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. ol + 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.

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. ol + 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.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter20: Acidity And Pka Of Phenols

Section: Chapter Questions

Problem 11E

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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 • 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.
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.
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…
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)
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 [ ?
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
In an E2 mediated elimination reaction of an alkyl halide (H-X) using NaOCH3 as base, which of the following statement is not true? O The reactivity order for alkyl halides (RX) is tertiary secondary> primary. O The rate of reaction = k2 (alkyl halide] [NaOCH₂] O The reaction occurs in a single step. O The rate is independent of the leaving group.
In both examples below the reactants shown are combined to bring about a nucleophilic substitution (SN1, SN2) and/or elimination (E1, E2) reaction. What is the major reaction that takes place in each case? BrCH₂COCH3 CH3 CH3CH₂CCH3 NaCN CH3OH H₂O SN2 M
Predict the products of this organic reaction: CH3 CH₂ || No reaction CH3 -CH-CH₂-CH3 + NaOH A Specifically, in the drawing area below draw the structure of the product, or products, of this reaction. (If there's more than one product, draw them in any arrangement you like, so long as they aren't touching.) If there aren't any products because this reaction won't happen, check the No reaction box under the drawing area. ? Click anywhere to draw the first atom of your structure. X Ś
Draw the reactants and complete the mechanism by drawing in the appropriate electron-flow arrows (including stereochemistry) for the following Sy2 reaction of an alkyl bromide. Represent the nucleophile as an ion. Draw all missing reactants and/or products in the appropriate boxes by placing atoms on the grid and connecting them with bonds, including charges where needed. Indicate the mechanism by drawing the electron-flow arrows on the molecules. Arrows should start on an atom or a bond and should end on an atom, bond, or where a new bond should be created. • View Available Hint(s) + CH N H. S CH H,C C-ÖH CI HC Br HC F [1] A
CH3 || CH3 H₂O H2SO4 CH3CHCH2CH2C—ОCH₂CH₂CHCH3 a. Draw the structure of the tetrahedral intermediate INITIALLY-FORMED in the reaction shown. • • • You do not have to consider stereochemistry. Do not include counter-ions, e.g., Na+, I, in your answer. In cases where there is more than one answer, just draw one. √n [ ChemDoodle Ⓡ b. Draw the structures of the organic products of the acyl transfer reaction. • You do not have to consider stereochemistry. Draw the neutral form of the products; no charges. Draw one structure per sketcher. Add additional
Draw a mechanism for this reaction. H₂C- CH3 -0- Interactive 3D display mode -CH3 H₂C CH₁₂ H₂C-O i Edit the reaction by drawing all steps in the appropriate boxes and connecting them with reaction arrows. Add charges where needed. Electron flow arrows should start on an atom or a bond and should end on an atom, bond, or location where a new bond should be created.