Concept explainers
(a)
Interpretation: The product formed when A is treated with
Concept introduction: In the presence of peroxide,
(b)
Interpretation: The product formed when A is treated with
Concept introduction: The reaction between bromine and alkene proceeds via the formation of cyclic bromonium intermediate. The reaction of bromine in water is an anti addition on alkene. This is a regioselective reaction, the hydroxyl group adds to the more substituted carbon of the double bond.
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Organic Chemistry (6th Edition)
- Draw the products formed when A and B are treated with each of the following reagents: (a) Br2, FeBr3; (b) HNO3 , H2SO4 ; (c) CH3CH2COCl,AlCl3.arrow_forward(a) Give an acceptable name for compound A. (b) Draw the organic products formed when A is treated with each reagent: [1] H3O+; [2] −OH, H2O; [3] CH3CH2CH2MgBr (excess), then H2O; [4] LiAlH4, then H2O.arrow_forwardDraw the substitution product formed (including stereochemistry) when (R)-hexan-2-ol is treated with each series of reagents: (a) NaH, followed by CH3I; (b) TsCl and pyridine, followed by NaOCH3; (c) PBr3, followed by NaOCH3. Which two routes produce identical products?arrow_forward
- Draw all of the substitution and elimination products formed from thegiven alkyl halide with each reagent: (a) CH3OH; (b) KOH. Indicate thestereochemistry around the stereogenic centers present in the products,as well as the mechanism by which each product is formed.arrow_forwardWhen 2-pentene is treated with Cl, in methanol, three products are formed. Account for the formation of each product (you need not explain their relative percentages). CI OCH3 H,CO CI CI CI Cle CH;CHCHCH,CH, + CH;CHCHCH,CH3 + CH,CHČHCH,CH, CH;OH CH;CH=CHCH,CH, 50% 35% 15%arrow_forward(a) Draw two different enol tautomers of 2-methylcyclohexanone. (b) Draw two constitutional isomers that are not tautomers, but contain a C=C and an OH group. 2-methylcyclohexanonearrow_forward
- Draw the products formed when CH3CHC ≡ CCH2CH3 is treated with each reagent: (a) Br2(2 equiv); (b) Cl2 (1 equiv).arrow_forwardDraw the products formed when the following alkynes are treated with each set of reagents: [1] H2O, H2SO4, HgSO4; or [2] R2BH followed by H2O2, −OH.arrow_forwardButanol is treated with H2SO4 and heat. Identify the reaction and give the product that can be formed from itarrow_forward
- 4. What are the products obtained from the following elimination reaction? Indicate the major product. CH;CH2CCH3 H2O CI 5. a) Determine the major product that is formed when the alkyl halide reacts with a hydroxide ion in an elimination reaction. CH;CH,CH,CH,CCH3 Br b) For the major elimination product obtained in 5a), which stereoisomer (cis or trans) is obtained in greater yield? Draw the two isomers and provide the names of the compounds.arrow_forwardFor alkenes A, B, C, and D: (a) Rank A—D in order of increasing heat ofhydrogenation; (b) rank A—D in order of increasing rate of reaction withH2, Pd-C; (c) draw the products formed when each alkene is treated withozone, followed by Zn, H2O.arrow_forwardWhat two enols are formed when pent-2-yne is treated with H2O, H2SO4, and HgSO4? Draw the ketones formed from these enols after tautomerization.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning