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词条 Fluoroacetic acid
释义

  1. Natural occurrence

     Fluoroacetate occurrence in Gastrolobium species 

  2. See also

  3. References

{{Chembox
| ImageFile =Fluoroacetic Acid V.1.svg
| ImageSize =120px
| ImageAlt =
| PIN = Fluoroacetic acid
| OtherNames = 2-Fluoroacetic acid
Monofluoroacetic acid
Monofluoroacetate
Fluoroethanoic acid
Cymonic acid
|Section1={{Chembox Identifiers
| CASNo = 144-49-0
| CASNo_Ref = {{cascite|correct|}}
| ChEBI = 30775
| Beilstein = 1739053
| Gmelin = 25730
| PubChem = 5237
| ChEMBL = 509273
| KEGG = C06108
| ChemSpiderID = 10205670
| 3DMet = B00905
| SMILES = FCC(O)=O
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = AP1JV9U41M
| EC_number = 205-631-7
| RTECS = AH5950000
| UNNumber = 2642
| InChI = 1/C2H3FO2/c3-1-2(4)5/h1H2,(H,4,5)
| InChIKey = QEWYKACRFQMRMB-UHFFFAOYAF
| StdInChI = 1S/C2H3FO2/c3-1-2(4)5/h1H2,(H,4,5)
| StdInChIKey = QEWYKACRFQMRMB-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C =2|H=3|F=1|O=2
| Appearance = White crystals
| Density = 1.369
| MeltingPtC = 35.2
| BoilingPtC = 165
| Solubility = Soluble in water and ethanol}}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
| GHSPictograms = {{GHS05}}{{GHS06}}{{GHS09}}
| GHSSignalWord = Danger
| HPhrases = {{H-phrases|300|314|400}}
| PPhrases = {{P-phrases|260|264|270|273|280|301+310|301+330+331|303+361+353|304+340|305+351+338|310|321|330|363|391|405|501}}
}}Fluoroacetic acid is a chemical compound with formula CH2FCOOH. The sodium salt, sodium fluoroacetate, is used as a pesticide. It inhibits the aconitase step of the citric acid cycle.[1]

Natural occurrence

Fluoroacetate occurrence in Gastrolobium species

Gastrolobium is a genus of flowering plants in the family Fabaceae. There are over 100 species in this genus, and all but two are native to the south west region of Western Australia, where they are known as "poison peas". Gastrolobium growing in south western Australia are unique in their ability to concentrate fluoroacetate from low-fluorine soils.[8] Brush-tailed possums, bush rats, and western grey kangaroos native to this region are capable of safely eating plants containing fluoroacetate, but livestock and introduced species from elsewhere in Australia are highly susceptible to the poison,[9] as are species introduced from outside Australia, such as the red fox. The fact that many Gastrolobium species also have high secondary toxicity to non-native carnivores is thought to have limited the ability of cats to establish populations in locations where the plants form a major part of the understorey vegetation.[10]

The presence of Gastrolobium species in the fields of farmers in Western Australia has often forced these farmers to 'scalp' their land, that is remove the top soil and any poison pea seed which it may contain, and replace it with a new poison pea-free top soil sourced from elsewhere in which to sow crops. Similarly, after bushfires in north-western Queensland, cattlemen have to move livestock before the poisonous Gastrolobium grandiflorum emerges from the ashes.[11]

See also

  • Difluoroacetic acid
  • Trifluoroacetic acid

References

{{Commons category}}
1. ^{{cite journal |author1=Proudfoot, A. T. |author2=Bradberry, S. M. |author3=Vale, J. A. |title= Sodium fluoroacetate poisoning |journal= Toxicology Reviews |year= 2006 |volume= 25 |issue= 4 |pages= 213–219 |doi= 10.2165/00139709-200625040-00002 |pmid= 17288493}}
2. ^{{cite journal|author1= K.K. Jason Chan |author2= David O'Hagan|title= The Rare Fluorinated Natural Products and Biotechnological Prospects for Fluorine Enzymology|journal=Methods in Enzymology |year=2012 |volume=516 |pages=219-235}}
3. ^{{cite journal |author= Marais, J. C. S. |title= The isolation of the toxic principle "K cymonate" from "Gifblaar", Dichapetalum cymosum |journal= Onderstepoort Journal of Veterinary Science and Animal Industry |year= 1943 |volume= 18 |pages= 203}}
4. ^{{cite journal |author= Marais, J. C. S. |title= Monofluoroacetic acid, the toxic principle of "gifblaar" Dichapetalum cymosum |journal= Onderstepoort Journal of Veterinary Science and Animal Industry |year= 1944 |volume= 20 |pages= 67}}
5. ^{{cite journal |author= Renner |title= Chemical and Physiological Examination of the Fruit of Chailletia Toxicaria |journal= Jour African Soc. |year= 1904 |pages= 109}}
6. ^{{cite journal |author1=Power, F. B. |author2=Tutin, F. |title= Chemical and Physiological Examination of the Fruit of Chailletia toxicaria |journal= Journal of the American Chemical Society |year= 1906 |volume= 28 |issue= 9 |pages= 1170–1183 |doi= 10.1021/ja01975a007}}
7. ^{{cite journal |author1=Vartiainen, T. |author2=Kauranen, P. |title= The determination of traces of fluoroacetic acid by extractive alkylation, pentafluorobenzylation and capillary gas chromatography-mass spectrometry |journal= Analytica Chimica Acta |year= 1984 |volume= 157 |issue= 1 |pages= 91–97 |doi= 10.1016/S0003-2670(00)83609-0}}
8. ^{{cite journal |author= Lee, J. |title= Deadly plants face threat of extinction |journal= ANU Reporter |year= 1998 |volume= 29 |issue= 6 |publisher= Australian National University |url= http://info.anu.edu.au/mac/Newsletters_and_Journals/ANU_Reporter/_pdf/vol_29_no_06/extinction.html |accessdate= 2012-08-07}}
9. ^{{cite web |author= McKenzie, R. |title= Australian Native Poisonous Plants |publisher= Australian Native Plants Society |work= Australian Plants Online |year= 1997 |url= http://anpsa.org.au/APOL7/sep97-4.html |accessdate= 2012-08-07}}
10. ^{{cite book |author1=Short, J. |author2=Atkins, L. |author3=Turner, B. |year= 2005 |title= Diagnosis of Mammal Decline in Western Australia, with Particular Emphasis on the Possible Role of Feral Cats and Poison Peas |url= http://www.wildliferesearchmanagement.com.au/Report_NGS.pdf |format= pdf |publisher= Wildlife Research and Management Pty |location= Australia |accessdate= 2011-09-26}}
11. ^Noble group

7 : Carboxylic acids|Organofluorides|Halogen-containing natural products|Respiratory toxins|Fluorine-containing natural products|Aconitase inhibitors|Fluoroacetates

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