Sodium trichloroacetate
Sodium trichloroacetate is a chemical compound with a formula of CCl3CO2Na. It is used to increase sensitivity and precision during transcript mapping.[1] It was previously used as an herbicide starting in the 1950s but regulators removed it from the market in the late 1980s and early 1990s.[2][3][4][5]
Preparation
Sodium trichloroacetate is made by reaction trichloroacetic acid with sodium hydroxide:
Reactions
Basicity
Sodium trichloroacetate is a weaker base than sodium acetate because of the electron-withdrawing nature of the trichloromethyl group. Sodium trifluoroacetate is likewise a weaker base. However, it can easily be protonated in the presence of suitably strong acids:
Trichloromethyl-anion precursor
This reagent is useful for introducing the trichloromethyl group into other molecules. Decarboxylation produces the trichloromethyl anion, which is a sufficiently strong nucleophile to attack various carbonyl functional groups, such as aldehydes, carboxylic acid anhydrides,[6] ketones (making a precursor for the Jocic–Reeve reaction), and acyl halides.
See also
References
- ↑ Script error: No such module "Citation/CS1".
- ↑ Template:PPDB, accessed June 20, 2014
- ↑ G. S. Rai and C. L. Hamner Persistence of Sodium Trichloroacetate in Different Soil Types Weeds 2(4) Oct. 1953: 271-279
- ↑ OECD Trichloroacetic Acid CAS N°: 76-03-9 Template:Webarchive Accessed June 20, 2014
- ↑ EPA December 1991. trichloroacetic acid (TCA) EPA Cancellation 12/91 Accessed June 20, 2014
- ↑ Script error: No such module "Citation/CS1".