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Concept explainers
(a)
Interpretation:
The stereochemistry of the products of given reaction is to be shown.
Concept introduction:
Diels-Alder reaction is a reaction between a conjugated diene and an
If the products with alkene substituents
(b)
Interpretation:
The diagrams of the given reactions are to be drawn that shows the approach of diene and dienophile.
Concept introduction:
Diels-Alder reaction is a reaction between a conjugated diene and an alkene. It is also known as
If the products with alkene substituents
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Chapter 15 Solutions
EBK ORGANIC CHEMISTRY
- (c) Diels-Alder reactions are a highly effective way to synthesise stereospecifically fused cyclic structures. (1) Using suitable diagrams, curly arrows and/or reaction schemes, explain why the reaction between cyclopentadiene and maleic anhydride favours formation of the endo product. (ii) If the reaction in part (i) were conducted using furan instead of cyclopentadiene, what difference would you observe in the product/s, with respect to their stereochemistry? (No need to draw reaction mechanisms) (iii) Draw the stereospecific 3D structure of the product formed during the Diels-Alder reaction below. (No need to show the reaction mechanism) Нeat Br Br (Figure Q11ciii)arrow_forward(a) Which is more reactive towards Electrophilic aromatic substitution (EAS)? (b) Which of the following is a a meta-substituted compound? (c) Which is the least reactive towards Electrophilic aromatic substitution (EAS)? (d) Which is an ortho-substituted compound?arrow_forwardAnswer all parts of this question. (a) Give systematic names for the heterocycles shown below. CI Place the following molecules into order from most to least basic. detailed reasons for your answer. (b) NH3 N. H. S.arrow_forward
- (i) Explain why a high reaction temperature favours elimination reactions, instead of substitution reactions. (ii) Explain why polar aprotic solvents favour Sn2 reaction but not favour SN1 reaction.arrow_forward(a) Which of the following has lone pair on O atom that is part of aromaticity? (b) Which lacks complete cyclic conjugation? (c) Which does not follow the Huckel rule?arrow_forward(A) Provide the major organic product for the reaction below (B) Would the product be optically active of optically in active?arrow_forward
- (a) Draw vinyl halide and aryl halides structure. By using your drawing structure either the given structure is reactive or unreactive halides in Friedel-Crafts alkylation.arrow_forwardtwo positions of anthracene sometimes react more like polyenes thanlike aromatic compounds.(a) Draw a Kekulé structure that shows how the reactive positions of anthracene are the ends ofa diene, appropriate for a Diels–Alder reaction.(b) The Diels–Alder reaction of anthracene with maleic anhydride is a common organic labexperiment. Predict the product of this Diels–Alder reaction.arrow_forward(a) What monobromo allylic substitution products would result from reaction of each of PRACTICE P the following compounds with NBS in the presence of peroxides and/or light? (b) In the case of isomeric products for any reaction, which would you predict to be the most stable based on the double bond in the product? (c) Draw the resonance hybrid(s) for the allylic radical that would be involved in each reaction. (i) (ii) V dil.... (iii) oilyarrow_forward
- (b) Distinguish each as aromatic or antiaromatic in terms of electronic basis. Explain which one is more stable. (i) Compound A Compound B (ii) Compound C Compound D (iii) Compound E Compound Farrow_forwardObserve and identify what's the general reaction scheme and explain it.arrow_forwardPyridine (left) and pyrrole (right) are both nitrogen-containing aromatic heterocycles. They look very similar, yet have very different basicity. Which of the two compounds is more basic and why? Use resonance structures as necessary to rationalize your choice. Pyridine Pyrrolearrow_forward
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