Interpretation: The energy diagram of the reaction of an
Concept introduction: The nucleophilic reaction that consists of bimolecular as well as bond-making and bond-breaking steps is termed as
To determine: The energy diagram of the reaction of an amine with an alkyl halide that gives ammonium salt, the reason corresponding to the fact that the given reaction should be sensitive to the polarity of the solvent and if the reaction is faster or slower in a more polar solvent.
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Organic Chemistry (9th Edition)
- Identify which substitution mechanism best fits the following statement: The reaction proceeds through a concerted mechanism. A) SN1 B) SN2arrow_forwardThe SN1 mechanism starts with the rate-determining step which is the dissociation of the alkyl halide into a carbocation and a halide ion. The next step is the rapid reaction of the carbocation intermediate with the nucleophile; this step completes the nucleophilic substitution stage. The step that follows the nucleophilic substitution is a fast acid-base reaction. The nucleophile now acts as a base to remove the proton from the oxonium ion from the previous step, to give the observed product. Draw a curved arrow mechanism for the reaction, adding steps as necessary. Be sure to include all nonzero formal charges.arrow_forwardSeveral reagents and several organic structures are shown below. Construct a multistep synthetic route from the reactant 2-methyl-1-butene to the product 3-bromo-2-methyl-2-butanol by dragging the appropriate pieces into the bins. Note that each bin will hold only one item, and not every given reagent or structure will be used.arrow_forward
- A student wanted to know whether the greater proximity of the nucleophile to the C-2 carbon in the transition state is what causes the 1,2-addition product to be formed faster when 1,3-butadiene reacts with HCl. Therefore, she decided to investigate the reaction of 2-methyl-1,3-cyclohexadiene with HCl. Her friend told her that she should use 1-methyl-1,3-cyclohexadiene instead. Should she follow her friend’s advice?arrow_forwardis this reaction following an SN1 or SN2 mechanism?Write out the rate law for this reaction.Draw a reaction coordinate diagram for this reaction.arrow_forwardRank these in order of increasing reactivity in an SN1 reactionarrow_forward
- Rank the following E2 reactions in order of their increasing rate:arrow_forwardDraw the molecule: Under second-order conditions (strong base/nucleophile), SN2 and E2 reactions may occur simultaneously and compete with each other.Show what products might be expected from the reaction of 2-bromo-3-methylbutane (a moderately hindered 2∘∘ alkyl halide) with sodium ethoxide. Do not worry about sterechemistry inther SN2 product for this problem. Don't forget about stereochemistry.arrow_forwardis this an E1 or E2 mechanism for this reaction? What is the major product and mechanism for it?arrow_forward
- Draw an alkyl halide and choose the best reaction conditions that would undergo an SN2 reaction to yield this product shown below.arrow_forwardExplain the mechanism of the reaction shown below.arrow_forwardUse curved arrows to draw the mechanisms (pushing electrons) of the following two reactions. Note that each of your mechanisms MUST agree with the description below. 1a.This is a SN2 – 2nd order Nucleophilic substitution mechanism 1b. This is a SN1 – first order Nucleophilic substitution mechanism, you will need to draw two separate chemical equations to indicate the two-step process step 1. step 2. step 3.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning