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Topic: Acids soluble in petroleum ether  (Read 2497 times)

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Offline JRM89

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Acids soluble in petroleum ether
« on: August 14, 2014, 12:24:11 PM »
Are there any strongish acids that are soluble in petroleum ether? Thanks!
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Offline TheUnassuming

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Re: Acids soluble in petroleum ether
« Reply #1 on: August 15, 2014, 02:05:26 PM »
Don't know about pet ether, but TFA is miscible with hexanes.
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When in doubt, avoid the Stille coupling.

Offline Enthalpy

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Re: Acids soluble in petroleum ether
« Reply #2 on: August 16, 2014, 03:20:20 AM »
Palmitic acid is said to be "sparingly soluble" in petroleum ether. Other saturated fatty acids should be similar. Beware this results from text search only...
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Offline Arkcon

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Re: Acids soluble in petroleum ether
« Reply #3 on: August 16, 2014, 12:23:36 PM »
If the original poster ever comes back, I'd like to start off by asking them in what sense they mean -- "strong acid" , and especially the "-ish" suffix.  If I assume they meany strong mineral acids, according to the Arrhenius definition: http://en.wikipedia.org/wiki/Acid-base_reaction#Arrhenius_definition then I'd ask them to explain how they expect that to work without water.  If they meant other definitions, they can be more explicit, and then this thread may be "Organic Chemistry Forum for Graduate Students and Professionals" worthy again.
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Hey, I'm not judging.  I just like to shoot straight.  I'm a man of science.

Offline Enthalpy

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Re: Acids soluble in petroleum ether
« Reply #4 on: August 18, 2014, 08:25:15 AM »
O yes, "strongish"... Palmitic acid may not qualify. Caprylic acid neither
http://en.wikipedia.org/wiki/Caprylic_acid
https://www.spectrumchemical.com/MSDS/TCI-O0027.pdf
the second link claims "freely soluble" in petroleum ether, wiki "soluble".
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