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Codlelure

Codlelure ??? ???
?? ??:
33956-49-9
???:
Codlelure
???(??):
CODLEMONE;Cydia pomonella;CODLURE;ent34872;codlelure;ai3-34872;pheroconcm;e8e10-12oh;8E10E-12OH;checkmatecm
CBNumber:
CB6372059
???:
C12H22O
??? ??:
182.3
MOL ??:
33956-49-9.mol
MSDS ??:
SDS

Codlelure ??

???
30-32 °C
?? ?
270.7±9.0℃ (760 Torr)
??
0.862±0.06 g/cm3 (20 ºC 760 Torr)
???
1.5050 (estimate)
???
62 °C
?? ??
2-8°C
?? ?? (pKa)
15.19±0.10(Predicted)
??? ??
<30℃ Solid,>32°C Liquid
??
White to off-white
BRN
2325636
Henry's Law Constant
1.7×100 mol/(m3Pa) at 25℃, Ebert et al. (2023)
InChI
InChI=1S/C12H22O/c1-2-3-4-5-6-7-8-9-10-11-12-13/h2-5,13H,6-12H2,1H3/b3-2+,5-4+
InChIKey
CSWBSLXBXRFNST-MQQKCMAXSA-N
SMILES
C(O)CCCCCC/C=C/C=C/C
LogP
4.096 (est)
EPA
Codlelure (33956-49-9)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xi
?? ???? ?? 36/37/38-43-38
????? 26-36/37
????(UN No.) UN 3082 9 / PGIII
WGK ?? 3
RTECS ?? JR1775000
TSCA TSCA listed
???? ?? KE-12816
????(GHS): Health Hazard (GHS08)Environment (GHS09)
?? ?: Danger
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? P264, P280, P302+P352, P321,P332+P313, P362
H334 ?? ? ????? ??, ?? ?? ?? ?? ?? ??? ? ?? ??? ??? ?? ?? 1 ?? P261, P285, P304+P341, P342+P311,P501
H400 ????? ?? ??? ?? ????? ?? - ?? ?? 1 ?? P273, P391, P501
??????:
P273 ???? ???? ???.
P302+P352 ??? ??? ??? ?? ????.

Codlelure C??? ??, ??, ??

??

(8E,10E)-Dodecadien-1-ol is a sex pheromone of Laspeyresia pomonella.

??

8,10-DODECADIEN-1-OL is used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

?? ??

Codlelure (also known as E,E-8,10-Dodecadien-1-ol) is an insect pheromone primarily used in agriculture for pest management in crops such as vines, pome fruits and stone fruits. Pest type: Moth; primary pest target: Codling moth / Cydia pomonella.

Synthesis

To a mixed so lution of Methyl5-oxo-(E,E)-8,10-dodecadienoate (15.7g, 0.07 mol) and p-toluene sulfonylhydrazine (16.3g, 0.0875 mol) in DMF - sulfolane (350ml, 1 : 1) was added p-toluenesulfonic acid (1.75g) and sodium cyanoborohydride (17.6g, 0.28mol) at room temperature, and the solution was heated at 100 ℃ for 4 hr. After cooling to room temperature, the reaction mixture was diluted with water (1000ml) and extracted with cyclohexane. The cyclohexane solution was washed with water, dried over Na2SO4 and concentrated in vacuo. Column chromatography of the oily residue over silica gel (Merck Kieselgel 60) with petroleum ether-ether (10:1) gave 4 (5.6g, 38%) as a pale yellow liquid.A solution of Methyl (E,E)-8,10-dodecadienoate (4.2g, 0.02mol) in absolute ether (40ml) was added dropwise to a slurry of lithium aluminum hydride (0.38g, 0.01mol) in absolute ether (60 ml) with stirring at room temperature. Stirring was continued for 1 hr at room temperature. After the mixture was refluxed for I hr, the reaction was quen ched with 2NH2SO4 (30ml) and the mixture was worked up by the usual procedure to give the alcohol 5, with a nearly quantitative yield, which solidified during storage in a refrigerator, (recrystallized from pe troleum ether). The purity was 97% on GLC analysis.

Codlelure ?? ?? ? ???

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Codlelure ?? ??

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Codlelure ?? ??:

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