Tiglic acid

• E- 2 ,3- dimethylacrylic acid
• E-2- methylcrotonic
• ( E)-2 -methyl-2 -butenoic acid

Colorless, crystalline solid with a pleasant odor

Fixed

0.99 g · cm -3

63-65 ° C

198 ° C.

1.4330 (76 ° C)

Risk

• > 5000 mg · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

Tiglic acid [( E) -2,3- dimethylacrylic acid ] is an unsaturated monocarboxylic acid. The isomeric angelic acid is formed from the tiglic by heating. Tiglic was isolated from croton and Roman chamomile oil. Furthermore, it is formed by cleavage of some natural products such as saponins and veratrine, and the Meteloidins, an alkaloid of the Indian datura ( Datura metel ).

History

1819 isolated Pelletier and Caventou a crystallizable acid from the roots of Schoenocaulon officinale, a Mexican plant of the family Germer plants ( Melanthiaceae ). This is also known by the name or Cevadill Sabadill so that the connection is consequently called cevadillische acid or sabadillische acid. Only later it was demonstrated that those acid is identical with that which has been 1865 by Frankland and Duppa isolated ( Methylcrotonische acid).

1870 isolated Geuther and Fröhllich an acid from croton oil, which then designated them as tiglic (after the Latin name of the tree Croton tiglium L, from which they had taken up the seeds). Finally, it was demonstrated that this acid was identical with the above, and it established the name tiglic.