Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 19, Problem 19.71AP
Interpretation Introduction
Interpretation:
The compound having molecular formula
Concept introduction:
Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and
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The H1H1 NMR spectrum shown corresponds to an unknown compound with the molecular formula C6H10C6H10. There are no strong IR bands between 2100 and 2300 or 3250 and 3350 cm−1. Deduce and draw the structure of the molecule that corresponds to the spectrum.
Chapter 19 Solutions
Organic Chemistry
Ch. 19 - Prob. 19.1PCh. 19 - Prob. 19.2PCh. 19 - Prob. 19.3PCh. 19 - Prob. 19.4PCh. 19 - Prob. 19.5PCh. 19 - Prob. 19.6PCh. 19 - Prob. 19.7PCh. 19 - Prob. 19.8PCh. 19 - Prob. 19.9PCh. 19 - Prob. 19.10P
Ch. 19 - Prob. 19.11PCh. 19 - Prob. 19.12PCh. 19 - Prob. 19.13PCh. 19 - Prob. 19.14PCh. 19 - Prob. 19.15PCh. 19 - Prob. 19.16PCh. 19 - Prob. 19.17PCh. 19 - Prob. 19.18PCh. 19 - Prob. 19.19PCh. 19 - Prob. 19.20PCh. 19 - Prob. 19.21PCh. 19 - Prob. 19.22PCh. 19 - Prob. 19.23PCh. 19 - Prob. 19.24PCh. 19 - Prob. 19.25PCh. 19 - Prob. 19.26PCh. 19 - Prob. 19.27PCh. 19 - Prob. 19.28PCh. 19 - Prob. 19.29PCh. 19 - Prob. 19.30PCh. 19 - Prob. 19.31PCh. 19 - Prob. 19.32PCh. 19 - Prob. 19.33PCh. 19 - Prob. 19.34PCh. 19 - Prob. 19.35PCh. 19 - Prob. 19.36PCh. 19 - Prob. 19.37PCh. 19 - Prob. 19.38PCh. 19 - Prob. 19.39PCh. 19 - Prob. 19.40APCh. 19 - Prob. 19.41APCh. 19 - Prob. 19.42APCh. 19 - Prob. 19.43APCh. 19 - Prob. 19.44APCh. 19 - Prob. 19.45APCh. 19 - Prob. 19.46APCh. 19 - Prob. 19.47APCh. 19 - Prob. 19.48APCh. 19 - Prob. 19.49APCh. 19 - Prob. 19.50APCh. 19 - Prob. 19.51APCh. 19 - Prob. 19.53APCh. 19 - Prob. 19.54APCh. 19 - Prob. 19.55APCh. 19 - Prob. 19.56APCh. 19 - Prob. 19.57APCh. 19 - Prob. 19.58APCh. 19 - Prob. 19.59APCh. 19 - Prob. 19.60APCh. 19 - Prob. 19.61APCh. 19 - Prob. 19.62APCh. 19 - Prob. 19.63APCh. 19 - Prob. 19.64APCh. 19 - Prob. 19.65APCh. 19 - Prob. 19.66APCh. 19 - Prob. 19.67APCh. 19 - Prob. 19.68APCh. 19 - Prob. 19.69APCh. 19 - Prob. 19.70APCh. 19 - Prob. 19.71APCh. 19 - Prob. 19.72AP
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- Compound X (molecular formula C10H12O) was treated with NH2NH2, −OH to yield compound Y (molecular formula C10H14). Based on the 1HNMR spectra of X and Y given below, what are the structures of X and Y?arrow_forwardHow could 1H NMR spectroscopy be used to distinguish among isomersA, B, and C?arrow_forwardThe NMR spectrum of bromocyclohexane indicates a low field signal (1H) at δ 4.16. To room temperature, this signal is a singlet, but at -75 ° C it separates into two peaks of unequal area (but totaling one proton): δ 3.97 and δ 4.64, in ratio 4.6: 1.0. How do you explain the doubling in two peaks? According to the generalization of the previous problem, what conformation of the molecule predominates (at -75 ° C)? What percentage of the molecules does it correspond to? Solve all parts otherwise down vote and hand written solutionarrow_forward
- Briefly describe what it consists of and what information can be obtained in the characterization of an organic compound with the following techniques: a) Infrared spectroscopy (IR)b) Mass spectrometry (MS)c) Proton nuclear magnetic resonance (1H-NMR)arrow_forwardIdentify the compound with molecular formula C8H10O that gives the IR and 1H NMR spectra shown here.arrow_forwardThe 1H-NMR spectrum of compound B,C7H14O , consists of the following signals: δ 0.9 (t, 6H), 1.6 (sextet, 4H), and 2.4 (t, 4H). Draw the structural formula of compound B.arrow_forward
- The two isomeric carboxylic acids that give the following NMR spectra both have the formula C3H5C1O2. Draw their structures.arrow_forwardSolve the structure of this compound by looking at the 1H, 13C NMR data provided. You must fill all of the parts to this question in the given spaces. Molecular formula: C6H14N2O2arrow_forwardPredict the theoretical number of different NMR signals produced by each compound, and give approximate chemical shifts. Point out any diastereotopic relationships. (a) 2-bromobutane (b) cyclopentanolarrow_forward
- A compound of formula C5H11Br has the following 1H NMR characteristics: Singlet,6H; Triplet,3H; Quartet,2H. Provide a structure for the compound consistent with this information. Support your answer.arrow_forwardThe IR and NMR spectra of the material whose structure formula is C16H22O4 are given below.To this datawhat could be the ingredient?arrow_forwardConsider the following three compounds: CH,=CH, CH,=CH-CH=CH, CH,=CH-CH=CH-CH=CH, (1) (2) (3) Compound 1 contains a simple isolated carbon-carbon double bond, but the other two have conjugated double bonds. (i) Which compound will have the largest absorption (max) Value? (ii) Give a reason for your answer in part (b)(i).arrow_forward
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