I wish to attain a 'one-pot' synthesis of a diol from an alkene, and have drawn up a reaction scheme; pls let me know if the following is feasible:
Points to note :
1) The Alkene is an aliphatic hydrocarbon and is water soluble
(soluble in Ethanol,the resultant mix is soluble in water)
2) The reaction temperature in both cases is 25 degrees C
3) There are no other functional groups present in the alkene
C = C + HOCl ---------> C(OH)-C(Cl)
(5% NaOCl, pH 6.5)
C(OH)-C(Cl) + 2M NaOH (aq) --------> C(OH)-C(OH)
Is the above scheme feasible and viable ?
If possible, what would be probable yields ?
Will the diol undergo any changes, eg dehydration on heating to 100 deg C
Any side reactions,considering that Ethanol is present with Hypochlorite ?
Thanks in advance,