Abstract
MeCH:CHCH:CH(CH2)6CH2SiR1R2R3 [I; R1, R2 = C1-6 alkyl; R3 = C16 alkyl, Ph], useful as pesticides, are prepd. by treating trans,trans-8,10-dodecadien-1-ol (II) with ClSiR1R2R3 at 10-60 Deg in the presence of a proton acceptor. Thus, 18.2 g II, 17.5 mL Me3SiCl and 50 mL Et3N were kept at 25 Deg in Et2O for 15 h to give I (R1-3 = Me) which captured 148 adult male Laspeyresia pomonella over a 78 day period when tested as a sexual pheromone and applied to apple trees in a glue-based dispenser contg. up to 10 mg I. [on SciFinder (R)]
Details
Title
Trans,trans-8,10-Dodecadien-1-yloxysilanes as pesticides
Author(s)
Schlosser, Manfred ; Brassel, Jakob
Date
1986
Publisher
(Ciba-Geigy A.-G., Switz.).
Keywords
Pesticides (dodecadienyloxysilanes; for Laspeyresia pomonella); Pheromones Role: RCT (Reactant); RACT (Reactant or reagent) (sex-attracting; of Laspeyresia pomonella; dodecadienyloxysilanes); dodecadienyloxysilane prepn pheromone; pesticide dodecadienyloxysilane prepn; dodecadienol substitution chlorotrialkylsilane
Note
CAN 105:97240
26-2
Biomolecules and Their Synthetic Analogs
Patent
written in German.
19860102
38568-98-8P; 103841-93-6P; 103841-94-7P; 103841-95-8P; 103841-96-9P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of, as pheromone pesticide for Laspyresia pomonella); 33956-49-9 Role: PROC (Process) (substitution of, with chlorotrialkylsilanes, silyl derivs. from); 13465-78-6D Role: PROC (Process) (substitution of, with dodecadienol, dodecadienyloxysilane derivs. from)
Designated States R: AT, BE, CH, DE, FR, GB, IT, LI, NL.
A2
CH
84-2572
19840525
Alternative title(s) : (de) Schädlingsbekämpfungsmittel. (fr) Pesticide. (en) Pesticide.
26-2
Biomolecules and Their Synthetic Analogs
Patent
written in German.
19860102
38568-98-8P; 103841-93-6P; 103841-94-7P; 103841-95-8P; 103841-96-9P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of, as pheromone pesticide for Laspyresia pomonella); 33956-49-9 Role: PROC (Process) (substitution of, with chlorotrialkylsilanes, silyl derivs. from); 13465-78-6D Role: PROC (Process) (substitution of, with dodecadienol, dodecadienyloxysilane derivs. from)
Designated States R: AT, BE, CH, DE, FR, GB, IT, LI, NL.
A2
CH
84-2572
19840525
Alternative title(s) : (de) Schädlingsbekämpfungsmittel. (fr) Pesticide. (en) Pesticide.
Other identifier(s)
EPO Family ID: 25688745
Patent number(s)
RO92308 (B)
RO92308 (A)
EP0166683 (A3)
US4632827 (A)
CN85104461 (A)
PL253583 (A1)
HUT37874 (A)
JPS6144892 (A)
ZA853952 (B)
BR8502452 (A)
EP0166683 (A2)
ES8603502 (A1)
KR850008492 (A)
AU4286085 (A)
DK233685 (A)
GR851269 (B)
DK233685 (D0)
RO92308 (A)
EP0166683 (A3)
US4632827 (A)
CN85104461 (A)
PL253583 (A1)
HUT37874 (A)
JPS6144892 (A)
ZA853952 (B)
BR8502452 (A)
EP0166683 (A2)
ES8603502 (A1)
KR850008492 (A)
AU4286085 (A)
DK233685 (A)
GR851269 (B)
DK233685 (D0)
Laboratories
LSCO
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LSCO - Laboratory of Organic Synthesis and Catalysis
Work produced at EPFL
Patents
Work produced at EPFL
Patents
Record creation date
2006-03-03