Grignard Synthesis of Triphenylmethanol 1. Give two reasons why anhydrous condit
ID: 551761 • Letter: G
Question
Grignard Synthesis of Triphenylmethanol 1. Give two reasons why anhydrous conditions must be maintained during a Grignard 2. After the reaction mixture is transferred to a separatory funnel, d aonoa synthesis. Write chemical reactions to explain. a. What substances (including solvent) make up the lower layer? b. What substances (including solvent) make up the upper layer? 3. The procedure (paragraphs 2 and 3) states that the additions of bromobenzene, methyl benzoate and hydrochloric acid must be done slowly. What might happen if any of these were done too rapidly? 4. Give equations that show how each of the following can be prepared by a Grignard synthesis: a. 1-phenyl-1-octanol b. 3-phenyl-1-octanolExplanation / Answer
Q1
- anhydrous implies --> no humidity
this is mainly because:
water deprotonates Grignard reagent
R-MgX + H2O = R-H + Mg(OH)X
- Note that Mg(OH)X is also very reactive
so we need to take care to avoid this from reacting
Q2.
lower layer --> organic layer, i.e. most dense --> triphenylmethanol will be the most dense
aqueous layer is the upper layer
Q3
if we add this rapidly --> protonation will occurs fast
there will be not enough time for reaction, elmination reaciton could occur as well
Addition of HCl will increase drastically the temperature changes
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