.1 - 
50% wettable powder 
2.5 1.5 - 
(Control) 10 0 + 
Carbam 5 0.5 .+-. 
50% liquid 2.5 3.0 - 
Non-treated -- 4 - 
______________________________________ 
TEST EXAMPLE 7 
Effectiveness on Pratylenchus penetrans with burdocks used as indicator 
plant 
The nematodes (Pratylenchus penetrans) cultured indoor with alfalfa callus 
were inoculated artificially into sterilized soil. The density of 
nematodes was more than 1,000 per gr of soil. The thus inoculated soil was 
left in a room at 25.degree. C. for 24 hours, then packed into the 
unglazed pots in the same way as Test Example 6 and treated with the test 
compounds. On 3rd day after the treatment, burdock seeds were sown in the 
pots (5 seeds per pot). In the case of the carbam compound (control), it 
was treated in the same way as Test Example 6 and the burdock seeds were 
sown in the pots (5 seeds per pot) on the 10th day after the treatment. 
The test was carried out in a glass hothouse (25.degree.-30.degree. C.), 
and the degree of damage to the roots and phytotoxicity were examined 50 
days after the treatment. The results are shown in Table 7. The test was 
repeated three times. The degree of damage to the roots and phytotoxicity 
were expressed by the following rating. 
TABLE 7 
______________________________________ 
Degree of damage to roots: 
0 None 
1 Light 
2 Moderate 
3 Heavy 
4 Severe 
Rate of phytotoxicity: 
- No sign of damage 
.+-. Slightly bad growth 
+ Bad growth 
+ Very bad growth 
+++ No germination or 
blasted 
Degree of Rate of 
Dosage damage to phto- 
Compound (kg/10a) roots toxicity 
______________________________________ 
Allyl-N,N-diethyldithio- 
10 0 - 
carbamate 5 0.8 - 
50% wettable powder 
2.5 1.8 - 
Allyl-N,N-dipropyldithio- 
10 0 - 
carbamate 5 0.8 - 
50% wettable powder 
2.5 2.0 - 
Crotyl-N,N-dimethyldithio- 
10 0 - 
carbamate 5 0.5 - 
50% wettable powder 
2.5 2.5 - 
(Control) 10 0 .+-. 
Carbam 5 0.6 - 
50% liquid 2.5 3.0 - 
Non-treated -- 3.4 - 
______________________________________ 
TEST EXAMPLE 8 
Effectiveness on Meloidogine incognita in large-sized pots with tomatoes 
used as indicator plant 
The soil in which Meloidogine incognita were bred by using sweet potatoes 
as host plant was packed into the 1,2000 are pots (30 cm high), and a 
measured amount of test compound granules were treated in the soil to the 
depth of 15 cm. The control 20% DBCP (1,2-dibromo-3-chloropropane) 
granules were also similarly treated. On the fifth day after said 
treatment, tomato seedlings were transplanted in the pots (7 seedlings per 
pot). The test was conducted in a glass hothouse (25.degree.-30.degree. 
C.) and repeated twice, and on the 60th day after said transplanting, the 
rate of parasitic knots and phytotoxicity were examined. The rate of 
parasitic knots and phytototxicity were expressed by the following rating. 
The results are shown in Table 8 below. 
TABLE 8 
______________________________________ 
Rate of parasitic knots: 
0 None 
1 Light 
2 Moderate 
3 Heavy 
4 Severe 
Rate of phytototicity: 
- No sign of damage 
.+-. Slight bad growth 
+ Bad growth 
++ Very bad growth 
+++ Blasted 
Rate of Rate of 
Dosage parasitic 
phyto- 
Compound (kg/10a) knots toxicity 
______________________________________ 
Allyl-N,N-diethyldithio- 
30 0 .+-. 
carbamate 20 0.5 - 
25% granules 10 1 - 
DBCP 30 0.5 .+-. 
20% granules 20 1 - 
10 2 - 
Non treated -- 4 - 
______________________________________ 
As viewed above, the compounds according to this invention show an 
excellent effectiveness against the root-lesion nematodes and root-knot 
nematodes which damage seriously to the principal farm products, while 
said compounds are non-phytotoxic to burdocks and tomatoes.