pkgem Posted August 10, 2008 Posted August 10, 2008 Can anyone tell me the pKa value for tetrahydrofuran (THF)? I know it is the solvent I require for the reaction conditions in my answer and I know it's pKa value is higher than 25. However, it would be nice to know exactly what the pKa is. Please can someone advise me or (even better) direct me to a web-based list of solvents and their corresponding pKa values. Thanks
chitrangda Posted August 26, 2008 Posted August 26, 2008 http://en.wikipedia.org/wiki/Acid_dissociation_constant#pKa_of_some_common_substances it has some pKa values of common substances but not of tetrahydrofuran. I could't find that.
big314mp Posted August 26, 2008 Posted August 26, 2008 Well, based on what we've done in Ochem so far, THF and other ethers are not deprotonated by organometallic bases such as grignard reagents. This would suggest a pKa somewhere north of 50. Of course, in that range, it doesn't even really matter.
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