URI:
   DIR Return Create A Forum - Home
       ---------------------------------------------------------
       Chemistry:The Central Science
  HTML https://kolathechemist.createaforum.com
       ---------------------------------------------------------
       *****************************************************
   DIR Return to: General Organic Chemistry
       *****************************************************
       #Post#: 2577--------------------------------------------------
       Synthesis question
   DIR By: Michel
       Date: May 18, 2013, 4:32 am
       ---------------------------------------------------------
       an aromatic compound A, C7H8, on sulfonation gives two
       compounds, Band C. Compound B on fusion with KCN gives D, C8H7N.
       Compound D on hydrolysis gives E, C8H8O2, which on hydrolysis
       gives phthalic acid. Identify A,B,C,D,E
       #Post#: 2580--------------------------------------------------
       Re: Synthesis question
   DIR By: Potla
       Date: May 18, 2013, 5:15 am
       ---------------------------------------------------------
       Maybe E on oxidation gives pthalic acid? If so, then here's the
       solution:
       [spoiler]
       So A is toluene, C6H5CH3. This, on sulphonation, gives o- and p-
       methyl sulphonic acid. Call the ortho compound B, then on fusion
       with KCN it gives o-methylcyanobenzene(D). This thing hydrolyses
       to o-methylbenzoic acid (E), which, on oxidation with KMnO4 in
       acidic medium, can give pthalic acid.
       [/spoiler]
       ^_^
       *****************************************************
       Page 1 of 1