Tuataric acid

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Tuataric acid
IUPAC name
(4E,6Z)-Octa-4,6-dienoic acid
Molar mass 140.18 g·mol−1
Appearance Colorless Solid
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Tuataric acid is an organic compound and an unsaturated carboxylic acid. This colourless compound was isolated in 2009 from the cloacal glands of the tuatara, a lizard-like reptile native to New Zealand. Its formal name is (4E,6Z)-octa-4,6-dienoic acid, and it consists of an unusual pair of conjugated alkene units with the E and Z configurations.[1][2]

Tuataric acid can be prepared from pent-4-yn-1-ol through a sequence that begins with the extension of the alkyne terminus by hydroboration and ends with the oxidation of the alcohol.


  1. ^ "Composition of the cloacal gland secretion of tuatara,Sphenodon punctatus". Chemistry & Biodiversity. 6: 1–37. 2009. doi:10.1002/cbdv.200800265. 
  2. ^ Sarah Everts (February 4, 2009). "Reptile Bouquet". Chemical & Engineering News. American Chemical Society. ISSN 0009-2347.