(a)
Interpretation: To prepare the cyclic product other than six-membered rings from intramolecular aldol addition of
Concept introduction: Aldol reaction is an addition reaction of
One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named
If a compound has two
(b)
Interpretation: To prepare the cyclic product other than six-membered rings from intramolecular aldol addition of
Concept introduction: Aldol reaction is an addition reaction of aldehydes and ketones. Aldol reaction is a reversible reaction and occurs in the presence of a strong base like sodium hydroxide.
One molecule (aldehyde or ketone) acts a nucleophile and attacks the electrophilic carbon center of the other molecule to give the addition product. The product is named
If a compound has two functional groups that can react with each other, an intramolecular reaction readily occurs if the reaction leads to occur five or six-membered rings.
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EBK ORGANIC CHEMISTRY
- In the conversion of benzaldehyde to benzoin exp. Cyanide ion was used as catalyst in such condensation reaction, for many properties. One of the following properties is False: a. Cyanide ion readily adds to carbonyl group of aldehyde b. It could catalyze proton transfer C. It is a good leaving group d. Cyanide group can stabilize the carbocation intermediate formed through resonance. In the oxidation of p-nitrotoluene to p- nitrobenzoic acid experiment, in order to remove the chromium salts from the crude acid product: a. Wash with 10% NaOH solution then by 5%H,SO4 solution b. Warm with 5% H2SO4 solution C. Heat with dilute NaOH d. Wash with 5% Na CO3 solution and then with 10% HCI solutionarrow_forwardWhich reacts fastest & slowest with m-chloroperbenzoic acid, why?arrow_forwardWrite the structure of the aldol addition product of each of the following.arrow_forward
- What nucleophiles would form the following compounds as a result of reacting with 1-iodobutane?arrow_forwardplease help with the mechanism for the below espcially B, also if you can explain how the mechnisms works/ what is going on that would be greatly apperciatedarrow_forward2) 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 poorlyarrow_forward
- What is the major intermediate in the Friedel-Crafts alkylation? Why does it imply that Friedel-Crafts alkylations could be difficult to controll?arrow_forwardBrevicomin, 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.arrow_forward3. (Sections 19.6 and 19.7) Draw the mechanism for the Wolff-Kishner reaction in a., being sure to show all relevant lone pairs, charges, arrows, etc. Draw the major product formed in reactions b. and c. For all reactions, pay attention to stereochemistry and regiochemistry! jose H 1) H2N-NH2, acetic acid, H₂O/diethylene glycol 2) NaOH, 200 °C CH3 a. b. C=N H₂O H2SO4 CEN H₂O NaOHarrow_forward
- Provide the reactants that would give the following aldol condensation product. ہولی ہولی من ہے تو جو A. H B. .H C. D. .H Harrow_forwardWhich of the following is NOT a property of a Friedel-Crafts type reaction (alkylation and/or acylation reaction)? O A. Friedel-Crafts reactions will not occur in a benzene with an amino (-NH₂) substituent. O B. The acylium ion electrophile, formed in Friedel-Crafts acylation reactions, is subject to frequent rearrangement processes, O C. Friedel-Crafts alkylation reactions tend to give poly-alkylation products when benzene and alkylating agents are together in equal molar amounts. O D. Friedel-Crafts reactions will not occur in benzenes with strongly deactivating groupsarrow_forwardBrevicomin, 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.arrow_forward
- Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks Cole