Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedralintermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction.0OHCI+H₂N• You do not have to consider stereochemistry.• Include all valence lone pairs in your answer.• Do not include counter-ions, e.g., Na+, I, in your answer.In cases where there is more than one answer, just draw one.AChemDoodleActivate Windows

Step 1:Acid chloride with 2-aminoethanol gives following tetrahedral Intermediate-Acid chloride acts…

Answered: Acyl transfer (nucleophilic…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter13: Substitution

Section: Chapter Questions

Problem 2E

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Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CI H₂N OH • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na+, I, in your answer. • In cases where there is more than one answer, just draw one. Sn [F
Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CH3OH H3C CI • • • • You do not have to consider stereochemistry. Include all valence lone pairs in your answer. Do not include counter-ions, e.g., Na+, I", in your answer. In cases where there is more than one answer, just draw one.
Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. CI + H₂N • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. OH • Do not include counter-ions, e.g., Na+, I¯, in your answer. • In cases where there is more than one answer, just draw one.
Draw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. CH3 CH3 H3PO4 HO, + H3C CH3 HO HO First stage in synthesis of the epoxy and polycarbonate ingredient bisphenol-A You do not have to consider stereochemistry. Include all valence lone pairs in your answer. In cases where there is more than one answer, just draw one.
Draw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. LOCH3 LOCH3 HNO3 / CH3CO₂H O₂N • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. ● In cases where there is more than one answer, just draw one.
Draw the most stable resonance form for the intermediate in the following electrophilic substitution reaction. OH CH3 + + H3C CH₂ CH3 First stage in synthesis of the preservative BHT • You do not have consider stereochemistry. • Include all valence lone pairs in your answer. • In cases where there is more than one answer, just draw one. ▼ H3PO4 ? OH CH3 CH3 CH3 CH3
Step 4a: Classify step. The target product is present, but the reaction is not over. The ethoxide ion has been regenerated. :0: :0: What is the key process in the next step of the mechanism? proton transfer formation of a o bond between nucleophile and electrophile loss of a leaving group carbocation rearrangement (e.g., methyl or hydride shift)
The mechanism proceeds through a first cationic intermediate, intermediate 1. Nucleophilic attack leads to intermediate 2, which goes on to form the final product. In cases that involve negatively charged nucleophile, the attack of the nucleophile leads directly to the product. H. Br + CH3OH Br Intermediate 2 (product) Intermediate 1 In a similar fashion, draw intermediate 1 and intermediate 2 (final product) for the following reaction. OCH3 Cl2 MEOH ĆI racemic mixture Pay attention to the reactants, they may differ from the examples. In some reactions, one part of the molecule acts as the nucleophile. • You do not have to consider stereochemistry. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. Separate intermediate 1 and intermediate 2 using the the dropdown menu. → symbol from
Alcohols are acidic in nature. Therefore, a strong base can abstract the acidic hydrogen atom of the alcohol in a process known as deprotonation. The alcohol forms an alkoxide ion by losing the proton attached to the oxygen atom of the hydroxyl ( -OH) group. The alkoxide formed can act as a base or a nucleophile depending on the substrate and reaction conditions. However, not all bases can abstract the acidic proton of alcohols and not all alcohols easily lose the proton. Deprotonation depends on the strength of the base and the acidity of the alcohol. Strong bases, such as NaNH2, can easily abstract a proton from almost all alcohols. Likewise, more acidic alcohols lose a proton more easily. Determine which of the following reactions would undergo deprotonation based on the strength of the base and the acidity of the alcohol. Check all that apply. ► View Available Hint(s) CH3CH,OH + NH3 →CH,CH,O-NH CH3 CH3 H3C-C-H+NH3 → H3 C-C-H OH O-NH CH3CH2OH + NaNH, → CH3CH,O-Na* + NH3 CHC12 Cl₂…
Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. H3C HCI / H2O `NH2 reflux • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na", I, in your answer. • In cases where there is more than one answer, just draw one. opy aste Previous Next
Curved arrows are used to illustrate the flow of electrons. Follow the arrows and draw the intermediate and product in this reaction. Include all lone pairs. Ignore stereochemistry. Ignore inorganic byproducts. H-O :OCH₂ CH₂OH₂* :0: protonation Draw Intermediate CH3OH₂+ protonation CH3OH deprotonation loss of H₂O elimination 1 H₂C CH₂OH nucleophilic addition O-H Draw Intermediate CH3OH n deprotonatio Draw Product
Acyl transfer (nucleophilic substitution at carbonyl) reactions proceed in two stages via a "tetrahedral intermediate." Draw the tetrahedral intermediate as it is first formed in the following reaction. H3C. ... NH2 HCI/H₂O reflux • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • Do not include counter-ions, e.g., Na+, I, in your answer. • In cases where there is more than one answer, just draw one. + 4 n [ ?

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