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Author: Subject: PABA (para-aminobenzoic acid)
Ax165Xj
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[*] posted on 2-4-2014 at 12:55
PABA (para-aminobenzoic acid)


Short and sweet: I have some PABA and have no use for it. Does anyone know of any particularly interesting things I could do with it?
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[*] posted on 2-4-2014 at 13:10


It forms an insoluble precipitate with copper, and can be used for gravimetric analysis.

Adjust the pH of the solution (containing 20-100 mg copper) to 4-4.6 using 20 mL of 0.2 M acetic acd/acetate buffer in a beaker. Heat the solution to boiling, add 30 mL of PABA solution (1.6% w/v PABA dissolved in 0.1 M sodium hydroxide) dropwise with constant stirring, and allow to stand on the steam bath for 2-3 hours (or at RT overnight). Let the solution cool, filter off the precipitate, wash with water and dry at 80-100 oC for 90 minutes.

(That's the instructions for quant analysis from Talanta, 1968, Vol. 15, p 149 (Erdey, L., Marik-Korda, P., Liptay, G.) If you just want to make the compound, you wouldn't have to let it sit so long, or dry so assiduously. The buffer is needed to prevent coprecipitation of copper(II) hydroxide (happens about pH 6). Similar conditions will also precipitate compounds with silver, mercury(II), lead, aluminum, iron(II), bismuth, antimony(III), and tin(II), but zinc, cobalt(II) nickel and cadmium will only precipitate at higher pH values.)




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[*] posted on 2-4-2014 at 13:34


Make benzocaine!

https://en.wikipedia.org/wiki/Benzocaine

(Esterify with ethanol and acid catalyst.)




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[*] posted on 2-4-2014 at 18:25


Once you make the benzocaine, you can use it to derivatize (some) sugars via a reductive amidation. It does require sodium cyanoborohydride, methanol, and glacial acetic acid, all of which are commercially available. Makes a fluorescent derivative.
I seem to recall that you can derivatize reducing sugars with PABA itself, but I've never done that.
Ought to be able to do reductive amidation of most any aldehyde, actually.
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HeYBrO
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[*] posted on 3-4-2014 at 01:03


Science madness user nb198 posted an excellent video on the synthesis of PABA; https://www.youtube.com/watch?v=ZMxT8ra1hwk.



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3-4-2014 at 05:39
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[*] posted on 20-11-2017 at 15:50


Video is no longer available.
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[*] posted on 21-11-2017 at 08:23


Quote: Originally posted by HeYBrO  


synthesis of PABA



The easiest route to PABA is definitely this one....... $23 for 500 grams and $34 a kilo
https://www.bulksupplements.com/para-aminobenzoic-acid-paba....


/CJ




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