(a)
Interpretation:
Whether the given reaction takes place via an
Concept introduction:
An
The carbocation in the first step can rearrange to another one as a result of resonance if adjacent to a double or triple bond. A
An
(b)
Interpretation:
Complete mechanism for the given reaction is to be drawn using curved arrows.
Concept introduction:
An
The carbocation in the first step can rearrange to another one as a result of
The incoming nucleophile attacks the carbocation in the second step, forming the product.
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Check out a sample textbook solutionChapter 8 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Draw the curved arrows and the product for each of the following nucleophilic addition steps. (a) (b) + CH,OK ? + CH3LI (c) MgBr (d) ? + NABH4 ? (e) (f) O → ? ? + N2OH +arrow_forward(a) Propose a mechanism for reaction A, which is a substitution reaction. (b) Explain why reaction B does not lead to a similar substitution.arrow_forwardUse curved arrow formalism to show the mechanism of the reaction shown below.arrow_forward
- The following reaction, which is discussed in Chapter 8, is an example of a unimolecular nucleophilic substitution (Sn1) reaction. It consists of the four elementary steps shown here. For each step (i-iv), (a) identify all electron-rich sites and all electron-poor sites, (b) draw in the appropriate curved arrows to show the bond formation and bond breaking that occur, and (c) name the elementary step. (i) H-OCH3 OH + H-OCH3 H. H (ii) ©CH2 + H,O (iii) ©CH2 CH3 + HO-CH3 (iv) CH3 CH3 + H2O-CH, + НО—СНЗ foarrow_forwardProblem: (a) Fill in the missing starting material for the following reaction. (b) Draw the complete mechanism for the reaction. Don't forget to include any resonance structures! (c) Explain how you determined the starting material. H₂O H₂SO4 HO OHarrow_forwardSubmit the mechanism for the following reaction. Use the mechanism you draw to match this reaction with the correct energy diagram.arrow_forward
- The carbocation shown here is formed in one step of an electrophilic aromatic substitution reaction (discussed in Chapter 22). (a) Draw the curved arrow notation and the product for the elimination of H*. (b) Do the same for the elimination of SO3H*. НО O: S: O= H,0 ?arrow_forwardProvide a complete, detailed mechanism for the reaction CH;CH,OH shown here.arrow_forwardPlease draw a curved arrow mechanism for the following reaction. You may use generic acids and bases to protonate and deprotonate when appropriate, but it is in ACIDIC solution. m= & Br₂ H+arrow_forward
- Draw the mechanism for this reaction. HO H,SO4.arrow_forwardComplete the following reaction with its mechanism.arrow_forwardThis content is protected and may nag shared t 4. Consider the following reaction. This reaction is a multi-step reaction. [1] Draw the mechanism for each step of this reaction using curved arrow notation, include all lone pairs of electrons if they are directly involved in the reaction. [2] Identify the arrow pushing pattern (mechanistic pattern: nucleophilic attack, loss of leaving group, or proton transfer) for each step. [3] Draw a transition state for each step. H-OSO3H CH3 00 H H3C-O-H Хосно H3C-O-H Harrow_forward
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