ScienceSquirrel
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Mood: Dogs are pets but cats are little furry humans with four feet and self determination!
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Reaction of formyl bromide with isopropenyl alcohol?
http://www.chemsink.com/reaction/348863/
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Nicodem
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Idiocy like that is more common than what one would hope. I have seen professors giving out problems involving reactions with formyl chloride at the
university level, so I'm not surprised. This one is actually even more funny. Not only it gives a reaction that involves a reactant that does not and
cannot exist (HCOBr), but the other reactant has a half-life of about half an hour at room temperature in absolute absence of any trace of acids or
bases. Its half-life shortens to seconds in the presence of even slightest trace of acids or bases (isn't HBr a very strong acid?). What's more
absurd, even if we ignore the existence/stability of the two reactants, the reaction depicts only one product, or at least insinuates an unlikely
selectivity. It is uncertain that the product would be only the isopropenyl formate. There should form also substantial amounts of the 3-oxo-butanal,
because the nucleophile is ambident and the electrophile is relatively soft (in the HSAB sense) when compared to acid anhydrides or acyl chlorides.
…there is a human touch of the cultist “believer” in every theorist that he must struggle against as being
unworthy of the scientist. Some of the greatest men of science have publicly repudiated a theory which earlier they hotly defended. In this lies their
scientific temper, not in the scientific defense of the theory. - Weston La Barre (Ghost Dance, 1972)
Read the The ScienceMadness Guidelines!
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zed
International Hazard
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Hey! I once had to sit in a Bio-Chem class, conducted by a Bio-Chem PHD Candidate, wherein it was pronounced that Acetone was the simplest Ester.
Oddly enough, though I knew substantially more about chemistry than the instructor, I was somehow unable to get an A in that class.
Alas, I was a younger man then, and though I hid in the back rows, I was unable to completely control my frequent head shaking. Made him very
uneasy, I suppose. Not my fault he didn't know basic O-Chem; that it was just something he once memorized, in route to an advanced degree in
Chemistry.
Punished me with a B he did. Not that I gave a crap.
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woelen
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This is higher chemistry, mixed with advanced physics! It is
clear to me that this is about a reaction in a slightly different universe with slightly different atomic properties. Of course formyl bromide is dirt
cheap and stable in that universe
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