Include the 'H-NMR and 1³C-NMR data for the product in separate tables with a labeled diagram 'H: chemical shift (experimental), chemical shift (literature), multiplet structure, integration, assignment 13C: chemical shift (experimental), chemical shift (literature), assignment In the current experiment, we will use a different electrophile (the tert.-butyl cation) to alkylate 1,4-dimethoxybenzene. This is a Friedel-Crafts Alkylation reaction. OCH3 (H;C),C. OCH3 (CH3),COH CH;COOH/H,SO4 H;CO H,CO C(CH3)3 Characterization IV • 13C-NMR Spectrum • Six signals from compounds and three lines from NMR solvent 8(ppm) Assignment 29.8 C(CH;); | C(CH;); OCH3 34.6 55.9 Arene-C ortho to OCH3 Arene-C attached to C(CH;); Arene-C attached to OCH; |CDCI, (three lines) 111.7 136,3 152.0 77 -1633
Include the 'H-NMR and 1³C-NMR data for the product in separate tables with a labeled diagram 'H: chemical shift (experimental), chemical shift (literature), multiplet structure, integration, assignment 13C: chemical shift (experimental), chemical shift (literature), assignment In the current experiment, we will use a different electrophile (the tert.-butyl cation) to alkylate 1,4-dimethoxybenzene. This is a Friedel-Crafts Alkylation reaction. OCH3 (H;C),C. OCH3 (CH3),COH CH;COOH/H,SO4 H;CO H,CO C(CH3)3 Characterization IV • 13C-NMR Spectrum • Six signals from compounds and three lines from NMR solvent 8(ppm) Assignment 29.8 C(CH;); | C(CH;); OCH3 34.6 55.9 Arene-C ortho to OCH3 Arene-C attached to C(CH;); Arene-C attached to OCH; |CDCI, (three lines) 111.7 136,3 152.0 77 -1633
Include the 'H-NMR and 1³C-NMR data for the product in separate tables with a labeled diagram 'H: chemical shift (experimental), chemical shift (literature), multiplet structure, integration, assignment 13C: chemical shift (experimental), chemical shift (literature), assignment In the current experiment, we will use a different electrophile (the tert.-butyl cation) to alkylate 1,4-dimethoxybenzene. This is a Friedel-Crafts Alkylation reaction. OCH3 (H;C),C. OCH3 (CH3),COH CH;COOH/H,SO4 H;CO H,CO C(CH3)3 Characterization IV • 13C-NMR Spectrum • Six signals from compounds and three lines from NMR solvent 8(ppm) Assignment 29.8 C(CH;); | C(CH;); OCH3 34.6 55.9 Arene-C ortho to OCH3 Arene-C attached to C(CH;); Arene-C attached to OCH; |CDCI, (three lines) 111.7 136,3 152.0 77 -1633
Transcribed Image Text:### Educational Website Content
#### ¹H-NMR and ¹³C-NMR Data Explanation
In this experiment, we will explore the ¹H and ¹³C-NMR data for a specific alkylated product formed by a Friedel-Crafts Alkylation reaction involving 1,4-dimethoxybenzene and tert-butyl cation.
#### Reaction Overview
- **Reaction Type**: Friedel-Crafts Alkylation
- **Reagents**: 1,4-dimethoxybenzene and tert-butyl alcohol in the presence of acetic acid and sulfuric acid.
- **Product**: Alkylated 1,4-dimethoxybenzene with tert-butyl group.
#### ¹³C-NMR Spectrum Characterization
- **Signal Count**: Six signals from the compound, and three lines from the NMR solvent.
- **Solvent**: CDCl₃
#### ¹³C-NMR Data Table
| δ (ppm) | Assignment |
|----------|-----------------------------------|
| 29.8 | C(CH₃)₃ |
| 34.6 | C(CH₃)₃ |
| 55.9 | OCH₃ |
| 111.7 | Arene-C ortho to OCH₃ |
| 136.3 | Arene-C attached to C(CH₃)₃ |
| 152.0 | Arene-C attached to OCH₃ |
| 77 | CDCl₃ (three lines) |
#### NMR Spectrum Description
The provided spectrum features peaks corresponding to the chemical shifts listed in the table above. Each peak position relates to the structural environment of the carbon atoms within the compound. The peaks at 77 ppm are attributed to the CDCl₃ solvent, which is used in the NMR analysis.
Through this characterization, the position and environment of each carbon atom in the molecule are confirmed. This helps in understanding the molecular structure and verifying the success of the chemical reaction.
Transcribed Image Text:### Characterization II
#### ¹H-NMR Spectrum
- **Overview**:
- The spectrum features three signals from the compound and one signal from the NMR solvent.
| δ(ppm) | Multiplet | Intensity | Assignment |
|--------|-----------|-----------|-------------------|
| 1.4 | s | 18 | C(CH₃)₃ |
| 3.6 | s | 6 | OCH₃ |
| 6.7 | s | 2 | Arene-H |
| 7.3 | s | - | CHCl₃ in CDCl₃ |
- **NMR Conditions**:
- Solvent: CDCl₃
- ¹H-NMR Frequency: 400 MHz
- ¹³C-NMR Frequency: 100 MHz
#### Graph/Diagram Explanation
- The NMR spectrum graph at the bottom displays the chemical shifts on the x-axis (ranging from 0-10.5 ppm) and relative intensity on the y-axis.
- The primary peaks correspond to the data in the table:
- A peak at 1.4 ppm assigned to C(CH₃)₃ with an intensity of 18, indicating a singlet.
- A peak at 3.6 ppm assigned to OCH₃ with an intensity of 6, indicating a singlet.
- A smaller peak at 6.7 ppm assigned to Arene-H with an intensity of 2, also a singlet.
- A solvent signal at 7.3 ppm for CHCl₃ in CDCl₃.
Definition Definition Organic compounds with a planar cyclic ring of atoms bonded through alternated single and double bonds. Aromatic organic compounds, also called arenes, are an important class of hydrocarbons under the branch of organic chemistry.
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