(a)
Interpretation:
The alkene that gives same or different alcohol from either oxymercuration-reduction or hydroboration oxidation is to be stated.
Concept introduction:
Oxymercuration-reduction is one of the methods used to convert
Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.
(b)
Interpretation:
The alkene that gives same or different alcohol from either oxymercuration-reduction or hydroboration oxidation is to be stated.
Concept introduction:
Oxymercuration-reduction is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.
Hydroboration reaction is a two-step reaction, which involves conversion of alkene into alcohol. This type of reaction follows anti-Markovnikov’s rule.
Trending nowThis is a popular solution!
Chapter 5 Solutions
Organic Chemistry
- Write the structure of the major organic product obtained by hydroboration–oxidation of each of the following alkenes: (a) 2-Methylpropene (d) Cyclopentene (b) cis-2-Butene (e) 3-Ethyl-2-pentenearrow_forwardtrans-3-hexene and cis-3-hexene differ in one of the following ways. Which one? (A) Products of hydrogenation (B) Products of ozonlysis (C) Products of bromine (Br2) addition (D) Products of hydroboration-oxidationarrow_forwardPropose a structural formula for the product(s) when each of the following alkenes is treated with H2O/H2SO4. Why are two products formed in part (b), but only one in parts (a) and (c)? (a) 1-Hexene gives one alcohol with a molecular for- mula of C6H14O. (b) 2-Hexene gives two alcohols, each with a molecu- lar formula of C6H14O. (c) 3-Hexene gives one alcohol with a molecular for- mula of C6H14O.arrow_forward
- Alkenes can be hydrated to form alcohols by (1) hydroboration followed by oxidation with alkaline hydrogen peroxide and (2) acid-catalyzed hydration. Compare the product formed from each alkene by sequence (1) with those formed from (2). Q.)1-Methylcyclohexenearrow_forwardShow how you might synthesize the following compounds starting with bromobenzene, andalkyl or alkenyl halides of four carbon atoms or fewer.(a) 3-phenylprop-1-ene (b) 5-methylhex-2-ene *(c) dec-5-enearrow_forward1.What is the product of the reaction between 1,3-dibutene and bromoethene? (A) No reaction occurs (B) 4-bromocyclohexene (C) 3-bromocyclohexene (D) 3-bromocyclopentene 2. Cyclohexene undergoes hydrobromination. Which of these is a possible product? (A) Bromocyclohexane (B) All of these (C) Trans 1,2-dibromocyclohexane (D) Cis 1,2-dibromocyclohexane 3. A hydrocarbon molecule is saturated if the molecule contains (A) Single covalent bonds, only (B) A double covalent bond, only (C) A triple covalent bond (D) Single and double covalent bondsarrow_forward
- Write the reagent or draw structures of the starting material or organic product(s) in the following reactions. If more than one product is formed, identify the major product where possible. (a) (b) HO OH OH H2SO4 ? Cl₂ ? FeCl3arrow_forwardand (ii) KMnO4 in aqueous NaOH: 1. Name the following alkenes, and predict the products of their reaction with (i) KMnO4 in aqueous acid (a) (b) 2. Draw structures corresponding to the following IUPAC names: (a) 3-Ethylhept-1-yne (b) 3,5-Dimethylhex-4-en-1-yne (c) Hepta-1,5-diyne (d) 1-Methylcyclopenta-1,3-diene (1) 3. Draw and name all the possible pentyne isomers, C5H8. H H Ç-H [ Pent-1-yne] (2) 4. Predict the products of the following ring is inert to all the indicated reagents.) 4 H 4- (3) 4-C C = C-4 [3-methylbut -1-4 [Pent-2-yhdioselectivity where relevant. (The aromatic CH=CH2 Styrene (a) Styrene+H2 Pd, ? (c) Styrene+HBr ? (b) Styrene+Br2 → ? (d) Styrene+KMnO4 NaOH, H2O ? 5. Suggest structures for alkenes that give the following reaction products. There may be more than one answer for some cases. HyPd catalyst (a) ? Br₂ in CH2Cl2 (b) ? HBr (c) ? 2-Methylhexane 2,3-Dibromo-5-methylhexane 2-Bromo-3-methylheptane CH3 HO OH CH3CHCH2CHCHCH2CH3 KMnO4OH (d) ? H₂Oarrow_forward5) Compound A reacted with Mg in ether to give B. Compound B is with Ethyl bromide to give Ethyl cyclohexane. What are the structures of A and B?arrow_forward
- Arrange the alkenes in each set in order of increasing rate of reaction with HI and explain the basis for your ranking. Draw the structural formula of the major product formed in each case. (a) and (b) H3CH₂CHC=CH₂ and (H3C) 2C=CHCH3arrow_forwardChlorination of 2-butanone yields two isomeric products, each having the molecular formula C4H7ClO. (a) What are these two compounds? (b) Write structural formulas for the enol intermediates that lead to each of these compounds. (c) Using curved arrows, show the flow of electrons in the reaction of each of the enols with Cl2.arrow_forward5. (a) Compound A with molecular formula C7H8 is produced when benzene reacts with chloromethane in AICI3. When A is treated with acidic KMNO4 solution, compound B is formed. When A is treated with conc. HN0; in conc. H2SO4, a yellowish oil solution, C is formed. Draw the molecular structure of A, B and C and write an equation for the formation of A from benzene.arrow_forward
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY