ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
12th Edition
ISBN: 9781119664635
Author: Solomons
Publisher: WILEY
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Textbook Question
Chapter SRP, Problem 19P
Give structures for compounds A–D. Compound D gives a strong IR absorption band near
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Treatment of benzoic acid (C6H5CO2H) with NaOH followed by 1-iodo-3methylbutane forms H. H has a molecular ion at 192 and IR absorptions at 3064, 3035, 2960−2872, and 1721 cm−1. Propose a structure for H.
Compounds B and C are isomers with molecular formula C5H9BrO2. The 1H NMR spectrum of compounds B and C are shown below. The IR spectrum corresponding to compound B showed strong absorption bands at 1739, 1225, and 1158 cm-1, while the spectrum corresponding to compound C have strong bands at 1735, 1237, and 1182 cm-1.
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Chapter SRP Solutions
ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
Ch. SRP - 1. Arrange the compounds of each of the following...Ch. SRP - 2. Arrange the compounds of each of the following...Ch. SRP - Predict the final product from each of the...Ch. SRP - Prob. 4PCh. SRP - Write detailed mechanisms for each of the...Ch. SRP - Prob. 6PCh. SRP - Prob. 7PCh. SRP - Prob. 8PCh. SRP - Prob. 9PCh. SRP - Give stereochemical structures for compounds AD:
Ch. SRP - Prob. 11PCh. SRP - The remaining steps in the industrial synthesis of...Ch. SRP - Prob. 13PCh. SRP - Prob. 14PCh. SRP - Prob. 15PCh. SRP - Prob. 16PCh. SRP - 17. Show how you would modify the synthesis given...Ch. SRP - Prob. 18PCh. SRP - Give structures for compounds AD. Compound D gives...Ch. SRP - The tranquilizing drug meprobamate (Equanil or...Ch. SRP - Prob. 21PCh. SRP - 22. Outlined here is the synthesis of a central...Ch. SRP - 23. What are compounds A and B? Compound B has a...Ch. SRP - Prob. 24PCh. SRP - 25. The Dow process for synthesizing phenol, which...Ch. SRP - Prob. 26PCh. SRP - Prob. 27PCh. SRP - 28. Compound Y shows prominent IR absorption...Ch. SRP - Prob. 29PCh. SRP - Consider this reaction involving peracetic acid:...Ch. SRP - 31. A compound (N) with the molecular formula...Ch. SRP - 32. Compound X is insoluble in aqueous sodium...Ch. SRP - Write the structures of the three products...Ch. SRP - Compound C (C9H11NO) gives a positive Tollens test...Ch. SRP - A compound X (C10H14O) dissolves in aqueous sodium...Ch. SRP - Compound Z (C5H10O) decolorizes bromine. The IR...Ch. SRP - 37. Compound W was isolated from a marine annelid...Ch. SRP - 38. Phenols generally are not changed on treatment...
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- Addition of mesitylene to the strongly acidic solvent HF / SbF5 at -45 °C gives a new species which shows a 1H-NMR resonance at δ 4.67 (2H). Draw the structure of this species.arrow_forwardReaction of tert-butyl pentyl ether [CH3CH2CH2CH2CH2OC(CH3)3] with HBr forms 1-bromopentane (CH3CH2CH2CH2CH2Br) and compound B. B has a molecular ion in its mass spectrum at 56 and gives peaks in its IR spectrum at 3150−3000, 3000−2850, and 1650 cm−1. Propose a structure for B, and draw a stepwise mechanism that accounts for its formation.arrow_forwardA compound of formula C6H10O2 shows only two absorptions in the proton NMR: a singlet at 2.67 ppm and a singlet at2.15 ppm. These absorptions have areas in the ratio 2:3. The IR spectrum shows a strong absorption at 1708 cm-1. Proposea structure for this compound.arrow_forward
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