1. 2 eq CH3MgBr CI 2. H* HCI + H20 H2 A NBS В H202 Pt

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Give the major organic product(s) for each of the following reactions. Write NR if a reaction will not occur.

This image depicts three separate chemical reaction sequences:

1. **Reaction Sequence 1:**

   Starting Material: A compound featuring an acyl chloride group attached to a propyl group.

   Reagents:
   - Step 1: Reacts with 2 equivalents of methylmagnesium bromide (CH₃MgBr).
   - Step 2: Protonation with H⁺.

   **Description**: The first reaction involves the transformation of an acyl chloride into an alcohol via a Grignard reaction, involving two equivalents of the Grignard reagent methylmagnesium bromide, followed by acidic work-up.

2. **Reaction Sequence 2:**

   Starting Materials: A cyclic anhydride composed of a six-membered ring with a ketone group and a separate water molecule (H₂O).

   Reagent: Hydrochloric acid (HCl).

   **Description**: The second reaction describes the hydrolysis of a cyclic anhydride to form a carboxylic acid and possibly an alcohol or another functional group, facilitated by hydrochloric acid.

3. **Reaction Sequence 3:**

   Starting Material: Naphthalene structure.

   Reagents and Steps:
   - First Step: Involves the use of N-bromosuccinimide (NBS) and hydrogen peroxide (H₂O₂) to form intermediate A.
   - Second Step: Hydrogenation using H₂ and a platinum (Pt) catalyst to produce intermediate B.
   - Third Step: Reaction with a cyanide ion (CN⁻) to yield product C.

   **Description**: This sequence illustrates a complex multi-step transformation of a bicyclic aromatic structure starting with allylic bromination (NBS), followed by hydrogenation, and finally conversion involving nucleophilic substitution or addition, leading to the final product.

**Diagrams and Structures**: The diagrams detail the molecular structures and transformations at each stage of the reactions, demonstrating changes to functional groups and overall molecular frameworks. The starting materials, intermediates, and final products are drawn in chemical structure format, with arrows indicating the direction of the reactions.
Transcribed Image Text:This image depicts three separate chemical reaction sequences: 1. **Reaction Sequence 1:** Starting Material: A compound featuring an acyl chloride group attached to a propyl group. Reagents: - Step 1: Reacts with 2 equivalents of methylmagnesium bromide (CH₃MgBr). - Step 2: Protonation with H⁺. **Description**: The first reaction involves the transformation of an acyl chloride into an alcohol via a Grignard reaction, involving two equivalents of the Grignard reagent methylmagnesium bromide, followed by acidic work-up. 2. **Reaction Sequence 2:** Starting Materials: A cyclic anhydride composed of a six-membered ring with a ketone group and a separate water molecule (H₂O). Reagent: Hydrochloric acid (HCl). **Description**: The second reaction describes the hydrolysis of a cyclic anhydride to form a carboxylic acid and possibly an alcohol or another functional group, facilitated by hydrochloric acid. 3. **Reaction Sequence 3:** Starting Material: Naphthalene structure. Reagents and Steps: - First Step: Involves the use of N-bromosuccinimide (NBS) and hydrogen peroxide (H₂O₂) to form intermediate A. - Second Step: Hydrogenation using H₂ and a platinum (Pt) catalyst to produce intermediate B. - Third Step: Reaction with a cyanide ion (CN⁻) to yield product C. **Description**: This sequence illustrates a complex multi-step transformation of a bicyclic aromatic structure starting with allylic bromination (NBS), followed by hydrogenation, and finally conversion involving nucleophilic substitution or addition, leading to the final product. **Diagrams and Structures**: The diagrams detail the molecular structures and transformations at each stage of the reactions, demonstrating changes to functional groups and overall molecular frameworks. The starting materials, intermediates, and final products are drawn in chemical structure format, with arrows indicating the direction of the reactions.
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