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Step 2 Add two curved arrow(s) to show step 2: collapse of a charged tetrahedral intermediate. Modify the given drawing of the product as needed to show the intermediate that is formed in this step. Use the +/- tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds. oto :CI: Edit Drawing Save for Later Attempts: 0 of 3 used Submit Answer

Step 2 Add two curved arrow(s) to show step 2: collapse of a charged tetrahedral intermediate. Modify the given drawing of the product as needed to show the intermediate that is formed in this step. Use the +/- tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds. oto :CI: Edit Drawing Save for Later Attempts: 0 of 3 used Submit Answer

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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# Step 2 **Add two curved arrow(s)** to show step 2: collapse of a charged tetrahedral intermediate. Modify the given drawing of the product as needed to show the intermediate that is formed in this step. Use the +/- tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds. --- ### Diagram Explanation: The diagram shows a structural transformation of a charged tetrahedral intermediate in an organic reaction. There are two steps connected by a downward facing arrow. 1. **Top Structure:** - On the left, there's a benzene ring attached to a central tetrahedral carbon. - This carbon is bonded to: - An oxygen atom with a negative charge carrying two lone pairs. - A chlorine atom with a negative charge carrying three lone pairs. - A hydrogen atom bonded to an oxygen atom with a positive charge carrying two lone pairs. - The oxygen, chlorine, and hydrogen atoms are shown with different colors to emphasize their roles (oxygen in red, chlorine in green). 2. **Downward Arrow:** Indicates the progression of the reaction from the starting structure to the product. 3. **Bottom Structure:** - Similar to the top structure, with the central carbon still attached to the benzene ring. - The major change is the bonding arrangement: - The oxygen is now bonded with the positive charge. - The chlorine atom remains singly bonded. - The overall charge remains distributed across the structure as shown. ### Interface: - **Edit Drawing:** Button for interacting and modifying the structure. - **Save for Later:** Option to save progress. - **Attempts:** Shows the number of attempts used out of 3. - **Submit Answer:** Button to submit the current solution. This exercise focuses on the understanding and manipulation of molecular structures and charges in organic chemistry, emphasizing reaction mechanisms.
Transcribed Image Text:# Step 2 **Add two curved arrow(s)** to show step 2: collapse of a charged tetrahedral intermediate. Modify the given drawing of the product as needed to show the intermediate that is formed in this step. Use the +/- tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds. --- ### Diagram Explanation: The diagram shows a structural transformation of a charged tetrahedral intermediate in an organic reaction. There are two steps connected by a downward facing arrow. 1. **Top Structure:** - On the left, there's a benzene ring attached to a central tetrahedral carbon. - This carbon is bonded to: - An oxygen atom with a negative charge carrying two lone pairs. - A chlorine atom with a negative charge carrying three lone pairs. - A hydrogen atom bonded to an oxygen atom with a positive charge carrying two lone pairs. - The oxygen, chlorine, and hydrogen atoms are shown with different colors to emphasize their roles (oxygen in red, chlorine in green). 2. **Downward Arrow:** Indicates the progression of the reaction from the starting structure to the product. 3. **Bottom Structure:** - Similar to the top structure, with the central carbon still attached to the benzene ring. - The major change is the bonding arrangement: - The oxygen is now bonded with the positive charge. - The chlorine atom remains singly bonded. - The overall charge remains distributed across the structure as shown. ### Interface: - **Edit Drawing:** Button for interacting and modifying the structure. - **Save for Later:** Option to save progress. - **Attempts:** Shows the number of attempts used out of 3. - **Submit Answer:** Button to submit the current solution. This exercise focuses on the understanding and manipulation of molecular structures and charges in organic chemistry, emphasizing reaction mechanisms.
**Correct Answer:** Correct. The first step (nucleophilic attack) requires two curved arrows, which show the phenol functioning as a nucleophile and attacking the electrophilic carbonyl group. **Instructions:** Add curved arrow(s) to draw the first step of the mechanism. Modify the given drawings of the product as needed to show the intermediate that is formed in this step. Use the +/- tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds. **Diagram Explanation:** The diagram illustrates a chemical reaction mechanism. It depicts the following steps: 1. The top part shows the reactants, which include a phenol group and a molecule containing a chlorine atom attached to a benzene ring via a carbonyl group. 2. Two curved arrows are depicted: - The first arrow starts from the lone pair of the oxygen in the phenol group and points towards the carbon of the carbonyl group, indicating a nucleophilic attack. - The second arrow starts from the C=O double bond of the carbonyl group and points towards the oxygen, indicating the formation of a negative charge on oxygen. 3. The intermediate is shown in the lower part. This intermediate has: - The original benzene ring with the oxygen, now bonded to the carbon of the carbonyl group. - The oxygen in the carbonyl group now bearing a negative charge. - The chlorine atom still attached to the initial carbon atom, which now bears a positive charge. This mechanism illustrates the initial stage of a nucleophilic acyl substitution reaction.
Transcribed Image Text:**Correct Answer:** Correct. The first step (nucleophilic attack) requires two curved arrows, which show the phenol functioning as a nucleophile and attacking the electrophilic carbonyl group. **Instructions:** Add curved arrow(s) to draw the first step of the mechanism. Modify the given drawings of the product as needed to show the intermediate that is formed in this step. Use the +/- tools to add/remove charges, and use the single bond tool to interconvert between double and single bonds. **Diagram Explanation:** The diagram illustrates a chemical reaction mechanism. It depicts the following steps: 1. The top part shows the reactants, which include a phenol group and a molecule containing a chlorine atom attached to a benzene ring via a carbonyl group. 2. Two curved arrows are depicted: - The first arrow starts from the lone pair of the oxygen in the phenol group and points towards the carbon of the carbonyl group, indicating a nucleophilic attack. - The second arrow starts from the C=O double bond of the carbonyl group and points towards the oxygen, indicating the formation of a negative charge on oxygen. 3. The intermediate is shown in the lower part. This intermediate has: - The original benzene ring with the oxygen, now bonded to the carbon of the carbonyl group. - The oxygen in the carbonyl group now bearing a negative charge. - The chlorine atom still attached to the initial carbon atom, which now bears a positive charge. This mechanism illustrates the initial stage of a nucleophilic acyl substitution reaction.
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