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Henry Rzepa's Blog

Henry Rzepa's Blog
Chemistry with a twist
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Reaction MechanismCambridgeDerek LoweHTMLHTML ElementChemical Sciences
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Derek Lowe has a recent post entitled " Another Funny-Looking Structure Comes Through ". He cites a recent medchem article[cite]10.1021/acsmedchemlett.5b00398[/cite] in which the following acetal sub-structure appears in a promising drug candidate (blue component below). His point is that orally taken drugs have to survive acid (green below) encountered in the stomach, and acetals are famously sensitive to hydrolysis (red below). But if

Interesting ChemistryAtoms In MoleculesChemical BondingDiagramHydrogen BondChemical Sciences
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Steve Bachrach on his own blog has commented on a recent article[cite]10.1002/anie.201505934[/cite] discussing the structure of the trimer of fluoroethanol. Rather than the expected triangular form with three OH—O hydrogen bonds, the lowest energy form only had two such bonds, but it matched the microwave data much better. Here I explore this a bit more.

HistoricalChemical Sciences
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I have previously shown the grave of  William Perkin, a great british organic chemist. On a recent visit to  Paris, I went to see the crypt in the Panthéon, the great french secular necropolis. What a contrast to Perkin!

HistoricalInteresting ChemistryChemical Sciences
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In Jingdezhen an Imperial Kiln was built in 1369 to produce porcelain that was “white as jade, thin as paper, bright as a mirror and tuneful as a bell”. It’s the colours of the glazes that caught my eye, achieved by a combination of oxidative and reductive firing in the kiln, coupled with exquisite control […]