Concept explainers
Interpretation:
Whether the given nucleophilic substitution reaction proceeds by
Concept introduction:
If the
In
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EBK ORGANIC CHEMISTRY: PRINCIPLES AND M
- An enolate is a very strong nucleophile. Bromine is a strong electrophile, so it can react withmuch weaker nucleophiles. Give mechanisms for the reactions of bromine with cyclopenteneand with phenol, which are both much weaker nucleophiles than an enolatearrow_forwardaddition of hbr to a double bond with an ether (-or) substituent occurs regiospecifically to give a product in which the Br OR are bonded to the same carbon. Draw the two possible carbocation intermediates in this electrophilic addition reaction,and explain using resonance why the observed product is formed.arrow_forwardConsider the following reaction scheme (note that the reagent shown above the arrow is DBN"). Draw in the expected major product AND indicate what mechanism the reaction will follow. Product: Mechanism:arrow_forward
- 4) Draw the complete electron-pushing arrow mechanism for the following reductions. Explain, using resonance contributors, the regiochemistry that results in each case. ỌMe Na, MeOH ? NH3 CHO Na, MeOH ? NH3arrow_forwardConsider the intramolecular nucleophilic substitution reaction shown here. Does the stereochemistry of the product suggest an Sn1 or SŅ2 mechanism? Draw the complete mechanism for this reaction, including curved Br OH NaOH CH3 H3C CH3 Br H3C H arrows.arrow_forwardWhat are the relative rates of the following nucleophilic substitution reaction below.arrow_forward
- An enamine, R2C=C-NR2, behaves as a nucleophile in much the same way that an enolate anion does. This is Nucleophilic character because an enamine has resonance structures similar to those observed for an enolate anion, as shown here. With this in mind, draw the complete mechanism for the following reaction, and provide the structure of the missing intermediate. H3C. CH3 ? H,O/HO + H3C. .CH3 N. H2 +arrow_forwardThis reaction is an example of conjugate addition of a nucleophile to an a,ß-unsaturated carbonyl. LOCH3 H20 H3C H3C° OCH3 OCH3 Draw the two resonance structures of the enolate anion intermediate for this reaction.arrow_forwardb) Explain in detail what characteristics of the alkyl halide influence whether a mechanism will be SN1 or SN2. c) Explain in detail what characteristics of a nucleophile influence whether a reaction will be SN1 or SN2.arrow_forward
- Write down all possible alkene products from the following Elemination reaction (no mechanism is required) indicate which one will be major product. And explain it?arrow_forwardThe reactions shown below are substitution reactions. Please state which mechanism they follow, and draw the mechanism of the reaction using mechanistic arrowsarrow_forwardTo make Halocyclopentane, what reagents and substartes are needed? Which one(below) is related with the Halocyclopentane? Esterification, Alcohol Halogenation ,Alkyl Halide Solvolysis, Alkene Hydration, Hydroboration, Alkene Bromination, Alkene Dihydroxylation, Epoxidation, Diels Alder, Aldol, Grignard Addition, Benzene Nitration, Friedel-Crafts, Carbonyl Reduction, Claisen Condensation, Alcohol Oxidationarrow_forward
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