Practicaler
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Phenol synthesis
Hey guys i know that phenol can be prepared from aniline guys i want to know is there any way to make it from benzoic acid.
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Nicodem
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Thread Moved 15-4-2012 at 06:54 |
Nicodem
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Please UTFSE before opening new threads on common topics. There already are several discussions on the synthesis of phenol. Most conclude that benzoic
acid is only useful as the starting material for the synthesis of benzene. The two step synthesis of phenol from benzene is then well covered by
literature. Supposedly there exists a reference in Ullmann's for the direct synthesis of phenol from benzoic acid, so you can check that out if you want.
PS: Please read the Guidelines for posting on the ScienceMadness forum.
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Vikascoder
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Why dont you buy phenol it is one of the most easily buy able chemical . It is also used as disinfectant . I read it as disinfectant on wiki pedia
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barley81
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In some places it's hard to buy. I can't find a cheap source in the US. Phenol is expensive to ship, and all the local sources won't sell to
individuals. That's why making it from other benzene derivatives would be nice...
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ItalianChemist
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Phenol can be obtained heating salicylic acid with sodium hydroxide!
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Hennig Brand
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I have a bunch of liquified phenol. According to the MSDS it should contain not less than 89% phenol, the rest water. Is there a good way of removing
the water?
BTW, I am in Canada and I found the pure crystalline phenol difficult and/or expensive to buy with hazard fees, etc. The liquified stuff had no hazard
fees and was much more affordable. I got a drug store to order it. I guess it is used to do chemical skin peels or some other skin treatments.
[Edited on 18-4-2012 by Hennig Brand]
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Nicodem
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Quote: Originally posted by Hennig Brand | I have a bunch of liquified phenol. According to the MSDS it should contain not less than 89% phenol, the rest water. Is there a good way of removing
the water? |
If water is the only thing to remove there, then you can just dry it azeotropically. You can try to dissolve in isopropanol and rotavap. You can
repeat with one or two additional portions of isopropanol to make sure. If you still don't get it to crystallize in a refrigerator, then it might be
impure and needs recrystallization (check the literature for the solvent) or vacuum distillation.
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mycotheologist
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Wouldn't a simple borohydride reduction do it?
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ThatchemistKid
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Well, no that would give you benzyl alcohol. One could use acetophenone and preform a dakin reaction. The phenyl group having a much higher propensity
to migrate than the methyl would give phenoxide (which could them be acidified) as the major product.
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ThatchemistKid
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also If i recall correctly sodium borohydride does not react with esters or free acids readily usually one uses borane for the reduction of an acid to
an alcohol.
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