CH3 NH Coniine Conine, C,H,„N, is the toxic principle of the poison hemlock drunk by Socrates. It can be synthesized from acrylonitrile (H,C=CHCN) and ethyl 3-oxohexanoste. The synthesis pro follows: 1. Deprotonation of ethyl 3-0xohexanoate to form enolate anion 1; 2. Michael addition to acrylonitrile to form intermediate 2: 3. Protonation to form Michael adduct 3; 4. Ester hydrolysis and decarboxylation to form oxonitrile 4; 5. Reduction to form oxoamine 5: 6. Cyclization to form imine 6. 1. Catalytic hydrogenation to form Coniine. Draw the structures of enolate anion 1 and imine 6.
Analyzing Infrared Spectra
The electromagnetic radiation or frequency is classified into radio-waves, micro-waves, infrared, visible, ultraviolet, X-rays and gamma rays. The infrared spectra emission refers to the portion between the visible and the microwave areas of electromagnetic spectrum. This spectral area is usually divided into three parts, near infrared (14,290 – 4000 cm-1), mid infrared (4000 – 400 cm-1), and far infrared (700 – 200 cm-1), respectively. The number set is the number of the wave (cm-1).
IR Spectrum Of Cyclohexanone
It is the analysis of the structure of cyclohexaone using IR data interpretation.
IR Spectrum Of Anisole
Interpretation of anisole using IR spectrum obtained from IR analysis.
IR Spectroscopy
Infrared (IR) or vibrational spectroscopy is a method used for analyzing the particle's vibratory transformations. This is one of the very popular spectroscopic approaches employed by inorganic as well as organic laboratories because it is helpful in evaluating and distinguishing the frameworks of the molecules. The infra-red spectroscopy process or procedure is carried out using a tool called an infrared spectrometer to obtain an infrared spectral (or spectrophotometer).
![CH3
NH
Coniine
Coniine, CH N. i the toxic principle of the poison hemlock drunk by Socrates. It can be synthesized from acrylonitrile (H,C=CHCN) and ethyl 3-oxohexanozte. The synthesis proceeds as
follows
1. Deprotonation of ethyl 3-oxohexanoate to form enolate anion 1;
2. Michzel addition to acrylonitrile to form intermediate 2;
3. Protonation to form Michzel adduct 3;
4. Ester hydrolysis and decarboxylation to form oxonitrile 4;
5. Reduction to form oxoamine 5;
6. Cyclization to form imine 6:
7. Catalytic hydrogenation to form Conine.
Draw the structures of enolate anion 1 and imine 6.
• You do not have to consider stereochemistry.
• You do not have to explicitly draw H atoms.
• Do not include lone pairs in your answer. They will not be considered in the grading
• Draw enolate anions in their carbanion form
• Drzw one structure per sketcher. Add zdditional sketchers using the drop-down menu in the bottom right corner.
• Show the correct order of synthesis by drawing a reaction arrow between the two compounds, pointing from the earlier towards the later synthesized compound.
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