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In each reaction box, place the best reagent and conditions from the list below. NH 1) он 2) 3) 4) Answer Bank LİAIH, H,CrO, CH,Br H,, Pd NH(CH,),, H,, Pd KMNO, NaBH, H,O РСС NH,, H,, Pd NH,CH, H,0* (ca), Н, Рӑ CH,MgBr NH,NH,

In each reaction box, place the best reagent and conditions from the list below. NH 1) он 2) 3) 4) Answer Bank LİAIH, H,CrO, CH,Br H,, Pd NH(CH,),, H,, Pd KMNO, NaBH, H,O РСС NH,, H,, Pd NH,CH, H,0* (ca), Н, Рӑ CH,MgBr NH,NH,

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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### Transformation of Acetic Acid to Isopropylamine #### Problem Statement Given: The structure of acetic acid (CH3COOH) on the left and isopropylamine (CH3CH(NH2)CH3) on the right. Objective: Determine the best reagent and conditions required in each step (1 to 4) to convert acetic acid to isopropylamine. #### Answer Bank - LiAlH4 - H2CrO4 - CH3Br - H2, Pd - NH(CH3)2, H2, Pd - KMnO4 - NaBH4 - H2O - PCC - NH3, H2, Pd - NH2CH3, H3O+ (cat), H2, Pd - CH3MgBr - NH2NH2 #### Reaction Steps 1. **First Reaction Box** Description: The acetic acid needs to be reduced to an aldehyde. Best Reagent: LiAlH4 2. **Second Reaction Box** Description: The aldehyde obtained needs to be converted to a secondary alcohol via alkyl addition. Best Reagent: CH3MgBr 3. **Third Reaction Box** Description: The secondary alcohol should be dehydrated to form a double bond, followed by hydrogenation to convert it to a saturated compound. Best Reagent: H2, Pd 4. **Fourth Reaction Box** Description: Finally, an amination must be done to introduce the NH2 group. Best Reagent: NH2NH2 #### Explanation - **LiAlH4:** A strong reducing agent used to reduce carboxylic acids to primary alcohols, but when controlled, it can reduce to aldehydes. - **CH3MgBr:** A Grignard reagent used to add a methyl group to the carbonyl carbon of an aldehyde, forming a secondary alcohol. - **H2, Pd:** Common catalytic hydrogenation conditions, used to reduce alkenes to alkanes. - **NH2NH2:** A reagent used for amination to introduce the NH2 group. By applying these reagents stepwise, acetic acid can be effectively transformed into isopropylamine through the described reaction conditions.
Transcribed Image Text:### Transformation of Acetic Acid to Isopropylamine #### Problem Statement Given: The structure of acetic acid (CH3COOH) on the left and isopropylamine (CH3CH(NH2)CH3) on the right. Objective: Determine the best reagent and conditions required in each step (1 to 4) to convert acetic acid to isopropylamine. #### Answer Bank - LiAlH4 - H2CrO4 - CH3Br - H2, Pd - NH(CH3)2, H2, Pd - KMnO4 - NaBH4 - H2O - PCC - NH3, H2, Pd - NH2CH3, H3O+ (cat), H2, Pd - CH3MgBr - NH2NH2 #### Reaction Steps 1. **First Reaction Box** Description: The acetic acid needs to be reduced to an aldehyde. Best Reagent: LiAlH4 2. **Second Reaction Box** Description: The aldehyde obtained needs to be converted to a secondary alcohol via alkyl addition. Best Reagent: CH3MgBr 3. **Third Reaction Box** Description: The secondary alcohol should be dehydrated to form a double bond, followed by hydrogenation to convert it to a saturated compound. Best Reagent: H2, Pd 4. **Fourth Reaction Box** Description: Finally, an amination must be done to introduce the NH2 group. Best Reagent: NH2NH2 #### Explanation - **LiAlH4:** A strong reducing agent used to reduce carboxylic acids to primary alcohols, but when controlled, it can reduce to aldehydes. - **CH3MgBr:** A Grignard reagent used to add a methyl group to the carbonyl carbon of an aldehyde, forming a secondary alcohol. - **H2, Pd:** Common catalytic hydrogenation conditions, used to reduce alkenes to alkanes. - **NH2NH2:** A reagent used for amination to introduce the NH2 group. By applying these reagents stepwise, acetic acid can be effectively transformed into isopropylamine through the described reaction conditions.
### Reaction Mechanism and Reagent Selection The image presents a chemical transformation sequence where you need to select the best reagent and conditions from the given list to achieve the desired product. Below is the detailed explanation and transcribed text. #### Reaction Sequence Illustration The sequence starts with a cyclohexene derivative and ends with a substitution product: 1. **Starting Material:** - Cyclohexane derivative with a bromine group 2. **Reagents and Conditions:** Four reaction steps are provided, and you must choose the appropriate reagents and conditions for each step from the given list. 3. **Final Product:** - The structure is a cyclohexane ring with an ethyl group and a tertiary amine attached ### Answer Bank Below is the list of possible reagents and conditions you can use in the reaction sequence: - `(CH3)2CHBr` - `H2O2, NaOH, H2O` - `CrO3, H3O+` - `CH3NH2` - `KMnO4` - `HN(CH2CH3)2, pH 5, H2, Pd` - `H2NCH(CH3)2, pH 5, H2, Pd` - `H2O, H3O+` - `BH3 / THF` - `NaNH2` - `PCC` - `CH3Br` - `NaBH4` - `Pd, H2` - `NH3` The image shows four empty reaction boxes, numbered 1 to 4, where you need to place the appropriate reagents. ### Detailed Explanation of the Reaction Steps Since the precise starting material and final product are clear, let’s breakdown the steps required to reach the final product using the provided answer bank. The correct sequence of reagents will transform the starting material through intermediate stages to achieve the desired compound. 1. **Step 1:** Utilize a reagent from the answer bank that is suitable for the first transformation. 2. **Step 2:** Continue to the next box with a reagent that supports the ongoing reaction mechanism. 3. **Step 3:** Choose the next reagent to facilitate the next stage. 4. **Step 4:** Finally, add the last reagent that completes the transformation to yield the final product. This process entails understanding each reagent’s function in organic chemistry reactions and their mechanisms. ### Graph
Transcribed Image Text:### Reaction Mechanism and Reagent Selection The image presents a chemical transformation sequence where you need to select the best reagent and conditions from the given list to achieve the desired product. Below is the detailed explanation and transcribed text. #### Reaction Sequence Illustration The sequence starts with a cyclohexene derivative and ends with a substitution product: 1. **Starting Material:** - Cyclohexane derivative with a bromine group 2. **Reagents and Conditions:** Four reaction steps are provided, and you must choose the appropriate reagents and conditions for each step from the given list. 3. **Final Product:** - The structure is a cyclohexane ring with an ethyl group and a tertiary amine attached ### Answer Bank Below is the list of possible reagents and conditions you can use in the reaction sequence: - `(CH3)2CHBr` - `H2O2, NaOH, H2O` - `CrO3, H3O+` - `CH3NH2` - `KMnO4` - `HN(CH2CH3)2, pH 5, H2, Pd` - `H2NCH(CH3)2, pH 5, H2, Pd` - `H2O, H3O+` - `BH3 / THF` - `NaNH2` - `PCC` - `CH3Br` - `NaBH4` - `Pd, H2` - `NH3` The image shows four empty reaction boxes, numbered 1 to 4, where you need to place the appropriate reagents. ### Detailed Explanation of the Reaction Steps Since the precise starting material and final product are clear, let’s breakdown the steps required to reach the final product using the provided answer bank. The correct sequence of reagents will transform the starting material through intermediate stages to achieve the desired compound. 1. **Step 1:** Utilize a reagent from the answer bank that is suitable for the first transformation. 2. **Step 2:** Continue to the next box with a reagent that supports the ongoing reaction mechanism. 3. **Step 3:** Choose the next reagent to facilitate the next stage. 4. **Step 4:** Finally, add the last reagent that completes the transformation to yield the final product. This process entails understanding each reagent’s function in organic chemistry reactions and their mechanisms. ### Graph
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