What type of oxygen-based functional groups may be present in the molecule, based on the IR? Can the molecule contain a/an: aldehyde? [ Select ] ["Yes", "No"] alcohol? [ Select ] ["Yes", "No"] carboxylic acid? [ Select ] ["Yes", "No"] ester? [ Select ] ["Yes", "No"] ether? [ Select ] ["Yes", "No"] ketone? Molecule: C6H12O Degree of unsaturation=1

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What type of oxygen-based functional groups may be present in the molecule, based on the IR? Can the molecule contain a/an:

aldehyde? [ Select ] ["Yes", "No"]

alcohol? [ Select ] ["Yes", "No"]

carboxylic acid? [ Select ] ["Yes", "No"]

ester? [ Select ] ["Yes", "No"]

ether? [ Select ] ["Yes", "No"]

ketone?

Molecule: C6H12O

Degree of unsaturation=1

### Characteristic Infrared Absorption Frequencies

**Bonding and Frequencies:**

| Bonding            | Frequency (cm⁻¹)     | Intensity* | Type of Vibration (Stretching unless noted)           |
|--------------------|----------------------|------------|-------------------------------------------------------|
| C—H                |                      |            |                                                       |
| —CH₃               | 2850–3000            | m          | bending                                               |
| —CH₂—              | 1375 and 1450        | w–m        | bending                                               |
|                    | 1450–1475            | m          |                                                       |
| alkene             | 3000–3100            | m          |                                                       |
|                    | 650–1000             | s          | out-of-plane bending                                  |
| alkyne             | 3300                 | w–m        |                                                       |
|                    | 3030                 | s          |                                                       |
| arene              | 690–900              | s          | out-of-plane bending                                  |
| aldehyde           | 2720                 | m          |                                                       |
| C=C                | 1600–1680            | w–m        |                                                       |
| alkene             | 1450 and 1600        | w–m        |                                                       |
| arene              | 2100–2250            | m          |                                                       |
| alcohol, ether,    | 1000–1100            | s          |                                                       |
| ester, carboxylic  | 1200–1250 (sp₂ C—O)  | s          |                                                       |
| acid               | 900–1300             | s          |                                                       |
| anhydride          | 1680–1800            | s          |                                                       |
|                    | 1700–1725            | s          |                                                       |
| amide              | 1630–1820            | s          |                                                       |
|                    | 1630–1820            | s          |                                                       |
| ketone             | 1735–1800            |   s        |                                                       |
| aldehyde           | 1740–1760 and        | s          |                                                       |
| ester              | 1800–1850            | s          |                                                       |
| anhydride          | 1800                 |            |                                                       |
|
Transcribed Image Text:### Characteristic Infrared Absorption Frequencies **Bonding and Frequencies:** | Bonding | Frequency (cm⁻¹) | Intensity* | Type of Vibration (Stretching unless noted) | |--------------------|----------------------|------------|-------------------------------------------------------| | C—H | | | | | —CH₃ | 2850–3000 | m | bending | | —CH₂— | 1375 and 1450 | w–m | bending | | | 1450–1475 | m | | | alkene | 3000–3100 | m | | | | 650–1000 | s | out-of-plane bending | | alkyne | 3300 | w–m | | | | 3030 | s | | | arene | 690–900 | s | out-of-plane bending | | aldehyde | 2720 | m | | | C=C | 1600–1680 | w–m | | | alkene | 1450 and 1600 | w–m | | | arene | 2100–2250 | m | | | alcohol, ether, | 1000–1100 | s | | | ester, carboxylic | 1200–1250 (sp₂ C—O) | s | | | acid | 900–1300 | s | | | anhydride | 1680–1800 | s | | | | 1700–1725 | s | | | amide | 1630–1820 | s | | | | 1630–1820 | s | | | ketone | 1735–1800 | s | | | aldehyde | 1740–1760 and | s | | | ester | 1800–1850 | s | | | anhydride | 1800 | | | |
### Infrared Spectrum Analysis of Unknown Compound C

This infrared (IR) spectrum is recorded from an unknown compound labeled as "Unknown C NEAT." The x-axis represents the wavenumber in cm⁻¹, ranging from 4000 to 450 cm⁻¹, while the y-axis shows the percent transmittance (%T), ranging from 40 to 102.

#### Key Peaks and Their Wavenumbers:

1. **2958.34 cm⁻¹**: Likely indicative of C-H stretching, common in alkane groups.
2. **2873.37 cm⁻¹**: Another C-H stretch, possibly from aldehydes or other similar compounds.
3. **1737.03 cm⁻¹**: Characteristic of C=O stretching, often found in carbonyl groups.
4. **1467.20 cm⁻¹** and **1436.10 cm⁻¹**: Possible C-H bending or deformation.
5. **1368.56 cm⁻¹** and **1256.23 cm⁻¹**: Could indicate C-O stretching or C-H bending.
6. **1121.14 cm⁻¹**, **1194.38 cm⁻¹**, and **1100.65 cm⁻¹**: Often represent C-O stretches, common in alcohols, ethers, or esters.
7. **1011.55 cm⁻¹**, **881.86 cm⁻¹**: Might be C-H out-of-plane bending seen in aromatic compounds.
8. **830.91 cm⁻¹**, **711.23 cm⁻¹**, and **592.08 cm⁻¹**: Suggest C-H out-of-plane deformations or other functional group vibrations.
9. **953.75 cm⁻¹**: Another peak potentially indicating out-of-plane bending/vibrations.

This spectrum reveals various functional groups that make up the unknown compound, suggesting a complex molecular structure with several distinct functional groups, such as aromatics and carbonyls, inferred from the characteristic peak positions.
Transcribed Image Text:### Infrared Spectrum Analysis of Unknown Compound C This infrared (IR) spectrum is recorded from an unknown compound labeled as "Unknown C NEAT." The x-axis represents the wavenumber in cm⁻¹, ranging from 4000 to 450 cm⁻¹, while the y-axis shows the percent transmittance (%T), ranging from 40 to 102. #### Key Peaks and Their Wavenumbers: 1. **2958.34 cm⁻¹**: Likely indicative of C-H stretching, common in alkane groups. 2. **2873.37 cm⁻¹**: Another C-H stretch, possibly from aldehydes or other similar compounds. 3. **1737.03 cm⁻¹**: Characteristic of C=O stretching, often found in carbonyl groups. 4. **1467.20 cm⁻¹** and **1436.10 cm⁻¹**: Possible C-H bending or deformation. 5. **1368.56 cm⁻¹** and **1256.23 cm⁻¹**: Could indicate C-O stretching or C-H bending. 6. **1121.14 cm⁻¹**, **1194.38 cm⁻¹**, and **1100.65 cm⁻¹**: Often represent C-O stretches, common in alcohols, ethers, or esters. 7. **1011.55 cm⁻¹**, **881.86 cm⁻¹**: Might be C-H out-of-plane bending seen in aromatic compounds. 8. **830.91 cm⁻¹**, **711.23 cm⁻¹**, and **592.08 cm⁻¹**: Suggest C-H out-of-plane deformations or other functional group vibrations. 9. **953.75 cm⁻¹**: Another peak potentially indicating out-of-plane bending/vibrations. This spectrum reveals various functional groups that make up the unknown compound, suggesting a complex molecular structure with several distinct functional groups, such as aromatics and carbonyls, inferred from the characteristic peak positions.
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