JPS594409B2 - シクロプロパンアルキレンエステルの製法 - Google Patents

シクロプロパンアルキレンエステルの製法

Info

Publication number: JPS594409B2
Authority: JP; Japan
Prior art keywords: group; formulas; arylene; general formula; cyclopropane
Prior art date: 1973-04-13
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

JP49039375A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5012051A (fr

Inventor

アーサーヘンリツククリーヴ

バーナーダススタールジエラーダス

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Zoecon Corp

Original Assignee

Zoecon Corp

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1973-04-13

Filing date

1974-04-05

Publication date

1984-01-30

1973-04-13 Priority claimed from US00350952A external-priority patent/US3849466A/en

1973-04-13 Priority claimed from US351028A external-priority patent/US3860629A/en

1973-11-19 Priority claimed from US417359A external-priority patent/US3903128A/en

1974-04-05 Application filed by Zoecon Corp filed Critical Zoecon Corp

1975-02-07 Publication of JPS5012051A publication Critical patent/JPS5012051A/ja

1984-01-30 Publication of JPS594409B2 publication Critical patent/JPS594409B2/ja

Status Expired legal-status Critical Current

Links

-1 cyclopropane alkylene ester Chemical class 0.000 title claims description 11
238000004519 manufacturing process Methods 0.000 title claims description 3
150000001875 compounds Chemical class 0.000 claims description 16
239000002253 acid Substances 0.000 claims description 9
125000000732 arylene group Chemical group 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 7
125000002947 alkylene group Chemical group 0.000 claims description 7
125000004419 alkynylene group Chemical group 0.000 claims description 5
125000002993 cycloalkylene group Chemical group 0.000 claims description 5
150000004820 halides Chemical class 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 3
125000000304 alkynyl group Chemical group 0.000 claims description 3
150000001298 alcohols Chemical class 0.000 claims description 2
239000000126 substance Substances 0.000 claims 3
229910052783 alkali metal Inorganic materials 0.000 claims 1
150000003573 thiols Chemical class 0.000 claims 1
239000000203 mixture Substances 0.000 description 11
125000004432 carbon atom Chemical group C* 0.000 description 10
241000238876 Acari Species 0.000 description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
239000002904 solvent Substances 0.000 description 8
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 6
235000013601 eggs Nutrition 0.000 description 5
239000000243 solution Substances 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
239000013543 active substance Substances 0.000 description 4
239000000843 powder Substances 0.000 description 4
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
239000004215 Carbon black (E152) Substances 0.000 description 3
241000196324 Embryophyta Species 0.000 description 3
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
125000001931 aliphatic group Chemical group 0.000 description 3
238000009835 boiling Methods 0.000 description 3
125000000753 cycloalkyl group Chemical group 0.000 description 3
ZOOSILUVXHVRJE-UHFFFAOYSA-N cyclopropanecarbonyl chloride Chemical compound ClC(=O)C1CC1 ZOOSILUVXHVRJE-UHFFFAOYSA-N 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
229930195733 hydrocarbon Natural products 0.000 description 3
150000002430 hydrocarbons Chemical class 0.000 description 3
239000011541 reaction mixture Substances 0.000 description 3
XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
241001454294 Tetranychus Species 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
239000004480 active ingredient Substances 0.000 description 2
239000012267 brine Substances 0.000 description 2
DLDJFQGPPSQZKI-UHFFFAOYSA-N but-2-yne-1,4-diol Chemical compound OCC#CCO DLDJFQGPPSQZKI-UHFFFAOYSA-N 0.000 description 2
239000012876 carrier material Substances 0.000 description 2
238000010790 dilution Methods 0.000 description 2
239000012895 dilution Substances 0.000 description 2
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 2
235000013399 edible fruits Nutrition 0.000 description 2
238000009472 formulation Methods 0.000 description 2
239000002917 insecticide Substances 0.000 description 2
230000008018 melting Effects 0.000 description 2
238000002844 melting Methods 0.000 description 2
125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
229910052757 nitrogen Inorganic materials 0.000 description 2
CTSLXHKWHWQRSH-UHFFFAOYSA-N oxalyl chloride Chemical compound ClC(=O)C(Cl)=O CTSLXHKWHWQRSH-UHFFFAOYSA-N 0.000 description 2
REIUXOLGHVXAEO-UHFFFAOYSA-N pentadecan-1-ol Chemical compound CCCCCCCCCCCCCCCO REIUXOLGHVXAEO-UHFFFAOYSA-N 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
239000007787 solid Substances 0.000 description 2
150000007970 thio esters Chemical class 0.000 description 2
BIIBYWQGRFWQKM-JVVROLKMSA-N (2S)-N-[4-(cyclopropylamino)-3,4-dioxo-1-[(3S)-2-oxopyrrolidin-3-yl]butan-2-yl]-2-[[(E)-3-(2,4-dichlorophenyl)prop-2-enoyl]amino]-4,4-dimethylpentanamide Chemical compound CC(C)(C)C[C@@H](C(NC(C[C@H](CCN1)C1=O)C(C(NC1CC1)=O)=O)=O)NC(/C=C/C(C=CC(Cl)=C1)=C1Cl)=O BIIBYWQGRFWQKM-JVVROLKMSA-N 0.000 description 1
KVVDRQDTODKIJD-UHFFFAOYSA-N 2-cyclopropylacetic acid Chemical compound OC(=O)CC1CC1 KVVDRQDTODKIJD-UHFFFAOYSA-N 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
241000398201 Bryobia praetiosa Species 0.000 description 1
229920000742 Cotton Polymers 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
LSDPWZHWYPCBBB-UHFFFAOYSA-N Methanethiol Chemical compound SC LSDPWZHWYPCBBB-UHFFFAOYSA-N 0.000 description 1
PHSPJQZRQAJPPF-UHFFFAOYSA-N N-alpha-Methylhistamine Chemical compound CNCCC1=CN=CN1 PHSPJQZRQAJPPF-UHFFFAOYSA-N 0.000 description 1
241000819999 Nymphes Species 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
241000488581 Panonychus citri Species 0.000 description 1
235000010627 Phaseolus vulgaris Nutrition 0.000 description 1
244000046052 Phaseolus vulgaris Species 0.000 description 1
241000916145 Tarsonemidae Species 0.000 description 1
241000344246 Tetranychus cinnabarinus Species 0.000 description 1
241001454293 Tetranychus urticae Species 0.000 description 1
241000607479 Yersinia pestis Species 0.000 description 1
239000000642 acaricide Substances 0.000 description 1
102000011759 adducin Human genes 0.000 description 1
108010076723 adducin Proteins 0.000 description 1
150000001335 aliphatic alkanes Chemical class 0.000 description 1
125000004450 alkenylene group Chemical group 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
239000003945 anionic surfactant Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229910052786 argon Inorganic materials 0.000 description 1
125000002029 aromatic hydrocarbon group Chemical group 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000012455 biphasic mixture Substances 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Chemical group 0.000 description 1
239000000378 calcium silicate Substances 0.000 description 1
229910052918 calcium silicate Inorganic materials 0.000 description 1
OYACROKNLOSFPA-UHFFFAOYSA-N calcium;dioxido(oxo)silane Chemical compound [Ca+2].[O-][Si]([O-])=O OYACROKNLOSFPA-UHFFFAOYSA-N 0.000 description 1
150000007942 carboxylates Chemical class 0.000 description 1
239000000969 carrier Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
229910000365 copper sulfate Inorganic materials 0.000 description 1
ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 description 1
125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
125000004956 cyclohexylene group Chemical group 0.000 description 1
125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
239000002270 dispersing agent Substances 0.000 description 1
NFRLUESKUHMTCU-UHFFFAOYSA-N dodecyl cyclopropanecarboxylate Chemical compound CCCCCCCCCCCCOC(=O)C1CC1 NFRLUESKUHMTCU-UHFFFAOYSA-N 0.000 description 1
125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
238000010410 dusting Methods 0.000 description 1
239000003995 emulsifying agent Substances 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000005556 hormone Substances 0.000 description 1
229940088597 hormone Drugs 0.000 description 1
229910052500 inorganic mineral Inorganic materials 0.000 description 1
239000010410 layer Substances 0.000 description 1
125000005645 linoleyl group Chemical group 0.000 description 1
239000007788 liquid Substances 0.000 description 1
238000000034 method Methods 0.000 description 1
238000003801 milling Methods 0.000 description 1
239000011707 mineral Substances 0.000 description 1
239000002480 mineral oil Substances 0.000 description 1
235000010446 mineral oil Nutrition 0.000 description 1
125000001624 naphthyl group Chemical group 0.000 description 1
125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
239000003960 organic solvent Substances 0.000 description 1
230000003151 ovacidal effect Effects 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
230000002085 persistent effect Effects 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
229910052939 potassium sulfate Inorganic materials 0.000 description 1
235000011151 potassium sulphates Nutrition 0.000 description 1
230000002250 progressing effect Effects 0.000 description 1
238000009877 rendering Methods 0.000 description 1
239000005871 repellent Substances 0.000 description 1
230000002940 repellent Effects 0.000 description 1
238000002390 rotary evaporation Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
241000894007 species Species 0.000 description 1
238000005507 spraying Methods 0.000 description 1
125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000003756 stirring Methods 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
235000012222 talc Nutrition 0.000 description 1
125000003944 tolyl group Chemical group 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
239000010455 vermiculite Substances 0.000 description 1
229910052902 vermiculite Inorganic materials 0.000 description 1
235000019354 vermiculite Nutrition 0.000 description 1
239000003039 volatile agent Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
230000037303 wrinkles Effects 0.000 description 1
239000008096 xylene Substances 0.000 description 1
125000005023 xylyl group Chemical group 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/13—Monohydroxylic alcohols containing saturated rings
- C07C31/133—Monohydroxylic alcohols containing saturated rings monocyclic
- C07C31/1333—Monohydroxylic alcohols containing saturated rings monocyclic with a three-membered ring
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

JP49039375A 1973-04-13 1974-04-05 シクロプロパンアルキレンエステルの製法 Expired JPS594409B2 (ja)

Applications Claiming Priority (5)

Application Number	Priority Date	Filing Date	Title
US00350952A US3849466A (en)	1973-04-13	1973-04-13	Long chain aliphatic thiolesters of cyclopropionic acid
US351028A US3860629A (en)	1972-09-18	1973-04-13	Cyclopropanemethyl esters
US36705873A	1973-06-04	1973-06-04
US39099173A	1973-08-23	1973-08-23
US417359A US3903128A (en)	1973-11-19	1973-11-19	Bis(cyclopropanemethyl)cycloalkylene-dithioates

Publications (2)

Publication Number	Publication Date
JPS5012051A JPS5012051A (fr)	1975-02-07
JPS594409B2 true JPS594409B2 (ja)	1984-01-30

Family

ID=27541229

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP49039375A Expired JPS594409B2 (ja)	1973-04-13	1974-04-05	シクロプロパンアルキレンエステルの製法

Country Status (8)

Country	Link
JP (1)	JPS594409B2 (fr)
AU (1)	AU469044B2 (fr)
BE (1)	BE813261A (fr)
CA (1)	CA1026366A (fr)
CH (1)	CH593230A5 (fr)
DE (1)	DE2417372C3 (fr)
FR (1)	FR2238697B1 (fr)
GB (1)	GB1415818A (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6117008A (ja) *	1984-07-02	1986-01-25	Kawasaki Steel Corp	放射線厚み測定装置

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS5331172A (en) *	1976-09-03	1978-03-24	Seikosha Kk	Time data processing device
NZ189032A (en) *	1977-12-21	1982-03-09	Hoffmann La Roche	Cyclopropanecarboxylic acid 2-naphthylmethyl ester
US4276305A (en) *	1979-02-09	1981-06-30	Hoffmann-La Roche Inc.	Cyclopropane carboxylic acid esters and cyclopropane(thio)-carboxylic acid esters

1974
- 1974-03-01 AU AU66195/74A patent/AU469044B2/en not_active Expired
- 1974-03-12 CA CA194,744A patent/CA1026366A/fr not_active Expired
- 1974-03-22 FR FR7410017A patent/FR2238697B1/fr not_active Expired
- 1974-04-03 BE BE142819A patent/BE813261A/fr unknown
- 1974-04-05 GB GB1514574A patent/GB1415818A/en not_active Expired
- 1974-04-05 JP JP49039375A patent/JPS594409B2/ja not_active Expired
- 1974-04-09 DE DE19742417372 patent/DE2417372C3/de not_active Expired
- 1974-04-11 CH CH514174A patent/CH593230A5/xx not_active IP Right Cessation

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS6117008A (ja) *	1984-07-02	1986-01-25	Kawasaki Steel Corp	放射線厚み測定装置

Also Published As

Publication number	Publication date
AU469044B2 (en)	1976-01-29
DE2417372C3 (de)	1978-06-08
CA1026366A (fr)	1978-02-14
GB1415818A (en)	1975-11-26
DE2417372A1 (de)	1974-10-31
FR2238697A1 (fr)	1975-02-21
CH593230A5 (fr)	1977-11-30
FR2238697B1 (fr)	1978-09-08
JPS5012051A (fr)	1975-02-07
BE813261A (fr)	1974-10-03
AU6619574A (en)	1975-09-04
DE2417372B2 (de)	1977-10-06

Publication	Publication Date	Title
US2917429A (en)	1959-12-15	Method of destroying nematodes employing dimethyl polysulfides
US3501578A (en)	1970-03-17	Fungicidal composition containing phenyl - mercaptomethane-sulfonamide and method of using the same
US2553777A (en)	1951-05-22	Parasiticidal compositions containing substituted dithiotrichloro methanes
JPS607612B2 (ja)	1985-02-26	カルバメ−ト及びその製法並びに該化合物を有効成分として含有する殺虫殺ダニ剤
JPS594409B2 (ja)	1984-01-30	シクロプロパンアルキレンエステルの製法
US3849466A (en)	1974-11-19	Long chain aliphatic thiolesters of cyclopropionic acid
US4099955A (en)	1978-07-11	Plant regulating compounds
US3403209A (en)	1968-09-24	Fungicidal and bactericidal compositions and methods employing isothiazolecarboxylate
IL30136A (en)	1972-07-26	Fungicidally active 1,3,4-thiadiazoles
US2358925A (en)	1944-09-26	Insecticide
US2863803A (en)	1958-12-09	Protecting materials against fungi by applying substituted dithiono and thiono-oxo-thiadiazolidines
US4473562A (en)	1984-09-25	Pesticidal O-(N-alkoxy-aliphatic hydroxamate)-phosphorus esters and thioesters
US2877153A (en)	1959-03-10	Fungicidal compositions
US2998346A (en)	1961-08-29	Pest control
US2396665A (en)	1946-03-19	Parasiticidal preparations
CA1268185A (fr)	1990-04-24	Derives pesticides d'ester de l'acide carbamique et procede de preparation
US2931825A (en)	1960-04-05	Dithiophosphoric acid esters
US2777792A (en)	1957-01-15	Pest combating agents
US3928413A (en)	1975-12-23	Cyclopropanemethyl esters
US3641078A (en)	1972-02-08	Method for preparing bis(alkyldiphenyl tin) sulfide
US3651226A (en)	1972-03-21	Miticidal compositions containing phenylazopropenoate esters and methods of use
US3658992A (en)	1972-04-25	Sulfamide derivatives
US3136686A (en)	1964-06-09	Omicron, omicron-dialkyl s-alkenyl phosphorothioates and insecticidal compositions and methods employing same
CA1057771A (fr)	1979-07-03	Pesticides derives de l'acide alkylcyclopropylalkylcarboxylique
US3790677A (en)	1974-02-05	Control of phytopathogenic fungi with 3-arylimino-1,2-dithiols

JPS594409B2 - シクロプロパン アルキレンエステルの製法 - Google Patents

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JPS594409B2 - シクロプロパンアルキレンエステルの製法 - Google Patents