Write Brief Answer · Q8
Q.What happens when acetyl chloride is treated with excess of CH₃MgI?
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Start your 14-day free trial to unlock the full solution →Step 1. Acetyl chloride, CH3-CO-Cl, is an acid chloride. With ONE equivalent of RMgX, an acid chloride gives a ketone (here, acetone, (CH3)2C=O) after hydrolysis.
Step 2. With EXCESS CH3MgI, however, that freshly-formed acetone does not survive unreacted -- a ketone itself reacts further with Grignard reagent, and a second equivalent of CH3MgI adds to the acetone's carbonyl carbon.
Step 3. Hydrolysis (H2O/H+) of this second addition product gives a tertiary alcohol: (CH3)3C-OH, tert-butyl alcohol (2-methyl-2-propanol) -- one more methyl group added on top of acetone's own two methyls. …
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