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Concept explainers
(a)
Interpretation:
The possible enol structures for the given structure are to be drawn.
Concept introduction:
The carbonyl compound contains a
The very common example of tautomerism is keto-enol tautomerism. It can be acid or base catalysed.
(b)
Interpretation:
Whether the alkyne hydration is a good method for the preparation of given compound or not is to be stated.
Concept introduction:
There are two classes of hydrocarbon compounds, Saturated and
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Chapter 14 Solutions
EBK ORGANIC CHEMISTRY
- Resveratrol is an antioxidant found in the skin of red grapes. Its anticancer, anti-inammatory, and various cardiovascular effects are under active investigation. (a) Draw all resonance structures for the radical that results from homolysis of the OH bond shown in red. (b) Explain why homolysis of this OH bond is preferred to homolysis of either OH bond in the other benzene ring.arrow_forward(a) Draw the mechanism for the formation of both of the enols that can be formed from A (use acetic acid & AcOH as the source of the protons) (b) Draw the mechanism of reaction of this enol with bromine to give product Barrow_forward1. Which of the following is not true about halohydrin formation of alkenes? (a) Water acts as a nucleophile. (b) The water attacks syn to the halide. (c) Water attacks the more substituted carbon. (d) The reaction is often performed in DMSO solvent. alating marrow_forward
- Consider the tetracyclic compound with rings labeled A–D. (a) Which ring is the most reactive in electrophilic aromatic substitution? (b) Which ring is the least reactive in electrophilic aromatic substitution?arrow_forward(b) Answer the following questions based on the compounds below. Jawab soalan berikut berdasarkan kepada sebatian di bawah. CI CI A в (i) Which compound has the higher boiling point? Explain. Sebatian manakah mempunyai takat didih yang lebih tinggi? Terangkan. (ii) Draw the SN2 mechanism for the reaction of compound A with sodium hydroxide, NaOH. Lukis mekanisma Sn2 bagi tindak balas antara sebatian A dengan natrium hidroksida, NaOH.arrow_forward(A) Which of the following ethers is the least soluble in water? (B) Which produces ethanol and methyl iodide after treatment with dilute HI?arrow_forward
- (a) What functional group is undergoing a transformation in the reaction? (b) What functional group is it being transformed into (in the final product)?arrow_forwardDisiamylborane adds only once to alkynes by virtue of its two bulky secondary isoamylgroups. Disiamylborane is prepared by the reaction of BH3 # THF with an alkene.(a) Draw the structural formulas of the reagents and the products in the preparation ofdisiamylborane.(b) Explain why the reaction in part (a) goes only as far as the dialkylborane. Why isSia3B not formed?arrow_forward(a) Draw two different halo ketones that can form A by an intramolecular alkylation reaction. (b) How can A be synthesized by an acetoacetic ester synthesis? of Aarrow_forward
- (a) What reagents would be used for the conversion of alkene A into the target? (b) What reaction is involved in the conversion of alcohol B into alkene A? Suggest a reagent that might affect this transformation. (c) Give a retrosynthetic analysis showing the disconnection of B, the synthons produced that lead to the synthetic equivalents given (draw their structures).arrow_forward(SYN) Draw the structure of the carboxylic acid that can be reacted with diazomethane to form each of the following compounds. (a) (b) (c) HN OCH3 %3arrow_forwardThe hydrocarbon fluorene was treated with potassium t-butoxide in an acid-base reaction, giving the fluorenide anion and t-butyl alcohol. (a) Which way does the equilibrium lie, and by how much? b) What is the proportion of the fluorenide anion to fluorene? (c) Why is fluorene so highly acidic, considering the pKa of an average alkane is above 50?arrow_forward
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