(a)
Interpretation:
The products of the reaction between HCN and
Concept introduction:
The hydoxide ion is both a base and a nucleophile. It is quite strong as a base and deprotonates most acids, forming its conjugate acid,
(b)
Interpretation:
The numerical factor by which the products side of the reaction between HCN and
Concept introduction:
In an acid-base reaction, the side with weaker acid (and base) is favored. The pKa values of the two acids in the reaction can be used to determine the factor by which that side is favored. The factor is given by the difference between the pKa values,
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Organic Chemistry: Principles And Mechanisms: Study Guide/solutions Manual (second)
- The reaction shown here proceeds via a carbocation rearrangement. Draw a complete, detailed mechanism to account for the product. Explain why the carbocation rearrangement is favorable. CH;OH Brarrow_forwardThe given reaction takes place in acidic conditions under rigorous heating. Complete the reaction mechanism, adding missing atoms and lone pairs, charges, and curved arrows as necessary. Ignore hydrogen sulfate in steps 2 and 3. OH Step 1: Draw curved arrows. : он H₂SO4 A : 0: || OH : 11 Step 2: Draw a curved arrow. OH₂arrow_forwardNo reaction occurs when benzaldehyde and propenenitrile (acrylonitrile) are combined. In the presence of a catalytic amount of NaCN, however, the reaction shown here takes place. Draw a complete, detailed mechanism to account for these results. Hint: See Problem 18.70. NaCN TH. + CN `CN HOH,0, ELOHarrow_forward
- Problem attachedarrow_forwardDraw a mechanism to account for the formation of the NaOH product in the reaction shown here. Hint: Under these A conditions, deprotonation of a propargylic (C=C-CH) carbon is reversible.arrow_forwardWhich is the most acidic proton in the following compound and will be deprotonated upon treatment with base? Explain your answer. Ho Hªarrow_forward
- Which reaction in each of the following pairs would you expect to be faster? (i) Write both reactions using bond-line presentation and, using arrows providing a mechanistic explanation of the course of the reaction, draw either a transition state or an intermediate product of the reaction; (ii) Shortly (one sentence) explain your reasoning why one of the two reactions will be faster.arrow_forwardProvide a complete, detailed mechanism for the reaction CH;CH,OH shown here.arrow_forward(a) Draw the products of the proton transfer reaction shown here. (b) Draw a free energy diagram for this reaction, indicating whether it is endothermic or OH ? exothermic.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning