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Author: Subject: trinitroresorcimol from picric acid
menchaca
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[*] posted on 9-4-2003 at 03:56
trinitroresorcimol from picric acid


Today i´m going to make estyfnic acid from picric im not sure if what i´m going to do is corrrect but i´m going to try it anyway..

idea is to make de TNP react with sulfuric acid:

C6H4(NO2)3+H2SO4->H20+C6H4(OH)(NO2)3(HSO3) and then make it react with NaOH:

C6H4(OH)(NO2)3(HSO3) +2NaOH->Na2SO4+C6H4(OH)2(NO2)3

i´d like to put here the pictures of it but i dont know how....
well if you think that something is wrong let me know before i became an enormous hole in the ceiling.....:D
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PHILOU Zrealone
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sad.gif posted on 10-4-2003 at 05:22


H2SO4 directs in meta of NO2 groups and in ortho and para of OH; thus there is no possible way to make it hold to the benzenic ring since all possible positions are already taken by NO2 or OH!
You will simply end with:
NaHSO4, Na2SO4 and NaO-C6H2(NO2)3

:(:(:(:(:(:(




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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menchaca
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[*] posted on 10-4-2003 at 08:53


and if i protect the oh group? i mean forming an ether and then making it react with the H2SO4?and so on........?
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PHILOU Zrealone
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sad.gif posted on 10-4-2003 at 10:22


Ethers orientate the same way as HO- (ortho and para)!
The bst you can do is to use sanger substitution:
metadichlorobenzene -HNO3/H2SO4-> TriNitroDiChloroBenzene
TNDCB = Cl2C6H(NO2)3

Cl2C6H(NO2)3 + NaOH (aq) --> (HO)2C6H(NO2)3 + 2 NaCl

:cool:




PH Z (PHILOU Zrealone)

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[*] posted on 12-4-2003 at 00:11


I thought that dichlorobenzene was impossible to nitrate because of the highly deactivating afect of the halogens? So how would you nitrate it to trinitrodichlorobenzene, let alone the mononitro compound?
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PHILOU Zrealone
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smile.gif posted on 14-4-2003 at 04:52


HNO3 100% and H2SO4 96%! Cold the first half hour and then reflux boiling for 2 hours!



PH Z (PHILOU Zrealone)

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