| Identification | Back Directory | [Name]
(7E,9Z)-Dodeca-7,9-dien-l-y1 acetate | [CAS]
55774-32-8 | [Synonyms]
EGVM
trans-7
7Z9E-12Ac
Ai3-36730
(E,Z)-7,9-DDDA
Einecs 259-812-0
(7Z,9E)-Dodecadienyl acetate
(Z,E)-7,9-Dodecadienyl acetate
EGVM (European Grapevine Moth)
(E,Z)-7,9-Dodecadienyl acetate
(7E,9Z)-dodeca-7,9-dienyl acetate
(7Z,9E)-7,9-Dodecadien-1-yl acetate
(7Z,9E)-7,9-Dodecadien-1-ol acetate
TRANS-7, CIS-9-DODECADIENYL ACETATE
7,9-Dodecadien-1-ol, acetate, (E,Z)-
(7E,9Z)-Dodeca-7,9-dien-l-y1 acetate
trans-7,cis-9-dodecadien-1-yl acetate
7,9-Dodecadien-1-ol, acetate, (7Z,9E)- | [EINECS(EC#)]
259-812-0 | [Molecular Formula]
C14H24O2 | [MDL Number]
MFCD00009870 | [MOL File]
55774-32-8.mol | [Molecular Weight]
224.34 |
| Hazard Information | Back Directory | [Uses]
The pheromone is used for trapping and control of the European
grapevine moth (Lubesia butrana). | [Metabolic pathway]
Facile hydrolysis to the alcohol (2) would be expected in alkaline solution.
No published information is available but generally compounds of this
class are rapidly degraded biologically and their behaviour is similar to
that of typical long chain alkenoic acids. | [Degradation]
The effect of heat, sunlight, radicals and oxidants on isomerisation of the
double bonds has been investigated. The compound is degraded by
heating at 50 °C (6 mg remained of 100 mg after 6 days) but the process
may be slowed by the addition of antioxidants. Isomerisation occurs readily
in sunlight in the presence of a photosensitiser. Within 100 minutes an
equilibrium mixture containing 76% E,E and 12-14% of each of the
E,Z- and Z,E-isomers was formed. In the absence of photosensitiser,
degradation was faster than photoequilibration. Photo-oxidation in the
presence of Rose Bengal as a singlet oxygen generator gave a furan
derivative (4) (see Scheme 1). This takes place after isomerisation of 1 to
the E,E-isomer (3) (Shani et al., 1981). |
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