Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 15.13D, Problem 15.22P
Using the examples in Table15-2 to guide you, match four of the following UV absorption maxima (λmax) with the corresponding compounds: (1) 232 nm; (2) 256 nm; (3) 273 nm; (4) 292 nm; (5) 313 nm; (6) 353 nm.
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The 1H NMR spectrum, 13C NMR spectrum, mass spectrum, and IR spectrum below belong to a chemical with the molecular formula C4H9XO, where X is a halogen. Provide a structure for that compound. You must explain how you determined the structure for full credit based on the data bellow.
Chapter 15 Solutions
Organic Chemistry (9th Edition)
Ch. 15.2 - Prob. 15.1PCh. 15.2 - Prob. 15.2PCh. 15.2 - Prob. 15.3PCh. 15.4 - Prob. 15.4PCh. 15.4 - Prob. 15.5PCh. 15.5 - Treatment of an alkyl halide with AgNO3 in alcohol...Ch. 15.5 - Propose a mechanism for each reaction, showing...Ch. 15.6 - When Br2 is added to buta-1,3-diene at 15 C, the...Ch. 15.7 - Prob. 15.9PCh. 15.7 - When N-bromosuccinimide is added to hex-1-ene in...
Ch. 15.7 - Prob. 15.11PCh. 15.9 - Addition of 1-bromobut-2-ene to magnesium metal in...Ch. 15.10 - Show how you might synthesize the following...Ch. 15.11 - Predict the products of the following proposed...Ch. 15.11 - Prob. 15.15PCh. 15.11A - Prob. 15.16PCh. 15.11B - Prob. 15.17PCh. 15.11B - Predict the products of the following Diels-Alder...Ch. 15.12C - Prob. 15.19PCh. 15.12C - Prob. 15.20PCh. 15.13C - Prob. 15.21PCh. 15.13D - Using the examples in Table15-2 to guide you,...Ch. 15.14 - Phenolphthalein is an acid-base indicator that is...Ch. 15 - Prob. 15.24SPCh. 15 - Prob. 15.25SPCh. 15 - Show how the reaction of an allylic halide with a...Ch. 15 - Prob. 15.27SPCh. 15 - A solution was prepared using 0.0010 g of an...Ch. 15 - Prob. 15.29SPCh. 15 - Prob. 15.30SPCh. 15 - Prob. 15.31SPCh. 15 - Prob. 15.32SPCh. 15 - Prob. 15.33SPCh. 15 - Give the structures of the products represented by...Ch. 15 - Furan and malemide undergo a Diels-Alder reaction...Ch. 15 - Prob. 15.36SPCh. 15 - Prob. 15.37SPCh. 15 - Prob. 15.38SPCh. 15 - Prob. 15.39SPCh. 15 - Determine whether each structure is likely to be...Ch. 15 - An important variation of the Diels-Alder reaction...
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- 1B. Can 1H NMR spectroscopy be used to differentiate between the two compounds? Briefly explain why or why not. Predict the 1H NMR spectrum for each compound (include integration, multiplicity, and approximate chemical shift). Put it in data table format.arrow_forwardA compound (L) with the molecular formula C9H10 reacts with bromine and gives an IR absorption spectrum that includes the following absorption peaks: 3035 cm ¹(m), 3020 cm ¹(m), 2925 cm ¹(m), 2853 cm ¹(w), 1640 cm ¹1(m), 990 cm ¹(s), 915 cm ¹(s), 740 cm ¹(s), 695 cm ¹(s). The ¹H NMR spectrum of L consists of: Doublet 3.1 ppm (2H) Multiplet 5.1 ppm Multiplet 7.1 (5H) ppm Multiplet 4.8 ppm Multiplet 5.8 ppm The UV spectrum shows a maximum at 255 nm. Propose a structure for compound L. Edit Drawing harrow_forwardIdentify and draw the structure of the important peaks in the MS spectral data of C9H8O given below.arrow_forward
- - (a) Compounds A and B having identical molecular formula C4H80 have the following C signals at d= 7 ·87, 29.43, 36. 87, 209· 28 ppm and 8 = 13·71, 15.69, 45· 85 and 202·80, respectively. DEPT gave a single-inverted peak for A and two inverted peaks for B. Predict the two structures of A and B, assign peaks and identify the functional groups. 13 %3Darrow_forwardThe chemical formula is C8H12O. What is it’s structure and degrees of unsaturation? What important functional groups are in the spectra, and what peaks correspond with which hydrogens and carbons in the structure predicted.arrow_forwardIdentify the two geometric isomers of stilbene, C6H5CH=CHC6H5 from their λmax values, 294 nm and 278 nmarrow_forward
- What functional group and molecule can you get from its IR spectrum? Support your answer by identifying prominent peaks (wavenumbers cm^-1) and assigning the functional group.arrow_forwardThe following molecular ion isotopic clusters correspond to derivatives of benzene (C6H6) for which one or more of the hydrogens have been replaced with chlorines or bromines. What molecular formula corresponds to each mass spectrum? . 100- 80- 60- 40- Relative intensity 20- -M+6 -M+5 -M+4 M+3 M+1 M+2 M+0 (a) -M+6 -M+5 -M+4 M+3 M+2 M+1 -M+0 (b) M+6 M+5 M+4 M+3 -M+2 -M+1 -M+0 (c) M+6 -M+5 M+4 M+3 M+2 -M+1 -M+0 (d) M+6 M+5 -M+4 -M+3 -M+2 M+1 -M+0 (e)arrow_forward3A2: Integrate their knowledge of 2, symmetry, and molecular formula (MF) with ¹3C NMR data and determine organic structure. Write a line-angle structure that is consistent with a MF of C7H10O and the 13C NMR data provided. You must label all the carbon atoms in your structure with the correct Roman letters (a, b, c, d, etc.) in the NMR data. ¹H Decoupled a b c b c ULILJAJ 0 240 ppm 240 ppm DEPT 135° d ef d DEPT 90° 0 240 b c ppm 0arrow_forward
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IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY