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Henry Rzepa's Blog

Henry Rzepa's Blog
Chemistry with a twist
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Interesting ChemistryCambridgeChairDerek BartonDorothy WrinchChemieEnglisch
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Most scientific theories emerge slowly, over decades, but others emerge fully formed virtually overnight as it were (think Einstein in 1905). A third category is the supernova type, burning brightly for a short while, but then vanishing (almost) without trace shortly thereafter.

Chemical ITACSChemical ContentChemieEnglisch
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I am at the ACS meeting, attending a session on chemistry and the Internet. This post was inspired by Chemicalize, a service offered by ChemAxon, which scans a post like this one, and identifies molecules named. I had previously used generic post taggers, which frankly did not work well in identifying chemical content. So this is by way of an experiment.

Interesting ChemistryCambridgeMolecular WirePhthalocyanineChemieEnglisch
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In the previous post I pondered the colour of Monastral blue (copper phthalocyanine). Something did not quite fit, and so I speculated that perhaps some oxidation of the pigment might give a new species. This species (Cambridge code FEGJOQ) comprises two parts of copper phthalocyanine, 1 part of the corresponding cation, and 1 part of triodide anion.

Interesting Chemistry18 Electron AromaticityChemical SerendipityHistoricalHTMLChemieEnglisch
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The story of Monastral is not about a character in the Magic flute, but is a classic of chemical serendipity, collaboration between industry and university, theoretical influence, and of much else.

Interesting ChemistryAfghanistanBill GriffithLapis LazuliMissouriChemieEnglisch
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My colleague Bill Griffith has again come up with another colour challenge: that of the ancient semi-precious stone Lapis Lazuli , mined in the mountains of Afghanistan for more than 6000 years and used by painters in some medieval paintings of the Virgin, the Wilton diptych etc.

Acidic SolutionsActivation Free EnergyCalculated Free EnergyCyanohydrinMechanismChemieEnglisch
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Nucleophilic addition of cyanide to a ketone or aldehyde is a standard reaction for introductory organic chemistry. But is all as it seems? The reaction is often represented as below, and this seems simple enough. Cyanohydrin formation. But attention to detail suggests that, HCN being a weak acid, there will be only a very small concentration of cyanide anion in the presence of HCl.

HypervalencyAlbrecht SalzerFrank PodewilsMartin KauppMetalChemieEnglisch
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Much like chocolate, some of us metallaholics cannot get enough. So WUQXIP proved an irresistible frolic (DOI: 10.1021/om020789h). Let us start with benzene.  It can have metals added in two ways, whilst preserving its essential aromaticity. Triple metal delight. Making a metal sandwich is of course very well known, ferrocene being the first example where the bonding was identified.

GeneralInteresting ChemistryAugust Von HofmannCharles ReesChemical HeroesChemieEnglisch
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One of my chemical heroes is William Perkin, who in 1856 famously (and accidentally) made the dye mauveine as an 18 year old whilst a student of August von Hofmann, the founder of the Royal College of Chemistry (at what is now  Imperial College London). Perkin went on to found the British synthetic dyestuffs and perfumeries industries.