What is the atom economy for the saponification reaction, assuming 100% yield (3 soap molecules for every triglyceride used)? Use the chart provided below-     Stoichiometric Coefficient, Name of Starting Material Atomic Symbol, Quantity, Atomic Mass of each atom Mass (Quantity Times Atomic Mass) of all atoms   Atoms Utilized in Product Mass of Atoms Utilized in Product   Atoms Wasted in Byproducts   Mass of Atoms Wasted in Byproducts

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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What is the atom economy for the saponification reaction, assuming 100% yield (3 soap molecules for every triglyceride used)? Use the chart provided below-  

 

Stoichiometric Coefficient, Name of Starting Material

Atomic Symbol, Quantity, Atomic Mass of each atom

Mass (Quantity Times Atomic Mass) of all atoms

 

Atoms Utilized in Product

Mass of Atoms Utilized in Product

 

Atoms Wasted in Byproducts

 

Mass of Atoms Wasted in Byproducts

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

 

**Green Chemistry Institute**  
**American Chemical Society**  
**Atom Economy**  
**Page 3**

**Reaction: Saponification**

The reaction involves a triglyceride molecule reacting with 3 sodium hydroxide (NaOH) molecules to produce glycerol and three sodium palmitate (a soap) molecules.

The equation is as follows:

\[ \text{CH}_2\text{-O}\text{-C-(CH}_2)_\text{14}\text{-CH}_3 \quad \text{|} \]  
\[ \text{CH-O-C-(CH}_2)_\text{14}\text{-CH}_3 + 3 \text{ NaOH} \rightarrow \text{CH}_2\text{-OH} + 3 \text{ NaO-C-(CH}_2)_\text{14}\text{-CH}_3 \]  
\[ \text{CH}_2\text{-O-C-(CH}_2)_\text{14}\text{-CH}_3 \quad \text{|} \]  

**General Reaction Mechanism for Saponification:**

**Step 1: Nucleophilic attack by the hydroxide**

A hydroxide ion (\( \text{OH}^- \)) attacks the carbonyl carbon of the ester, resulting in a tetrahedral intermediate.

\[ \begin{array}{c}
\text{R-C=O} \\
\text{|} \\
\text{OR'}
\end{array} + \text{OH}^- \rightarrow \begin{array}{c}
\text{R-C-O}^- \\
\text{|} \\
\text{OR'} \\
\text{|} \\
\text{OH}
\end{array} \]

**Step 2: Leaving group leaves**

The intermediate collapses, expelling the leaving group (\( \text{OR'}^- \)), leading to a carboxylic acid and an alcohol group.

\[ \begin{array}{c}
\text{R-C-O}^- \\
\text{|} \\
\text{OR'} \\
\text{|} \\
\text{OH}
\end{array} \rightarrow \begin{array}{c}
\text{R-C=O} \\
\text{|} \\
\text{OH}
\end{array} + \text{R'-O}^- \]

**Step
Transcribed Image Text:**Green Chemistry Institute** **American Chemical Society** **Atom Economy** **Page 3** **Reaction: Saponification** The reaction involves a triglyceride molecule reacting with 3 sodium hydroxide (NaOH) molecules to produce glycerol and three sodium palmitate (a soap) molecules. The equation is as follows: \[ \text{CH}_2\text{-O}\text{-C-(CH}_2)_\text{14}\text{-CH}_3 \quad \text{|} \] \[ \text{CH-O-C-(CH}_2)_\text{14}\text{-CH}_3 + 3 \text{ NaOH} \rightarrow \text{CH}_2\text{-OH} + 3 \text{ NaO-C-(CH}_2)_\text{14}\text{-CH}_3 \] \[ \text{CH}_2\text{-O-C-(CH}_2)_\text{14}\text{-CH}_3 \quad \text{|} \] **General Reaction Mechanism for Saponification:** **Step 1: Nucleophilic attack by the hydroxide** A hydroxide ion (\( \text{OH}^- \)) attacks the carbonyl carbon of the ester, resulting in a tetrahedral intermediate. \[ \begin{array}{c} \text{R-C=O} \\ \text{|} \\ \text{OR'} \end{array} + \text{OH}^- \rightarrow \begin{array}{c} \text{R-C-O}^- \\ \text{|} \\ \text{OR'} \\ \text{|} \\ \text{OH} \end{array} \] **Step 2: Leaving group leaves** The intermediate collapses, expelling the leaving group (\( \text{OR'}^- \)), leading to a carboxylic acid and an alcohol group. \[ \begin{array}{c} \text{R-C-O}^- \\ \text{|} \\ \text{OR'} \\ \text{|} \\ \text{OH} \end{array} \rightarrow \begin{array}{c} \text{R-C=O} \\ \text{|} \\ \text{OH} \end{array} + \text{R'-O}^- \] **Step
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