smartgene1
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nonmetal reducing agent like LAH
Is there a non metal reducing agent that just like lithium aluminum hydride. Something like thiourea dioxide to sodium borohydride but more powerful.
Powerful enough to reduce carboxylic acid
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AvBaeyer
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Sodium borohydride will easily reduce carboxylic acids via an ester, imidazolide, mixed anhydride or other carboxylic acid activating groups. There is
much in the accessible literature about this. I also recollect that this has been discussed on the board before along with posted pertinent
refeernces. Try a search and see what you can find.
AvB
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NitratedKittens
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What carboxylic acid are you trying to reduce, some more information would be handy.
Basket of kittens for you ........BOOM
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PHILOU Zrealone
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Non metal reducing agent for carboxylic acid....
Carbon
Nascent H2
Formic acid
C=O
Formaldehyde
Coenzyme Q – cytochrome c reductase
Phosphines
Hypophosphites
BH3
SiH4
Hydrazine
But may require harsh conditions of temperature or pressure.
PH Z (PHILOU Zrealone)
"Physic is all what never works; Chemistry is all what stinks and explodes!"-"Life that deadly disease, sexually transmitted."(W.Allen)
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NitratedKittens
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Quote: Originally posted by AvBaeyer  | Sodium borohydride will easily reduce carboxylic acids via an ester, imidazolide, mixed anhydride or other carboxylic acid activating groups. There is
much in the accessible literature about this. I also recollect that this has been discussed on the board before along with posted pertinent
refeernces. Try a search and see what you can find.
AvB |
The problem with sodium borohydride is that it is not strong enough to reduce esters.
Basket of kittens for you ........BOOM
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PHILOU Zrealone
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Did you read the OP title?
NON METAL...
--> No Na, Li, K, Al, ... allowed!
PH Z (PHILOU Zrealone)
"Physic is all what never works; Chemistry is all what stinks and explodes!"-"Life that deadly disease, sexually transmitted."(W.Allen)
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AvBaeyer
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FYI - Borohydride easily reduces esters in the presence of methanol. Many refs to this reduction are easily found.
AvB
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smartgene1
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how can carbon reduce carboxylic acid
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Tsjerk
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Heat it
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zed
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Does electricity count?
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symboom
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Powerful reducing agents
Gallium 1 oxide can reduce sulfuric acid to H2S
Https://en.m.wikipedia.org/wiki/Gallium
Sodium dithionite
https://en.m.wikipedia.org/wiki/Sodium_dithionite
Titanium chloride
https://en.m.wikipedia.org/wiki/Titanium(II)_chloride
And probally other compounds with low oxidation states
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PHILOU Zrealone
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Like written:
"But may require harsh conditions of temperature or pressure."
Electricity via reductive electrolysis is another way...but hard without metal (as wire or as electrolyte)
Kolbe electrolysis is a disguised way:
2 CH3-CO2H --> CH3-CH3 + 2 CO2 + H2
PH Z (PHILOU Zrealone)
"Physic is all what never works; Chemistry is all what stinks and explodes!"-"Life that deadly disease, sexually transmitted."(W.Allen)
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Melgar
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Sodium borohydride and iodine in THF will react to form a borane-THF complex that can reduce carboxylic acids and even amino acids to alcohols.
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Tsjerk
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Would the reaction between iodine and borohydride give NaI, H2 and BH3?
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Melgar
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Probably eventually, but since I2 is an oxidizer, it would probably first form NaI, HI, and BH3, then the HI would react with another NaBH4 to form
NaI, H2, and BH3.
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