Concept explainers
Interpretation:
Given that aldol condensation of 3-methylcyclohexanone leads to a mixture of two enone products, not counting double-bond isomers. Their structures are to be drawn.
Concept introduction:
To draw:
The structures of the two enones product, not counting double-bond isomers, obtained when 3-methylcyclohexanone undergoes aldol condensation.
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Chapter 23 Solutions
ORGANIC CHEMISTRY-EBOOK>I<
- Draw the most stable product formed in each of the reactions shown. Reaction (a) ich NaOEt, EtOH Draw the product of reaction (a). Rings Select Draw H Morearrow_forwardDraw the structure of the major aldol product (prior to possible dehydration) of the following reaction without specifying stereochemistry. 0 dilute aqueous NaOH 0-5° • You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. ChemDoodle 3barrow_forwardDraw the structure of the major aldol product (prior to possible dehydration) of the following reaction. O ⇐ H dilute NaOH 95% aq. ethanol, 0-5° • You do not have to consider stereochemistry. •If no reaction occurs, draw the organic starting material. + HO CH3 On t ?arrow_forward
- Draw the structure of the major aldol product (prior to possible dehydration) of the following reaction. CH3 CH3 H dilute NaOH 95% aq. ethanol, 0-5⁰ You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. O-Sn [F ? ChemDoodleⓇarrow_forwardDetermine the mechanism of nucleophilic substitution of each reaction. Draw the products, including stereochemistry.arrow_forwardDraw the structures A, B and C for the reaction sequence below. Dehydration via an E1cb mechanism Michael Reaction Intramolecular Aldol Reaction A В КОН /ETOH / heat C КОН /ETOH КОН /ETOHarrow_forward
- Draw the major product of the following reaction sequence. OH H2CrO4 HO NaBH4 H*/H20 ELOH он H3C* ноarrow_forwardThe Robinson annulation involves two sequential reactions, a Michael addition and an aldol condensation, resulting in the formation of a cyclohexenone derivative. Draw the structure of the two neutral reactants required to form the product shown below. NAOCH, CH,0Harrow_forwardDraw reaction mechanisms with all reactants, arrows, intermediates, and products. Your mechanism must account for all the products if more than one product is formed. 4-methycyclohexanol with phosphoric acid H3PO4 to for 1-methycyclohexene, 3- methylcyclohexene and 4-methycyclohexenearrow_forward
- 2 H3C H3C H C→XT OH H3C The aldol reaction is a carbonyl condensation reaction between two carbonyl partners and involves a combination of nucleophilic addition and a-substitution steps. One partner is converted into an enolate ion nucleophile and adds to the electrophilic carbonyl group of the second partner. In the classic aldol reaction, the carbonyl partners are aldehydes or ketones, although aldehydes are more reactive. The product is a ß-hydroxy carbonyl compound. base :0: OH H H Under reaction conditions slightly more vigorous than those employed for the aldol reaction, the ß-hydroxyl group is eliminated in an E1cB dehydration to give an a,ß-unsaturated carbonyl compound. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instruct ns H3C heat OH H3C :0: H + H₂O Harrow_forwardDraw the structure of the major aldol product (prior to possible dehydration) of the following reaction. CH3 CH3 CH3 H dilute aqueous NaOH 0-5° • You do not have to consider stereochemistry. • If no reaction occurs, draw the organic starting material. {n [t ? ChemDoodlearrow_forwardDraw the major organic product of the following reaction sequence. 1) Hg(OAc)2, MeOH 2) NaBH4 ?arrow_forward