Question

Below is a three step synthesis. Provide the missing organic products for each step. Do not add inorganic side products or minor products.

Step 1: Starting material: Propanal
Reagent: (CH_3MgI) followed by (H_3O^+)

Step 2: Starting material: Product from Step 1
Reagent: (H_2, Pd/C)

Step 3: Starting material: Product from Step 2
Reagent: (Br_2, FeBr_3)

Answer 1

The missing organic products in the three-step synthesis are: 2-methylpropan-2-ol as the product of Step 1, 2-methylpropane from Step 2, and 2-bromo-2-methylpropane from Step 3.

Step-by-step explanation:

The question asks for the missing organic products for each step in a three-step organic synthesis starting from propanal. In Step 1, propanal reacts with (CH3MgI) followed by (H3O+) in a Grignard reaction, forming the primary alcohol, 2-methylpropan-2-ol. In Step 2, the primary alcohol is reduced to 2-methylpropane by hydrogenation with (H2, Pd/C). Finally, in Step 3, treatment with (Br2, FeBr3) results in the bromination of 2-methylpropane to form 2-bromo-2-methylpropane via an electrophilic aromatic substitution reaction.