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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: bamster on April 05, 2010, 02:44:42 PM

Title: friedel crafts alkylation of phenol?
Post by: bamster on April 05, 2010, 02:44:42 PM

i need to make an equation to find the final product when tert-butyl chloride is mixed with 4.7 g of phenol. Then aluminum chloride is added and it solidified. Water was added and then it was filtrated. Could someone give a hint about how the reaction should go. It's hard to understand it in the textbook, is their a simple way to learn it.

Title: Re: friedel crafts alkylation of phenol?
Post by: bamster on April 05, 2010, 03:24:06 PM

do you get

C6H5OH + C4H9Cl   

---

C10H14O + HCl

the AlCl3 is the catalyst above the arrow.
should the final product be like C6H4CH(CH3)₃
your supposed to get something maybe like m-tert-butyl phenol or p-tert-butylphenol

Title: Re: friedel crafts alkylation of phenol?
Post by: sHaY on April 07, 2010, 06:42:11 PM

My friend, what kind of a director is OH? (hint: draw resonance structures after added the t-butyl but not restoring aromaticity yet), if you follow the mechanism you can see what you should have in the end.