Concept explainers
Interpretation: The compound Y is to be identified and the explanation for its formation is to be stated.
Concept introduction:
The Diels-Alder reactions are the
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Organic Chemistry - With Access (Looseleaf) (Custom)
- Eleostearic acid, C18H30O2, is a rare fatty acid found in the tung oil used for finishing furniture. On ozonolysis followed by treatment with zinc, eleostearic acid furnishes one part pentanal, two parts glyoxal (OHC-CHO), and one part 9-oxononanoic acid [OHC(CH2)7CO2H]. What is the structure of eleostearic acid?arrow_forwardBetamethasone is a synthetic anti-inflammatory steroid used as a topical cream for itching. Betamethasone is derived from cortisol, with the following structural additions: a C=C between C1 and C2, a fluorine at C9, and a methyl group at C16. The configuration at C9 is R, and the configuration at C16 is S. Draw the structure of betamethasone.arrow_forwardCompound AA has a molecular formula of C3H6O and gives a positiveresult using Tollen’s reagent. The reaction of compound AA with hotacidified potassium permanganate, KMnO4 gives compound BB. Thecatalytic hydrogenation of compound AA with nickel, Ni producedcompound CC. The reaction of compound BB with ethanamine,CH3CH2NH2 produces compound DD I) Draw the structural formula of compounds AA, BB, CC and DD. 2)Name the type of chemical reaction for the formation of compound CC.arrow_forward
- Draw the organic products formed when cyclopentene is treated withfollowing reagent. [1] OsO4 + NMO; [2] NaHSO3, H2Oarrow_forwardAlkene is converted to alkyl halide by reaction with HCl . (T/F) Iodoform is used as an antiseptic. (T/F) Intermolecular bonding is strongest in alcohols than phenols. (T/F) Formation of blood red colour in Victor Meyer’s test indicated the presence of primary alcohol. (T/F) Fructose is a pentahydroxyketone . (T/F)arrow_forwardSharpless epoxidation of allylic alcohol X forms compound Y. Treatmentof Y with NaOH and C6H5SH in an alcohol–water mixture forms Z. Identifythe structure of Y and draw a mechanism for the conversion of Y to Z.Account for the stereochemistry of the stereogenic centers in Z. Z hasbeen used as an intermediate in the synthesis of chiral carbohydrates.arrow_forward
- A is a compound with molecular formula of C6H10, contains three methylene units. A react with one equivalent of H2 over Pd/C to yield B. A reacts with aqueous acid to form a single product, C. A also undergoes hydroboration/ oxidation to form product D. Ozonolysis of A followed by reaction of dimethylsulfide form E with molecular formula C6H10O2. A react with bromine in dichloromethane form F with molecular formula of C6H10Br2. Draw the reaction scheme for all the reaction mentioned above and suggest structure for A – F.arrow_forward2,3-Dimethylfumaric acid has a molecular formula C6H8O4. It undergoes oxidativecleavage to form two identical compound N. Compound N is then reacted withethylmagnesium bromide to form compound O. Compound O is then hydrolysed inacidic condition to form compound P. Draw the structure of compound N, O and P. PLEASE PROVIDE CLEAR HANDWRITING, and explantionarrow_forwardIdentify compounds A, B, and C. a. Compound A has molecular formula C8H12 and reacts with two equivalents of H2. A gives HCOCH2CH2CHO as the only product of oxidative cleavage with O3 followed by CH3SCH3. b. Compound B has molecular formula C6H10 and gives (CH3)2CHCH2CH2CHCH3 when treated with excess H2 in the presence of Pd. B reacts with NaNH2 and CH3I to form compound C (molecular formula C7H12).arrow_forward
- Compound A (C11H23Br) is a secondary alkyl halide. On being heated with a solution of sodium ethoxide in ethanol, compound A yielded a mixture of two alkenes B and C, each having molecular formula C11H22. Catalytic hydrogenation of the major isomer B or the minor isomer C gave only 3,5-diethylheptane. Draw structures for compounds A, B, and C consistent with these observations.arrow_forwardSharpless epoxidation of allylic alcohol X forms compound Y. Treatment of Y with NaOH and C6H5SH in an alcohol–water mixture forms Z. Identify the structure of Y and draw a mechanism for the conversion of Y to Z . Account for the stereochemistry of the stereogenic centers in Z. Z has been used as an intermediate in the synthesis of chiral carbohydrates.arrow_forwardIdentify compounds A, B, and C. a.Compound A has molecular formula C8H12 and reacts with two equivalents of H2. A gives HCOCH2CH2CHO as the only product of oxidative cleavage with O3 followed by CH3SCH3. b.Compound B has molecular formula C6H10 and gives (CH3)2CHCH2CH2CH3 when treated with excess H2 in the presence of Pd. B reacts with NaNH2 and CH3I to form compound C (molecular formula C7H12).arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning