Concept explainers
Interpretation: To explain the
Concept introduction: An equilibrium constant
The reaction of an acid HA with water is written as,
The relative strength of an acid and base in water can be also expressed quantitatively with an equilibrium constant as follows:
An equilibrium constant
The relation between
Stronger the acid higher the value of
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MASTERING ORGANIC CHEMISTRY W/ETEXT >I
- Explain why 92% of 2,4-pentanedione exists as the enol tautomer in hexane but only 15% of this compound exists as the enol tautomer in water.arrow_forwardWhy are alcohols usually bad electrophiles? You must support your answer with data on the basicity/acidity of the leaving group.arrow_forwardWould it be favorable to get a 1,4-adduct of anthracene and maleic anhydride? Why or why not? If the 1,4-adduct of anthracene and maleic anhydride had formed, would it have different exo and endo isomers?arrow_forward
- How do you deprotect the side-chain carboxyl under mild conditions without removing the BOC-protecting group at the same time?arrow_forwardWhat two β-keto esters are formed in the Dieckmann reaction of the attached diester?arrow_forwardGive the structures of both 1, 2 and 1, 4 adducts resulting from reaction of 1 equivalent of HBr with the following compound:arrow_forward
- Using the pKa values of the conjugate acids of the leaving groups (the pKa of HBr is -9, and the pKa of H2O is 15.7), explain the difference in reactivity between CH3Br and CH3OH in a nucleophilic substitution reaction.arrow_forward1. Explain the solubility behavior of the alcohols and phenols in water as a function of: a. Branching in the structure b. Relative proportion of hydrophilic to hydrophobic bonds 2. Based on oxidation test, classify the alcohols and phenols according to the following categories: easily oxidizable, oxidizable, and resistant to oxidation. 3. Explain in 2 – 3 sentences the reactivity differences of the alcohols towards the Lucas reagent. 4. Explain in 2 – 3 sentences the solubility of alcohols and phenols in water.arrow_forwardBiphenyl has the following structure.(a) Is biphenyl a (fused) polynuclear aromatic hydrocarbon?(b) How many pi electrons are there in the two aromatic rings of biphenyl? How does this number compare with that for naphthalene?(c) The heat of hydrogenation for biphenyl is about 418 kJ>mol (100 kcal>mol). Calculate theresonance energy of biphenyl.(d) Compare the resonance energy of biphenyl with that of naphthalene and with that of two benzene rings. Explain thedifference in the resonance energies of naphthalene and biphenyl.arrow_forward
- Why the trans-1,4 polyisoprene is a rigid material whereas cis-1,4 polyisoprene is anelastomer?arrow_forwardIn a well-written response, what are some similarities or differences between the relative hydrogen reactivities of 1-chlorobutane and the relative hydrogen reactivities of primary/secondary hydrogens of 2-methylbutane? Please compare them.arrow_forwardA student was randomly given compounds E and F from the group of compounds below and asked to identify them according to their functional group. The student initially thought this to be easy, only to discover that he was embarking on some kind of Herculean task. If you were to correctly advise the student, which test will be most appropriate to distinguish compounds E and F. a. reaction with jones reagent b. iodoform test c. tollen's test d. brady's test (2,4-DNP) Note: I dont think it is tollens test or jones reagent. may you please explain this question in depth.arrow_forward
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT