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Multiple Choice
Predict the final product based on the list of reagents given.
A
B
C
D
Verified step by step guidance
1
Step 1: The first reagent, BH3·THF, is used for hydroboration-oxidation of alkenes. This will add a hydroxyl group (OH) to the less substituted carbon of the double bond, following anti-Markovnikov's rule.
Step 2: The second reagent, H2O2, NaOH, is used to oxidize the borane intermediate to an alcohol. This completes the hydroboration-oxidation process, resulting in an alcohol at the less substituted carbon.
Step 3: The third reagent, SOCl2, is used to convert the alcohol into an alkyl chloride via an S_N2 mechanism, replacing the OH group with a Cl atom.
Step 4: The fourth reagent, NaCN/DMSO, is used to perform a nucleophilic substitution where the chloride is replaced by a cyano group (CN), forming a nitrile.
Step 5: The fifth reagent, H3O+, is used to hydrolyze the nitrile to a carboxylic acid, converting the CN group to a COOH group. This step involves the formation of an amide intermediate, which is further hydrolyzed to the carboxylic acid.