8,10-DODECADIEN-1-OL CAS 33956-49-9
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- Assay: 99. 0%min
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8,10-DODECADIEN-1-OL: The Complete Guide
8,10-DODECADIEN-1-OL for Sale
|Other Name:||(E,E)-8,10-Dodecadien-1-ol; 8E,10E-Dodecadienol; (8E,10E)-dodecadien-1-ol|
|Type:||Pharmaceutical intermediates; Flavors and fragrances|
What is 8,10-DODECADIEN-1-OL?
(8E, 10E) – Codecaden-1-ol is the sex pheromone of Laspeyresia pomonella.
Although (E, E) – 8,10-Dodecadien-1-ol has been reported as the sex pheromone of the apple moth [Laspeyresia pomonella (L.)], its existence in the moth has been questioned, mainly because it has not been isolated. The GC-MS data of partial purified extracts equivalent to 45 female moth abdomen tips were searched by computer, and a mass spectrum matching the real compound was generated. Other data also confirmed the existence of the compound.
8,10-DODECADIEN-1-OL is used as organic synthesis intermediate and pharmaceutical intermediate, generally for laboratory research and development process and also chemical production process.
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Synthesis of 8,10-DODECADIEN-1-OL
The mixed remedy of 5-oxo – (E, E) – 8,10-dodecadienoic acid methyl ester (15.7 g, 0.07 mol) as well as p-toluenesulfonyl hydrazide (16.3 g, 0.0875 mol) in DMF sulfolane (350ml, 1:1) was included at room temperature with p-toluenesulfonic acid (1.75 g) and also salt cyanobohydride (17.6 g, 0.28 mol), and the remedy was heated up at 100 ℃ for 4 hrs. After cooling to room temperature level, water down the reaction mixture with water (1000ml) and essence with cyclohexane. Clean the cyclohexane remedy with water, dry it with Na 2SO 4 and also concentrate it under vacuum. The oily residue underwent silica gel (Merck Kieselgel 60) column chromatography with oil ether (10:1) to acquire light yellow liquid 4 (5.6 g, 38%). Methyl (E, E) – 8 remedy Decrease 10 – dodecadienate (4.2 g, 0.02 mol) from anhydrous ether (40ml) to lithium light weight aluminum hydride (0.38 g, 0.02 mol) 01mol) in anhydrous ether (60 ml) at area temperature. Continue blending at room temperature level for 1 hour. After refluxing the mixture for 1 hr, the response was ended with 2NH2SO4 (30ml), and the blend was treated according to the routine treatment to acquire alcohol 5 with a yield near to the quantitative value, which was solidified during storage space in the refrigerator (recrystallized from oil ether). According to GLC analysis, the purity is 97%.
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