tag:blogger.com,1999:blog-8964719845369935777.post8431133539066180207..comments2024-03-27T21:23:40.339-04:00Comments on Chemjobber: Process Wednesday: trifluoromethylation on kilogram scaleChemjobberhttp://www.blogger.com/profile/15932113680515602275noreply@blogger.comBlogger3125tag:blogger.com,1999:blog-8964719845369935777.post-25566099400465260082014-04-04T18:52:36.501-04:002014-04-04T18:52:36.501-04:00BI has the best process group in the industry by f...BI has the best process group in the industry by far.Anonymousnoreply@blogger.comtag:blogger.com,1999:blog-8964719845369935777.post-43004244063997597732014-03-26T18:55:56.644-04:002014-03-26T18:55:56.644-04:00excess of sodium thiosulfate (>5 equivs) is exc...excess of sodium thiosulfate (>5 equivs) is excellent for removing Cu, it gets solubilized as a colorless Cu(I) thiosulfate complex, which is reasonably stable at room temperature (but if you heat it to boil, it decomposes and brown-black copper sulfides precipitate)milkshakehttps://www.blogger.com/profile/08188961610554710616noreply@blogger.comtag:blogger.com,1999:blog-8964719845369935777.post-74215716230441732352014-03-26T13:59:10.707-04:002014-03-26T13:59:10.707-04:00I actually reviewed that paper last year as part o...I actually reviewed that paper last year as part of our biweekly lit group. It's very enjoyable having to cover OPRD regularly. <br /><br />The evolution of the workup in the OPRD paper was interesting as well. They originally used aqueous ammonia, but had a significant stability issue with the product. When they moved to thioacetamide stench became an issue. They finally settled on oxalic acid to get rid of the Cu. <br /><br />Using methyl chlorodifluoroacetate with Cu to perform trifluoromethylations was described in TL way back in 1991, as cited in the OPRD paper. Always good to see something really useful come out of what many people consider to be a low impact journal like TL. <br /><br />Kennoreply@blogger.com