Concept explainers
Interpretation: A stepwise mechanism for the given reaction of benzaldehyde
Concept Introduction: Aldol reaction is the condensation reaction of the
The crossed aldol reaction takes place between the two different carbonyl compounds that is between two different
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Organic Chemistry (6th Edition)
- 4) The following enone, 3-methylcyclopent-2-enone, was prepared through an intramolecular aldol condensation followed by a dehydration. Draw the starting diketone and the intermediate cyclic ß-hydroxy ketone. 3-methylcyclopent-2-enonearrow_forward2-Pentylcinnamaldehyde, commonly called flosal, is a perfume ingredient with a jasmine-like odor. Flosal is an a,B-unsaturated aldehyde made by a crossed aldol reaction between benzaldehyde (CsH;CHO) and heptanal (CH,CH,CH2CH,CH,CH2CHO), followed by dehydration. Draw a stepwise mechanism for the following reaction that prepares flosal. CHO OH CgH;CHO CHO + Hо H20 flosal (perfume component)arrow_forwardDraw the product when each compound is treated with either (CH3)2CuLi, followed by H2O, or HC≡CLi, followed by H2O.arrow_forward
- Draw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with each reagent. With some reagents, no reaction occurs. NaHCO3arrow_forwardDraw the product formed when phenylacetic acid (C6H5CH2COOH) istreated with following reagent. With some reagents, no reaction occurs. NaOHarrow_forwardDraw 2 enol forms of the following diketone.arrow_forward
- Aspirin is an anti-inflammatory agent because it inhibits the conversion of arachidonic acid to prostaglandins by the transfer of its acetyl group (CH3CO−) to an OH group at the active site of an enzyme. This reaction, called transesterification, results in the conversion of one ester to another by a nucleophilic acyl substitution reaction. Draw a stepwise mechanism for the given transesterification.arrow_forwardDraw the products formed when each compound is treated with HNO3 and H2SO4.State whether the reaction occurs faster or slower than a similar reaction with benzene.arrow_forwardAnswer the following question about curcumin, a yellow pigmentisolated from turmeric, a tropical perennial in the ginger family and aprincipal ingredient in curry powder. Most enols, compounds that contain a hydroxy group bonded to a C=C, are unstable and tautomerize to carbonyl groups. Draw the keto form of the enol of curcumin, and explain why the enol is more stable than many other enols.arrow_forward
- 1. Draw the product formed when phenylacetaldehyde (C6H5CH2CHO) is treated with each reagent:arrow_forwardAnswer the following questions about curcumin, a yellow pigment isolated from turmeric, a tropical perennial in the ginger family and a principal ingredient in curry powder.a.In Chapter 11, we learned that most enols, compounds that contain a hydroxy group bonded to a C=C, are unstable and tautomerize to carbonyl groups. Draw the keto form of the enol of curcumin, and explain why the enol is more stable than many other enols. b.Explain why the enol O—H proton is more acidic than an alcohol O—H proton. c. Why is curcumin colored? d.Explain why curcumin is an antioxidant.arrow_forwardB-D-Glucose, a hemiacetal, can be converted to a mixture of acetals on treatment with CH,OH in the presence of acid. Draw a stepwise mechanism for this reaction. Explain why two acetals are formed from a single starting material. он он OH CH;OH, HCI HO Но HO HO но + Но + H20 OH OCH3 OH OHOCHS но B-D-glucosearrow_forward
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