Concept explainers
Interpretation:
The reason for the introduction of an acetal group, mechanism of its synthesis and hydrolysis, conversion of an
Concept introduction:
Acetals are the functional moieties in which a carbon atom is bonded to two oxygen atoms which are then bonded to alkyl chains. These are formed when alcohols react with carbonyl compounds or dihydropyran in an acidic medium or a basic medium. The acetal can be cleaved in an acidic medium to get back a carbonyl compound and an alcohol.
Carboxylic acids undergo reduction in the presence of sodium amalgam, to form alcohols.
Carbonyl compounds are nucleophilic in nature and undergo an addition reaction with
Treatment of
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Organic Chemistry
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- b) Pyrrole and indole both react with the reagents shown below to give compounds E and F respectively. Reagents: РОС3, NazCОз, Н2О `N' H E F (i) (ii) (iii) Show how the electrophile is generated. Account for the regioselectivity observed. Complete the mechanism for the formation of compound F. Z-Iarrow_forwardWhat major organic product would you expect to obtain when the molecule A reacts with each of the reagents (a) NH3 (excess) (b) H20 (c) CH3CH2CH2OH (d) CH6* , AICI; (e) CH;CH2NH2 (excess) (f) (CH;CH2)2NH (excess)arrow_forwardConsider the transformation shown in Scheme 1 and answer ALL parts of the question. O (1) (a) Identify reagent X. H i. Reagent X, Et₂0 ii. H*, H₂O Scheme 1 (b) Name compounds (I) and (II). OH (11) (c) Provide a curly arrow mechanism for the transformation in Scheme 1.arrow_forward
- In laboratory, Dr. Nur found out that the hydrolysis of nitriles (R—CN) when heated under reflux with dilute sulfuric acid yielded a major compound A. When compound A reacts with element N it showed that two products are produced (salt and gas). Meanwhile, the reaction of compound A with methanol yielded aromatic scent of compound B. She also noticed two products (compounds C and D) were obtained when she react compound B with reagent Lithium Aluminium Hydride (LiAlH4). Dr. Nur was observed compound C can be prepared naturally in the presence of enzymes in yeast through anaerobic conditions. Further investigation showed when compounds C and D can react with acidified potassium permanganate will produce compound (compounds E and F) with similar functional group. Dr. Nur also discovered compound E will produce silver mirror when react with reagent M and vice versa from compound F. Identify the possible expanded structure of compound A, B, C, D, E and F. Predict the…arrow_forwardThe saccharide shown here is present in some plant-derived foods. (a) Indicate the anomeric carbon atom(s) in this structure by drawing a circle around the atom(s) or by drawing an arrow pointing to the atom(s). (b) Would this saccharide give a positive result with Benedict’s reagent? Why or why not? (c) Would this saccharide give a positive result with Barfoed’s reagent? Why or why not? (d) Would this saccharide give a positive result with Seliwanoff’s reagent? Why or why not? (e) In a separate set of experiments, the saccharide solution was treated with a reagent that breaks glycosidic bonds. After this treatment, would any of the three assays give different results? Be sure to indicate which assay results would be different and give a reason.arrow_forwardKindly answer this question i, iii & iiiarrow_forward
- The following two isomeric ketones were among the 68 compounds isolated from the steam-distilled volatile oil of fresh and air-dried marijuana buds (J. Nat. Prod. 1996, 59, 49–51). Propose a separate synthesis for each of these two compounds using only disubstituted alkenes containing four carbon atoms as starting materials.arrow_forward5) Draw the product of the reaction of (S)-pentan-2-ol with (a) SOCI₂ in diethyl ether (b) Dess-Martin Periodinane in CH₂Cl2 6) Draw the product of the reaction of 4-methylpentanoic acid with (a) (1) NaBH4, ethanol (2) H3O+ (b) (1) LiAlH4, ether (2) H3O+arrow_forward5. Optically pure 2-octyl sulfonate was treated with varying mixtures of water and dioxane, and the optical purity of the resulting product (2-octanol) was found to vary with the ratio of water to dioxane, as shown in the following table (J. Am. Chem. Soc. 1965, 87, 287-291). Given that dioxane possesses fairly nucleophilic oxygen atoms, provide a complete mechanism that explains the variation in in the product's optical purity due to changes in solvent composition. Hint, the solvent is doing more here than just dissolving.. it is partaking in the reaction. Solvent Ratio (water : dioxane) 25:75 50: 50 75: 25 100 :0 Optical purity of (S)-2-octanol 77% 88% 95% 100% H20 он (R)-2-Octyl sulfonate (optically pure) (S)-2-Octanol (dioxane)arrow_forward
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