Jump to content

Butenolide

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by 31.11.20.64 (talk) at 10:51, 28 April 2018 (http into https). The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

The simplest butenolide, 2-furanone.
3-Methyl-2H-furo[2,3-c]pyran-2-one, found in "smokewater"[1]

Butenolides are a class of lactones with a four-carbon heterocyclic ring structure.[2] They are sometimes considered oxidized derivatives of furan. The simplest butenolide is 2-furanone, which is a common component of larger natural products and is sometimes referred to as simply "butenolide". A common biochemically important butenolide is ascorbic acid (vitamin C). Butenolide derivatives known as karrikins are produced by some plants on exposure to high temperatures due to brush fires. In particular, 3-methyl-2H-furo[2,3-c]pyran-2-one was found to trigger seed germination in plants whose reproduction is fire-dependent.[1]

References

  1. ^ a b Flematti GR, Ghisalberti EL, Dixon KW, Trengove RD (2004). "A compound from smoke that promotes seed germination". Science. 305 (5686): 977. doi:10.1126/science.1099944. PMID 15247439.
  2. ^ Joule JA, Mills K. (2000). Heterocyclic Chemistry 4th ed. Blackwell Science Publishing: Oxford, UK