Trans-2-hexen-1-ol.

Overview: Trans-2-hexenol is a volatile component of tea and was detected in tea in 1966. Colorless liquid, slightly soluble in water, soluble in organic solvents such as ethanol, boiling point 155 ℃, relative density 0.8498 (16/4 ℃), refractive index 1.4367 (20 ℃), presenting a strong grassy odor. It exists in fresh tea leaves and finished tea, with a significant increase in content during the withering stage of tea leaves, and then decreases with fermentation and drying. The application of trans-2-hexenol can be used to synthesize compounds E10, E12 hexadecanal in the sex pheromone of soybean borer. The synthesis method involves adding a mechanical probe containing (Z) -2-hexen-1-ol (174) and n-butyl lithium (2.5M hexane, 0.5mL, 1.25mmol) dropwise to a cooled (0 ° C) solution of alcohol (1Cemicalbook74) (0.145mL, 1.22mmol) in THF (8mL). Before adding the catalyst through the sleeve, degas the alkoxide twice: (a) [Rh (dppe) COD] ClO4 (44.5mg, 0.063mmol) in THF (12mL). In this case, the reaction was refluxed for 5 minutes and then quenched with saturated ammonium chloride aqueous solution (10mL). Separate each layer and extract the aqueous phase with ether (2x10mL). The combined organic phases were washed with brine (10ml), dried (MgSO4), and evaporated. Perform NMR analysis on each crude reaction mixture. The final synthesized compound was determined to be trans-2-hexenol.