Cis-3-Hexen-1-ol

  • Sheets alcohol

Colorless liquid

Liquid

0.847 g · cm -3

-61 ° C

156.5 ° C

  • Very little in water
  • Soluble in ethanol

1.4380 (20 ° C)

Attention

  • 7 g · kg -1 ( LD50, mouse, oral)
  • 4.7 g · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

Cis-3- hexenol or leaves alcohol is a naturally occurring chemical compound selected from the group consisting of unsaturated alcohols. The oily liquid has a strong smell of freshly cut grass and one of the green leaf fragrances.

Occurrence and representation

Cis-3- hexenol comes (eg apples, bananas, grapes, pineapple) and in the leaves of the tea plant in front of the flowers and leaves of various flowers (eg tulips ), fruits. Also, the ester with acetic acid, Essigsäurehex -3- enyl ester, is present in many plants. cis-3- hexenol is now produced synthetically in addition to the extraction from plants and fruits.

The synthesis is carried out alkoxyphenols by hydrogenation, ring opening by ozonolysis and subsequent reduction to the alcohol.

Properties

Cis-3- hexenol is a colorless, oily liquid that dissolves readily in water, very little, whereas in ethanol. The fragrance line is already being used in a concentration of 70 ppb; a distinct smell of green fruit occurs from about 30 ppm. The oral toxicity is low: in animal studies with mice and rats, LD50 values ​​of 4.7 g / kg ( rat) and 7 g / kg ( mouse) were determined.

Use

Cis-3- hexenol is as a fragrance in tea, perfume (eg from violets ) and food as well as the starting material for the synthesis of 2-trans -6 -cis- nonadiene -1-ol, 2-trans -6 -cis -nonadien -1-al -3- enyl ester and Essigsäurehex used.

The substance is in many plants - next to the Essigsäurehex -3- enyl ester - after an injury of the tissue to kill fungi ( fungicide) and bacteria ( bactericide ), as well as a defensive substance against herbivorous animals, usually insects, distributed.

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