If the preference for formation of a six-membered ring were not so great, what other cyclic product would be formed from the intramolecular aldol addition of a. 2,6-heptanedione? b. 2,8-nonanedione?
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If the preference for formation of a six-membered ring were not so great, what other cyclic product would be formed from the intramolecular aldol addition of a. 2,6-heptanedione? b. 2,8-nonanedione?
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- 2. When the following pair of reactants are combined in the presence of a basic catalyst, a number of aldol addition products are possible (since both of the reactants possess an acidic alpha proton). a. b. C. CH3 + H₂C H NaOH/H₂O Draw the structures for the two possible enolate ions. Draw the structures for all possible aldol addition products (also show the enolate ion and electrophilic carbonyl compound responsible for each product). For each of the aldol addition products predicted in part b, draw the structures for all of the corresponding aldol condensation products after loss of water (if E/Z isomers are possible, show both isomers)In the Friedel-Crafts alkylation of benzene, dialkylation is often a significant by-product. In the Friedel-Crafts acylation of benzene, diacylation is not a significant by-product. Which of the following is the primary reason for this difference? a. Acyl cations are more difficult to make with Lewis acids b.Unlike acyl cations, carbocations can undergo rearrangements. c.Alkyl groups activate the ring to further substitution, acyl groups deactivate it. d. Alkyl groups activate the ring to further substitution, acyl groups deactivate itBrevicomin, the aggregation pheromone of the western pine bark beetle, contains a bicyclic bridged ring system and is prepared by the acid-catalyzed cyclization of 6,7-dihydroxynonan- 2-one. a. Suggest a structure for brevicomin. b. Devise a synthesis of 6,7-dihydroxynonan-2-one from 6-bromohexan-2-one. You may also use three-carbon alcohols and any required organic or inorganic reagents.
- 2) Which of the following would be the worst option for completely reducing the carbonyl in the molecule shown? a. A Wolff Kishner Reduction b. A Clemmensen Reduction c. A Raney-Nickel Reduction d. All three reactions would work equally poorly e. None of the reactions would work poorlyBrevicomin, the aggregation pheromone of the western pine bark beetle, contains a bicyclic bridged ring system and is prepared by the acidcatalyzed cyclization of 6,7-dihydroxy-nonan-2-one. a. Suggest a structure for brevicomin. b. Devise a synthesis of 6,7-dihydroxynonan-2-one from 6-bromohexan-2- one. You may also use three-carbon alcohols and any required organic or inorganic reagents.Rank the aryl halides in each group in order of increasing reactivity in nucleophilic aromatic substitution by an addition-elimination mechanism. a. chlorobenzene, p-fluoronitrobenzene, m-fluoronitrobenzene b. 1-fluoro-2,4-dinitrobenzene, 1-fluoro-3,5-dinitrobenzene, 1-fluoro-3,4-dinitrobenzene c. 1-fluoro-2,4-dinitrobenzene, 4-chloro-3-nitrotoluene, 4-fluoro-3-nitrotoluene
- Provide the reactants that would give the following aldol condensation product. ہولی ہولی من ہے تو جو A. H B. .H C. D. .H HC. Draw the structure for the product formed in each of step of the following synthetic sequences. 1. C NH₂ SOCI₂ or P₂O5 or POCI3 (dehydration) 1.CH3MgBr 2.H3O+ 1. NaOH, 12 2. H3O+ + yellow precipitateSelect the di-carbonyl compound that would efficiently form the structure shown via an intramolecular Aldol reaction. A. or B. •oo •ay E. og F. ol