Alkyl phenyl sulfide derivative and pest control agent
An alkyl phenyl sulfide derivative represented by the general formula [I] or an agriculturally acceptable salt thereof, and a pest control agent containing the derivative or the salt as an active ingredient. [in the above formula, R 1 is, for example, a C 1 ˜C 6 alkyl group which is mono- or poly-substituted with halogen atom; R 2 is, for example, a halogen atom or a C 1 ˜C 6 alkyl group; R 3 is, for example, a hydrogen atom or a halogen atom; and R 4 is, for example, a hydrogen atom or a C 1 ˜C 12 alkyl group.] The derivative or the salt has an excellent pest control effect.
1. An alkyl phenyl sulfide derivative represented by the general formula [I′] or an agriculturally acceptable salt thereof
wherein n is an integer of 0, 1 or 2,
R 1′ is a C 1 -C 6 haloalkyl group (the group excludes 2-bromoethyl group and 3-bromopropyl group), a C 2 -C 8 alkenyl group (the group excludes allyl group), a C 2 -C 8 haloalkenyl group, a C 2 -C 6 alkynyl group, a C 2 -C 6 haloalkynyl group, a branched C 4 -C 6 alkyl group (the group excludes isobutyl group), a C 3 -C 6 cycloalkyl C 1 -C 6 alkyl group or a C 3 -C 6 halocycloalkyl C 1 -C 6 alkyl group,
R 2′ is a halogen atom, a C 1 -C 6 alkyl group, a C 1 -C 6 haloalkyl group, a C 3 -C 6 cycloalkyl group, a C 3 -C 6 halocycloalkyl group, a C 1 -C 6 haloalkoxy group, a cyano group or a nitro group,
R 3′ is a hydrogen atom, a halogen atom, a C 1 -C 6 alkyl group or a C 1 -C 6 haloalkyl group.
2. The alkyl phenyl sulfide derivative or an agriculturally acceptable salt thereof, according to claim 1 , wherein R 2 in the general formula [I] is a halogen atom, a C 1 -C 6 alkyl group, a C 1 -C 6 haloalkyl group or a cyano group.
3. The alkyl phenyl sulfide derivative or an agriculturally acceptable salt thereof, according to claim 1 , wherein R 3′ in the general formula [I′] is a hydrogen atom, a halogen atom or a C 1 -C 6 alkyl group.
4. An alkyl phenyl sulfide derivative or an agriculturally acceptable salt thereof, according to claim 2 , wherein R 3′ in the general formula [I] is a hydrogen atom, a halogen atom or a C 1 -C 6 alkyl group.
5. A pest control agent comprising an alkyl phenyl sulfide derivative or an agriculturally acceptable salt thereof, according to claim 3 , as an active ingredient; and at least one additive component.
6. A pest control agent comprising:
an alkyl phenyl sulfide derivative or an agriculturally acceptable salt thereof as an active ingredient,
wherein the alkyl phenyl sulfide derivative is represented by the general formula [I′] or the agriculturally acceptable salt thereof
wherein n is an integer of 0, 1 or 2,
R 1′ is a C 1 -C 6 haloalkyl group (the group excludes 2-bromoethyl group), a C 2 -C 8 alkenyl group (the group excludes allyl group), a C 2 -C 8 haloalkenyl group, a C 2 -C 6 alkynyl group, a C 2 -C 6 haloalkynyl group, a branched C 4 -C 6 alkyl group (the group excludes isobutyl group), a C 3 -C 6 cycloalkyl C 1 -C 6 alkyl group or a C 3 -C 6 halocycloalkyl C 1 -C 6 alkyl group,
R 2′ is a halogen atom, a C 1 -C 6 alkyl group, a C 1 -C 6 haloalkyl group, a C 3 -C 6 cycloalkyl group, a C 3 -C 6 halocycloalkyl group, a C 1 -C 6 haloalkoxy group, a cyano group or a nitro group,
R 3′ is a hydrogen atom, a halogen atom, a C 1 -C 6 alkyl group or a C 1 -C 6 haloalkyl group.
7. An alkyl phenyl sulfide derivative represented by the general formula [I′] or an agriculturally acceptable salt thereof
wherein n is an integer of 0, 1 or 2,
wherein R 1′ in the general formula [I′] is a 2,2-difluoroethyl group, a 2,2,2-trifluoroethyl group, a 3,3,3-trifluoropropyl group, a pentafluoroethyl group, a 1,2,2,2-tetrafluoroethyl group, a 2-chloro-2,2-difluoroethyl group, a 2,2,3,3-tetrafluoropropyl group, a 2,2,3,3,3-pentafluoropropyl group, a 3,3-dichloroallyl group, a propargyl group, a cyclopropylmethyl group or a (2,2-difluorocyclopropyl)methyl group,
wherein R 2′ is a halogen atom, a C 1 -C 6 alkyl group, a C 1 -C 6 haloalkyl group, a C 3 -C 6 cycloalkyl group, a C 3 -C 6 halocycloalkyl group, a C 1 -C 6 haloalkoxy group, a cyano group or a nitro group, and
wherein R 3′ is a hydrogen atom, a halogen atom, a C 1 -C 6 alkyl group or a C 1 -C 6 haloalkyl group.
8. The alkyl phenyl sulfide derivative or an agriculturally acceptable salt thereof, according to claim 7 , wherein R 2′ in the general formula [I′] is a halogen atom, a C 1 -C 6 alkyl group, a C 1 -C 6 haloalkyl group or a cyano group.
9. The alkyl phenyl sulfide derivative or an agriculturally acceptable salt thereof, according to claim 7 , wherein R 3′ in the general formula [I] is a hydrogen atom, a halogen atom or a C 1 -C 6 alkyl group.
10. A pest control agent which contains, as an active ingredient, an alkyl phenyl sulfide derivative or an agriculturally acceptable salt thereof, according to claim 7 .