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Compound - citral [(Z,E)-3,7-Dimethyl-2,6-octadienal]

Bedoukain RussellIPM
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Formula: C10H16O 
CAS#: 5392-40-5 
MW: 152.24 

[MS]  [ NMR ]  [ Kovats ]  [Behavioural function]  [Occurrence in flower

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Reference(s) for synthesis of (Z,E)-3,7-Dimethyl-2,6-octadienal [citral]

Ishihara, K., Kurihara, H., and Yamamoto, H. 1997. Bis(pentafluorophenyl)borinic acid as a highly effective Oppenauer oxidation catalyst for allylic and benzylic alcohols. J. Org. Chem. 62:5664-5665.
Kaneda, K., Fujie, Y., and Ebitani, K. 1997. Catalysis of giant palladium cluster complexes. Highly selective oxidations of primary allylic alcohols to alpha,ß-unsaturated aldehydes in the presence of molecular oxygen. Tetrahedron Lett. 38:9023-9026.
Kanemoto, S., Oshimara, K., Matsubara, S., Takai, K., and Nozaki, H. 1983. Transition-metal catalyzed oxidation of alcohols to aldehydes and ketones by means of Me3SiOOSiMe3. Tetrahedron Lett. 24:2185-2188.
Martinez, L.A., Garcia, O., Delgado, F., Alvarez, C., and Patino, R. 1993. Oxydation d'alcools benzyliques et allyliques par le système MnO2/bentonite sous irradiation aux micro-ondes ou ultrasons en absence de advant. Tetrahedron Lett. 34:5293-5294.
Porsch, and Farnow. 1959. Dragoco Ber. 6:248-255.
Sorg, G., Mengel, A., Jung, G., and Rademann, J. 2001. Oxidizing Polymers: A polymer-supported, recyclable hypervalent iodine(V) reagent for the efficient conversion of alcohols, carbonyl compounds, and unsaturated carbamates in solution. Angew. Chem. Int. Ed. 40:4395-4397.

Citation: El-Sayed AM 2024. The Pherobase: Database of Pheromones and Semiochemicals. <>.
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