Concept explainers
The stereochemistry of the products of reduction depends on the reagent used, as you learned in Sections 20.5 and 20.6. With this in mind, how would you convert
Want to see the full answer?
Check out a sample textbook solutionChapter 17 Solutions
Organic Chemistry (6th Edition)
- A compound with formula C7H12O is treated with sodium borohydride in methanol to yield 2,2-dimethylcylopentanol. Write a reaction scheme showing the structures of the reactant, the reagents, and the product. Will the product be optically active? Explain.arrow_forwardDraw the two major organic products of the reaction in ether. Show the stereochemistry of the products. Are the products single enantiomers or racemic mixtures?arrow_forwardCr(VI) compounds are common reagents for the oxidation of alcohols. Primary alcohols are oxidized to carboxylic acids and secondary alcohols are oxidized to ketones. The mechanism involves a reaction similar to the E2 elimination, whereby a C=O double bond is formed with a reduced Cr(IV) compound as the leaving group.Draw curved arrows to show the movement of electrons in this step of the mechanism.arrow_forward
- #1077 of Paperchasel Compound A is treated with H₂SO4 to produce compound B which decolourises bromine in CCl4 Compound B is treated with cold, dilute KMnO4 to produce compound C. If compound A has the molecular formula C6H₁2O then: Select one: O a. B could be 1-hexene and C could be 1,2-hexanediol b. A could be cyclohexanol and B could be cyclohexane O c. A could be cyclohexanone and B could be cyclohexene O d. A could be cyclohexanol and C could be 1,2-cyclohexanediol e. B could be cyclohexene and C could be cyclohexanol #1444 of AromaticDirectors Which of the following are meta directing and deactivating substituents in aromatic electrophilic substitution reactions? 2) Br 3) OH 4) OR 5) NHCOR 1) CI Select one: 1), 2) and 3) O b. all of the above c. 1), 4) and 5) d. none of the above e. 3), 4), 5) and 6) a. 6) methylarrow_forwardName the following using IUPAC system of nomenclature: (a) CH2 (Cl) CH (NH2) CHO (b) CH3 C (Br) CH2 CH (F) COOH Brarrow_forward(a) Draw the two isomeric dienes formed when CH2 = CHCH2CH(Cl)CH(CH3)2 is treated with an alkoxide base, (b) Explain why the major product formed in this reaction does not contain the more highly substituted alkene.arrow_forward
- (ii) Name the following using IUPAC system of nomenclature: (a) CH2 (Cl) CH (NH2) CHO (b) CH3 C (Br) CH2 CH (F) COOH Brarrow_forwardWhen the conjugate acid of aniline, C6H5NH3+, reacts with the acetate ion, the following reaction takes place: C6H5NH3+(aq)+CH3COO(aq)C6H5NH2(aq)+CH3COOH(aq) If Kafor C6H5NH3+ is 1.35105 and Kafor CH3COOH is 1.86105 , what is K for the reaction?arrow_forwardDraw the formulas of the reactants and products of the reaction: 2-ethylbutanoyl bromide with excess ethylmagnesium bromide and heating the product with concentrated H2SO4.arrow_forward
- 3,4-Dimethylpent-1-ene has the formula CH2“CH¬CH(CH3)¬CH(CH3)2. When pure (R)-3,4-dimethylpent-1-ene is treated with hydrogen over a platinum catalyst, the product is (S)-2,3-dimethylpentane. The reactant is named (R), but the product is named (S). Does this name change imply a change in the spatial arrangement of the groups around the chiral center? So why does the name switch from (R) to (S)?arrow_forwardReaction of (CH3)3CH with Cl2 forms two products: (CH3)2CHCH2Cl (63%) and (CH3)3CCl (37%). Why is the major product formed by cleavage of the stronger 1° C–H bond?arrow_forwardThe substitution reaction below forms two ehters (which are consitutional isomers). Please draw the structures of the 2 ethers formed. Are the ethers single enantiomers or racemic mixtures?arrow_forward
- Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning