1 Covalent Bonding And Shapes Of Molecules 2 Alkanes And Cycloalkanes 3 Stereoisomerism And Chirality 4 Acids And Bases 5 Alkenes: Bonding, Nomenclature, And Properties 6 Reactions Of Alkenes 7 Alkynes 8 Haloalkanes, Halogenation, And Radical Reactions 9 Nucleophilic Substitution And Β-elimination 10 Alcohols 11 Ethers, Epoxides, And Sulfides 12 Infrared Spectroscopy 13 Nuclear Magnetic Resonance Spectroscopy 14 Mass Spectrometry 15 An Introduction To Organometallic Compounds 16 Aldehydes And Ketones 17 Carboxylic Acids 18 Functional Derivatives Of Carboxylic Acids 19 Enolate Anions And Enamines 20 Dienes, Conjugated Systems, And Pericyclic Reactions 21 Benzene And The Concept Of Aromaticity 22 Reactions Of Benzene And Its Derivatives 23 Amines 24 Catalytic Carbon-carbon Bond Formation 25 Carbohydrates 26 Lipids 27 Amino Acids And Proteins 28 Nucleic Acids 29 Organic Polymer Chemistry expand_more
10.1 Structure And Nomenclature Of Alcohols 10.2 Physical Properties Of Alcohols 10.3 Acidity And Basicity Of Alcohols 10.4 Reaction Of Alcohols With Active Metals 10.5 Conversion Of Alcohols To Haloalkanes And Sulfonates 10.6 Acid-catalyzed Dehydration Of Alcohols 10.7 The Pinacol Rearrangement 10.8 Oxidation Of Alcohols 10.9 Thiols Chapter Questions expand_more
Problem 10.14P: Which are secondary alcohols? Problem 10.15P: Name each compound. Problem 10.16P Problem 10.17P: Name and draw structural formulas for the eight constitutional isomeric alcohols with molecular... Problem 10.18P: Arrange these compounds in order of increasing boiling point (values in C are 42, 78, 138, and 198) Problem 10.19P: Arrange these compounds in order of increasing boiling point (values in C are 42, 24, 78, and 118).... Problem 10.20P Problem 10.21P Problem 10.22P: Arrange the compounds in each set in order of decreasing solubility in water. (a) Ethanol, butane,... Problem 10.23P Problem 10.24P: The decalinols A and B can be equilibrated using aluminum isopropoxide in 2-propanol (isopropyl... Problem 10.25P Problem 10.26P: Select the stronger acid from each pair and explain your reasoning. For each stronger acid, write a... Problem 10.27P Problem 10.28P: In each equilibrium, label the stronger acid, the stronger base, the weaker acid, and the weaker... Problem 10.29P: Write equations for the reaction of 1-butanol with each reagent. Where you predict no reaction,... Problem 10.30P: Write equations for the reaction of 2-butanol with each reagent listed in Problem 10.29. Where you... Problem 10.31P Problem 10.32P: When (R)-2-butanol is left standing in aqueous acid, it slowly loses its optical activity. Account... Problem 10.33P: Two diastereomeric sets of enantiomers, A/B and C/D, exist for 3-bromo-2-butanol. When enantiomer A... Problem 10.34P: Acid-catalyzed dehydration of 3-methyl-2-butanol gives three alkenes: 2-methyl-2-butene,... Problem 10.35P: Show how you might bring about the following conversions. For any conversion involving more than one... Problem 10.36P: Propose a mechanism for the following pinacol rearrangement catalyzed by boron tri-fluoride ethyl... Problem 10.37P Problem 10.38P: Show how each alcohol or diol can be prepared from an alkene. (a) 2-Pentanol (b) 1-Pentanol (c)... Problem 10.39P: Dihydropyran is synthesized by treating tetrahydrofurfuryl alcohol with an arenesulfonic acid,... Problem 10.40P: Show how to convert propene to each of these compounds, using any inorganic reagents as necessary.... Problem 10.41P Problem 10.42P Problem 10.43P: The tosylate of a primary alcohol normally undergoes an SN2 reaction with hydroxide ion to give a... Problem 10.44P Problem 10.45P: Show how to convert cyclohexene to each compound in good yield. Problem 10.46P Problem 10.47P: Ethanol (CH3CH2OH) and dimethyl ether (CH3OCH3) are constitutional isomers. (a) Predict which of the... Problem 10.48P Problem 10.49P Problem 10.50P Problem 10.51P: Write the products of the following sequences of reactions. Refer to your reaction roadmap to see... Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The... Problem 10.53P: Using your reaction roadmap as a guide, show how to convert butane into 2-butanone. Show all... Problem 10.54P: Using your reaction roadmap as a guide, show how to convert butane into butanal. Show all reagents... Problem 10.55P: Using your reaction roadmap as a guide, show how to convert 1-propanol into 2-hexyne. You must use... Problem 10.56P: Using your reaction roadmap as a guide, show how to convert 2-methylpentane into... Problem 10.57P Problem 10.58P Problem 10.59P format_list_bulleted
