menchaca - 9-4-2003 at 03:56
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.....
PHILOU Zrealone - 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
menchaca - 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........?
PHILOU Zrealone - 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
fluffy bunny - 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?
PHILOU Zrealone - 14-4-2003 at 04:52
HNO3 100% and H2SO4 96%! Cold the first half hour and then reflux boiling for 2 hours!