Identify how IR spectroscopy might be used to monitor the progress of the following reaction. 1) O3 2) DMS H. As the reaction proceeds, the IR spectrum will show the v of a C-H signal v cm1, and the v of signal(s) at cm1.

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### Monitoring Reaction Progress Using IR Spectroscopy

#### Reaction:

The reaction involved is the ozonolysis of cyclohexene. The reaction is represented as follows:

\[ 
\ce{ \hexagon + O_3 ->[\text{DMS}] \hexagon==O + \ce{O==C-H} } 
\]

#### Key Steps:

1. React cyclohexene (\(\ce{ \hexagon}\)) with ozone (\(\ce{O3}\)).
2. Use dimethyl sulfide (DMS) in the following step to break down the ozonide intermediate, resulting in the formation of cyclohexanone (\(\hexagon==O\)) and formaldehyde (\(\ce{H-C(=O)-H}\)).

#### IR Spectroscopy Monitoring:

Infrared (IR) spectroscopy can be used to monitor the progress of this reaction by identifying certain key signals.

As the reaction proceeds, the IR spectrum will show the **appearance** of signals at **1710** cm\(^{-1}\) representing the C=O stretch from cyclohexanone and formaldehyde.
The **disappearance** of signals at **1650** cm\(^{-1}\) representing the C=C stretch in cyclohexene.

#### Signals of Interest:

1. **C=O Stretch**:
    - Expected to appear around 1710 cm\(^{-1}\)
    - Indicates formation of cyclohexanone and formaldehyde
2. **C=C Stretch**:
    - Expected to disappear around 1650 cm\(^{-1}\)
    - Indicates consumption of cyclohexene

#### Educational Content:

This demonstrates the application of IR spectroscopy in tracking organic reaction progress, specifically by observing the shifts associated with functional groups. The appearance and disappearance of characteristic IR signals provide insight into the completion and intermediates of the reaction.

#### Worksheet Questions:

- As the reaction proceeds, the IR spectrum will show the **appearance** of a C=O signal at **1710** cm\(^{-1}\), and the **disappearance** of a C=C signal at **1650** cm\(^{-1}\).
Transcribed Image Text:### Monitoring Reaction Progress Using IR Spectroscopy #### Reaction: The reaction involved is the ozonolysis of cyclohexene. The reaction is represented as follows: \[ \ce{ \hexagon + O_3 ->[\text{DMS}] \hexagon==O + \ce{O==C-H} } \] #### Key Steps: 1. React cyclohexene (\(\ce{ \hexagon}\)) with ozone (\(\ce{O3}\)). 2. Use dimethyl sulfide (DMS) in the following step to break down the ozonide intermediate, resulting in the formation of cyclohexanone (\(\hexagon==O\)) and formaldehyde (\(\ce{H-C(=O)-H}\)). #### IR Spectroscopy Monitoring: Infrared (IR) spectroscopy can be used to monitor the progress of this reaction by identifying certain key signals. As the reaction proceeds, the IR spectrum will show the **appearance** of signals at **1710** cm\(^{-1}\) representing the C=O stretch from cyclohexanone and formaldehyde. The **disappearance** of signals at **1650** cm\(^{-1}\) representing the C=C stretch in cyclohexene. #### Signals of Interest: 1. **C=O Stretch**: - Expected to appear around 1710 cm\(^{-1}\) - Indicates formation of cyclohexanone and formaldehyde 2. **C=C Stretch**: - Expected to disappear around 1650 cm\(^{-1}\) - Indicates consumption of cyclohexene #### Educational Content: This demonstrates the application of IR spectroscopy in tracking organic reaction progress, specifically by observing the shifts associated with functional groups. The appearance and disappearance of characteristic IR signals provide insight into the completion and intermediates of the reaction. #### Worksheet Questions: - As the reaction proceeds, the IR spectrum will show the **appearance** of a C=O signal at **1710** cm\(^{-1}\), and the **disappearance** of a C=C signal at **1650** cm\(^{-1}\).
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