Answered: What is more nucleophilic CH3O- or…

What is more nucleophilic CH3O- or CH3S- ? The solvent isn't mentioned, or it can be assumed it's aprotic if needed, or in other words it doesn't interfere with nucleophilicity.

EBK A SMALL SCALE APPROACH TO ORGANIC L

4th Edition

ISBN:9781305446021

Author:Lampman

Publisher:Lampman

Chapter20: Nucleophilic Substitution Reactions: Competing Nucleophiles

Section: Chapter Questions

Problem 2Q

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What is more nucleophilic CH₃O- or CH₃S- ? The solvent isn't mentioned, or it can be assumed it's aprotic if needed, or in other words it doesn't interfere with nucleophilicity.

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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. 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
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.
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e 2. Draw the structures and explain why CH3CH₂O and CH3CO₂ are good nucleophiles but CH3SO3, water, and alcohols (R-OH) are poor nucleophiles. Propose a 'cutoff for the amount of negative charge needed to be a good nucleophile. CH3CH₂O CH3CO₂ CH3SO3 H₂O CH3OH
Are the following nucleophiles, electrophiles, they be both a nucleophile or electrophile, or neither? pyridine alkenes Hg+ (ex. Hg(OAc)2 CH3ONa PBr3
Fill in the missing reagents a-e in the following scheme:
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3) Any compound or ion with at least one lone pair can be considered a base and/or a nucleophile. The relative basicity and nucleophilicity of the species is one of the most important factors that determine the mechanism of a reaction on sp³-carbon atoms. Please show an example of a) a reagent that is a strong nucleophile and a strong base, b) a reagent that is a weak nucleophile and a strong base, c) a reagent that is a strong nucleophile and a weak base, d) a reagent that is a weak nucleophile and a weak base. Which nitrogen atom in the structure below is most nucleophilic? Please explain by discussing the electron density around each nitrogen atom. Show at least three resonance structures of the compound. N.
• Same reagents as acid-catalyzed dehydration, except starting with a instead of an alcohol. • Same as the general mechanism hydrohalogenation, except with . Remember that EVERY acid-cat. mechanism begins with General Reaction: EXAMPLE: Provide H₂O H₂SO4 EXAMPLE: Provide the mechanism for the following addition reaction. H₂O H₂SO4 OH WH H₂O H₂SO4 as the nucleophile and ends with do PRACTICE: Provide the mechanism and predict the product of the following reaction. MAXO