Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
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Chapter A, Problem 3PP
Practice Problem A.3
How many signals (not counting the solvent) would you expect in the
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Students have asked these similar questions
dow many signals 'H NMR be expected in the following molecules? (choose 4 only)
1) 5-methyl-3-hexanone
2) acetone
3) 4-methylacetophenone 4)1-propanol 5) cinammic acid
Morld)
+
Choose the molecule that is most likely to produce a spectrum with these IR
frequencies:
v = 3370, 3292, 2959, 2927, 2873, 1613 (small and broad), 1127 cm¹¹
A) pentanamide
B) 1-pentanamine
C) pentanal
D) 2-pentanone
E) 2-pentene
Problem A.4
Propose a molecular formula for cedrol, an alcohol found in cedar oil. Cedrol has
three degrees of unsaturation and a molecular ion in its mass spectrum at m/z = 222.
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- Using n+1 rule determine how many neighboring hydrogens each Hx group has and number of H for each signal. Draw structure that fits each spectrum and assign CHx group to hydrogens in structure. (spectra are for isomers of esters C4H8O2)arrow_forwardQuestion 1 Correct Answer-Label the spectra and compound OH 3 1HNMR (ppm): 4.77 (1H, br s); 3.50 (1H, quintet); 1.55 (2H, quintet); 1.40 (1H, m); 1.11 (3H, d); 0.99 (3H, t); 0.88 (3H, d) Explanation for Excellent - Draw compounds that match the other spectra. They all have the same molecular formula as above 2 IHNMR (ppm): 4.7 (1H, br s); 3.62 (2H, t); 1.58 (2H, quintet); 1.43 (2H, quintet); 1.37 (2H, quintet); 1.35 (2H, sextet); 0.88 (3H, t) IHNMR (ppm): 3.46 (2H, q); 3.35 (2H, t); 1.50 (2H, quintet); 1.46 (2H, sextet); 1.05 (3H, 1); 0.96 (3H, t) PPM 1HNMR (ppm): 3.65 (2H, m); 1.13 (12H, d)arrow_forwardWhat is the m/z of the signal produced when the molecule below undergoes a McLafferty rearrangement in a mass spectrum? Answer:arrow_forward
- Question 19 of 21 Choose the molecule that is most likely to produce a spectrum with these IR frequencies: v = 2979, 2869, 1126 cm-1 B) 1-butene C) diethyl ether D) butanoic acid E) 2-butanonearrow_forwardWhich of the following will produce an even M and (M+2) peaks of equal intensity and a base peak of M-18? ⒸC4H7BrO2 © C5H12CIN ⒸC5H11CIO ⒸC5H11BrO C4H7CIO2 ⒸC5H12BrNarrow_forwardWhich base peak is expected in the mass spectrum of 2,2,3-trimethylbutane? Question 14 options: M-15 peak M-57 peak M-29 peak M-43 peak M-18 peakarrow_forward
- Problem A.8 The mass spectrum of 2,3-dimethylpentane also shows peaks at m/z = 57 and 43. Propose possible structures for the ions that give rise to these peaks.arrow_forwardDetermine splitting for all CHx groups using n+1 rule then match to appropriate spectrum drawing CH or OH group above each of the peaks.arrow_forwardH NMR question: For propene and for cis-2-butene, find # signals, chemical shift ranges, integration, splittingarrow_forward
- Problem #4 Determine the structure of the compound with the spectra provided and molecular formula C9H1003. 3500 T80 160 1H (exchanges) 1 Tb 3000 140 -2637 2-2545 2500 100 Way 1H triplet 2H doublet + 2H triplet 2000 1718 2H triplet 1433 1500 2H triplet 1000arrow_forward9 13) Chemical Formula: C₁1H1403 IR: strong peak 1720cm-1, strong broad 3300cm-¹,- 1H 1H 8 1H 1H 7 Unknowns for 1H NMR Final Report -GH 1H 5 2H 12H 1H PPM 14) Chemical Formula: C₁1H₁403 IR: strong peak 1720cm-1, strong broad 3300cm-¹ C-SP H 3H 3 2x11= 2 3H 22+2= 24-14= 10 ( 'n 11x2=22+2=24=14=10/2=5arrow_forwardWhich peak is cyclohexane and which is toluene? Pls explain whyarrow_forward
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