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Author Topic: synthesis order of events inquiry  (Read 268 times)

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ostudent

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synthesis order of events inquiry
« on: December 19, 2018, 05:37:28 PM »

Attached is an exercise I was attempting.
My interpretation:
1. CH3Cl and AlCl3
2. conc. fuming H2SO4
3. tBuCl and AlCl3
4. dilute H2SO4

However, the answer has my #1 and #3 switched.
Wouldn't it be sterically more hindered to add tBu first? I don't understand.

Thank you.
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wildfyr

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Re: synthesis order of events inquiry
« Reply #1 on: December 19, 2018, 05:55:42 PM »

What are the sulfuric acid steps for?

And I'm generally on board with the your logic for alkulation order. Doing T butyl first will probably cause more Para substitution.
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