Organic Chemistry 9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: John E. McMurry
1 Structure And Bonding 2 Polar Covalent Bonds; Acids And Bases 3 Organic Compounds: Alkanes And Their Stereochemistry 4 Organic Compounds: Cycloalkanes And Their Stereochemistry 5 Stereochemistry At Tetrahedral Centers 6 An Overview Of Organic Reactions 7 Alkenes: Structure And Reactivity 8 Alkenes: Reactions And Synthesis 9 Alkynes: An Introduction To Organic Synthesis 10 Organohalides 11 Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations 12 Structure Determination: Mass Spectrometry And Infrared Spectroscopy 13 Structure Determination: Nuclear Magnetic Resonance Spectroscopy 14 Conjugated Compounds And Ultraviolet Spectroscopy 15 Benzene And Aromaticity 16 Chemistry Of Benzene: Electrophilic Aromatic Substitution 17 Alcohols And Phenols 18 Ethers And Epoxides; Thiols And Sulfides 19 Aldehydes And Ketones: Nucleophilic Addition Reactions 20 Carboxylic Acids And Nitriles 21 Carboxylic Acid Derivatives: Nucleophilic Acyl Substitution Reactions 22 Carbonyl Alpha-substitution Reactions 23 Carbonyl Condensation Reactions 24 Amines And Heterocycles 25 Biomolecules: Carbohydrates 26 Biomolecules: Amino Acids, Peptides, And Proteins 27 Biomolecules: Lipids 28 Biomolecules: Nucleic Acids 29 The Organic Chemistry Of Metabolic Pathways 30 Orbitals And Organic Chemistry: Pericyclic Reactions 31 Synthetic Polymers Chapter17: Alcohols And Phenols
17.1 Naming Alcohols And Phenols 17.2 Properties Of Alcohols And Phenols 17.3 Preparation Of Alcohols: A Review 17.4 Alcohols From Carbonyl Compounds: Reduction 17.5 Alcohols From Carbonyl Compounds: Grignard Reaction 17.6 Reactions Of Alcohols 17.7 Oxidation Of Alcohols 17.8 Protection Of Alcohols 17.9 Phenols And Their Uses 17.10 Reactions Of Phenols 17.11 Spectroscopy Of Alcohols And Phenols 17.SE Something Extra Section17.SE: Something Extra
Problem 20VC: Give IUPAC names for the following compounds: Problem 21VC: Draw the structure of the carbonyl compound(s) from which each of the following alcohols might have... Problem 22VC Problem 23VC Problem 24VC: Name and assign R or S stereochemistry to the product(s) you would obtain by reaction of the... Problem 25MP: Evidence for the intermediate carbocations in the acid-catalyzed dehydration of alcohols comes from... Problem 26MP: Acid-catalyzed dehydration of 2, 2-dimethylcyclohexanol yields a mixture of 1, 2-dimethylcyclohexene... Problem 27MP Problem 28MP: Treatment of the following epoxide with aqueous acid produces a carbocation intermediate that reacts... Problem 29MP Problem 30MP Problem 31MP: Identify the type of substitution mechanism (SN1, SN2) involved in the conversion of the alcohol... Problem 32MP: The conversion of 3 alcohols into alkenes under acidic conditions involves two cationic... Problem 33MP Problem 34MP: The trimethylsilyl (TMS) protecting group is one of several silicon protecting groups for alcohols.... Problem 35MP: When the alcohol below is treated with POCI3 and pyridine, the expected elimination product is... Problem 36MP: Phenols generally have lower pKa’s than aliphatic alcohols because of resonance stabilization with... Problem 37AP: Give IUPAC names for the following compounds: Problem 38AP: Draw and name the eight isomeric alcohols with formula C5H12O. Problem 39AP Problem 40AP: Named bombykol, the sex pheromone secreted by the female silkworm moth has the formula C16H28O and... Problem 41AP: Carvacrol is a naturally occurring substance isolated from oregano, thyme, and marjoram. What is its... Problem 42AP: What Grignard reagent and what carbonyl compound might you start with to prepare the following... Problem 43AP: What carbonyl compounds would you reduce to prepare the following alcohols? List all possibilities. Problem 44AP: What carbonyl compounds might you start with to prepare the Following compounds by Grignard... Problem 45AP Problem 46AP: What products would you obtain from reaction of 1-pentanol with the following reagents? (a) FBr3 (b)... Problem 47AP Problem 48AP: How would you prepare the following compounds from 1-phenylethanol? More than one step may be... Problem 49AP Problem 50AP: What products would you expect to obtain from reaction of 1-cyclohexanol with the following... Problem 51AP Problem 52AP: Propose structures for alcohols that have the following 1HNMR spectra: (a) C5H12O Problem 53AP: Propose a structure consistent with the following spectral data for a compound C8H18O2: IR: 3350... Problem 54AP: The 1HNMR spectrum shown is that of 3-methyl-3-buten-1-ol. Assign all the observed resonance peaks... Problem 55AP: A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR:... Problem 56AP: Propose a structure for a compound C15H24O that has the following 1H NMR spectrum. The peak marked... Problem 57AP Problem 58AP Problem 59AP: Rank the following substituted phenols in order of increasing acidity, and explain your answer: Problem 60AP: Benzvl chloride can be converted into benzaldehvde by treatment with nitromethane and base. The... Problem 61AP Problem 62AP Problem 63AP Problem 64AP Problem 65AP Problem 66AP Problem 67AP: Dehydration of trans-2-methylcyclopentanol with POCl3 in pyridine yields predominantly... Problem 68AP: 2, 3-Dimethyl-2, 3-butanediol has the common name pinacol. On heating with aqueous acid, pinacol... Problem 69AP: As a rule, axial alcohols oxidize somewhat faster than equatorial alcohols. Which would you expect... Problem 70AP Problem 71AP: A problem often encountered in the oxidation of primary alcohols to acids is that esters are... Problem 72AP: Identify the reagents a-f in the Following scheme: Problem 73AP Problem 74AP Problem 75AP: Compound A, C8H10O, has the IR and 1H NMR spectra shown. Propose a structure consistent with the... Problem 76AP Problem 77AP Problem 60AP: Benzvl chloride can be converted into benzaldehvde by treatment with nitromethane and base. The...
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Organic Chemistry
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Branch of chemistry concerned with the study of carbon-based compounds, also known as organic compounds. These compounds form due to carbon's notable potential in forming chemical bonds. Due to the abundance of organic compounds on Earth, organic chemistry is crucial in other scientific disciplines, including materials science and pharmaceutical science.
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