Concept explainers
(a)
To draw: The structure of the isomer A and B.
Interpretation: The structure of the isomer A and B is to be drawn.
Concept introduction: Isomers is defined as the molecules which has the same molecular formula, but different structure representations. The number of atoms is same, but the atomic arrangement is different for each molecule.
(b)
To determine: The reason that compoundA is the major product when using sodium hydroxide as the base, whereas compound B is the major product when using potassium tert-butoxide as the base.
Interpretation: The reason that compound A is the major product when using sodium hydroxide as the base, whereas compound B is the major product when using potassium tert-butoxide as the base are to be stated.
Concept introduction: Isomers is defined as the molecules which has the same molecular formula, but different structure representations. The number of atoms is same, but the atomic arrangement is different for each molecule.
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Chapter 13 Solutions
EP ORGANIC CHEMISTRY -MOD.MASTERING 18W
- Choose the correct major product for the following reaction: Ent N A O A B H 1. LiAlH4 (XS) 2. H₂O B 3. O OH Cuto [H*] NaBH3CN HO с N I-Z H D Narrow_forwardWhat alkene is needed to synthesize each 1,2-diol using [1] OsO4 followed by NaHSO3 in H2O; or [2] CH3CO3H followed by −OH in H2O?arrow_forwardc) Complete the following reaction scheme below with reagents N and O, and structures P and Q. OH N HO НО KMNO4 P SO3 / H,SO4 Qarrow_forward
- Treatment of cis-4-bromocyclohexanol with HO− affords compound Aand cyclohex-3-en-1-ol. Treatment of trans-4-bromocyclohexanol under the same conditions forms compound B and cyclohex-3-en-1-ol. A and Bcontain different functional groups and are not isomers of each other.Propose structures for A and B and offer an explanation for theirformation.arrow_forwardPh Ph CH3 CH3 The Wolff-Kishner reaction involves the reaction of an aldehyde/ketone with hydrazine in the presence of KOH. The process is useful for converting an aldehyde or ketone into an alkane. The reaction involves formation of a hydrazone, followed by base-catalyzed double-bond migration, loss of N₂ gas to give a carbanion, and protonation to give the alkane. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions CXT H₂NNH₂ KOH CH3 Ph Ph N=NH + N₂ + H₂O CH3arrow_forwardDraw the structure of the reactant or product in the following reactions: A B 00 C D E HC CHO ? CHO KOH ? 1.Lt, p 20% 1.0, CH-C điện HOẠC BH THE 2.MONOH, H₂0 ? ? ? CH₂ OH ? ?arrow_forward
- Nitriles, R–=C≡N, undergo a hydrolysis reaction when heated with aqueous acid. What is the structure of the compound produced by hydrolysis of propanenitrile, CH3CH2C≡N, if it has IR absorptions from 2500–3100 cm-1 and at 1710 cm-1, and has M+=74?arrow_forwardThioglycolic acid, HSCH2CO2H, a substance used in depilatory agents (hair removers) has pKa = 3.42. What is the percent dissociation of thioglycolic acid in a buffer solution at pH = 3.0?arrow_forwardPropose structures for alcohols that have the following 1HNMR spectra: (a) C5H12Oarrow_forward
- The 1H and 13C NMR spectra below belong to a compound with formula C6H10O2. Propose a structure for this compound.arrow_forwardA step in a synthesis of PGE1 (prostaglandin E1, alprostadil) is the reaction of a trisubstituted cyclohexene with bromine to form a bromolactone. Propose a mechanism for formation of this bromolactone and account for the observed stereochemistry of each substituent on the cyclohexane ring. Alprostadil is used as a temporary therapy for infants born with congenital heart defects that restrict pulmonary blood flow. It brings about dilation of the ductus arteriosus, which in turn increases blood flow in the lungs and blood oxygenation.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning
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