ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
2nd Edition
ISBN: 9780393664034
Author: KARTY
Publisher: NORTON
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Chapter 16, Problem 16.29YT
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Below is the spectrum for 2-hexanol which has a molecular ion peak of 102. Note that 2-hexanol's molecular ion is very unstable and rapidly undergoes degradation. This is why its molecular ion peak at 102 is almost nonexistent.
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An unknown substance shows a molecular ion peak at m/e = 170 with a relative intensity of 100. The M + 1 peak has an intensity of 13.2, and the M+2 peak has an intensity of 1.00. What is the molecular formula of the unknown?
Chapter 16 Solutions
ORGANIC CHEMISTRY E-BOOK W/SMARTWORK5
Ch. 16 - Prob. 16.1PCh. 16 - Prob. 16.2PCh. 16 - Prob. 16.3PCh. 16 - Prob. 16.4PCh. 16 - Prob. 16.5PCh. 16 - Prob. 16.6PCh. 16 - Prob. 16.7PCh. 16 - Prob. 16.8PCh. 16 - Prob. 16.9PCh. 16 - Prob. 16.10P
Ch. 16 - Prob. 16.11PCh. 16 - Prob. 16.12PCh. 16 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Prob. 16.16PCh. 16 - Prob. 16.17PCh. 16 - Prob. 16.18PCh. 16 - Prob. 16.19PCh. 16 - Prob. 16.20PCh. 16 - Prob. 16.21PCh. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Prob. 16.26PCh. 16 - Prob. 16.27PCh. 16 - Prob. 16.28PCh. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - Prob. 16.35PCh. 16 - Prob. 16.36PCh. 16 - Prob. 16.37PCh. 16 - Prob. 16.38PCh. 16 - Prob. 16.39PCh. 16 - Prob. 16.40PCh. 16 - Prob. 16.41PCh. 16 - Prob. 16.42PCh. 16 - Prob. 16.43PCh. 16 - Prob. 16.44PCh. 16 - Prob. 16.45PCh. 16 - Prob. 16.46PCh. 16 - Prob. 16.47PCh. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - Prob. 16.54PCh. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - Prob. 16.57PCh. 16 - Prob. 16.58PCh. 16 - Prob. 16.59PCh. 16 - Prob. 16.60PCh. 16 - Prob. 16.61PCh. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - Prob. 16.65PCh. 16 - Prob. 16.66PCh. 16 - Prob. 16.67PCh. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Prob. 16.73PCh. 16 - Prob. 16.74PCh. 16 - Prob. 16.75PCh. 16 - Prob. 16.76PCh. 16 - Prob. 16.77PCh. 16 - Prob. 16.78PCh. 16 - Prob. 16.79PCh. 16 - Prob. 16.80PCh. 16 - Prob. 16.81PCh. 16 - Prob. 16.82PCh. 16 - Prob. 16.83PCh. 16 - Prob. 16.84PCh. 16 - Prob. 16.85PCh. 16 - Prob. 16.86PCh. 16 - Prob. 16.87PCh. 16 - Prob. 16.88PCh. 16 - Prob. 16.89PCh. 16 - Prob. 16.1YTCh. 16 - Prob. 16.2YTCh. 16 - Prob. 16.3YTCh. 16 - Prob. 16.4YTCh. 16 - Prob. 16.5YTCh. 16 - Prob. 16.6YTCh. 16 - Prob. 16.7YTCh. 16 - Prob. 16.8YTCh. 16 - Prob. 16.9YTCh. 16 - Prob. 16.10YTCh. 16 - Prob. 16.11YTCh. 16 - Prob. 16.12YTCh. 16 - Prob. 16.13YTCh. 16 - Prob. 16.14YTCh. 16 - Prob. 16.15YTCh. 16 - Prob. 16.16YTCh. 16 - Prob. 16.17YTCh. 16 - Prob. 16.18YTCh. 16 - Prob. 16.19YTCh. 16 - Prob. 16.20YTCh. 16 - Prob. 16.21YTCh. 16 - Prob. 16.22YTCh. 16 - Prob. 16.23YTCh. 16 - Prob. 16.24YTCh. 16 - Prob. 16.25YTCh. 16 - Prob. 16.26YTCh. 16 - Prob. 16.27YTCh. 16 - Prob. 16.28YTCh. 16 - Prob. 16.29YTCh. 16 - Prob. 16.30YTCh. 16 - Prob. 16.31YTCh. 16 - Prob. 16.32YTCh. 16 - Prob. 16.33YTCh. 16 - Prob. 16.34YT
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- Label base peak and molecular ion peak C4H10Oarrow_forward1. List the integration of all peaks as a ratio. For example, 4-hydroxy-4-methyl-2-pentanone would have a ratio of 1:2:3:6.How does the integration of the peaks correlate to the number of hydrogens present in the molecule? 2. For each peak, draw a partial structure that uses all three pieces of information (chemical shift, integration, splitting patterns). Make sure that you highlight the hydrogen atom or atoms that are responsible for the signal. An example of this is: -CO-CH2-CR2- 3. Based on the chemical shifts, what functional groups are present in your compound? For each, correlate the functional group with the chemical shift of the identifying peak.arrow_forwardConstruct a simulated 1H NMR spectrum for 2-chloropropane by dragging and dropping the appropriate splitting patterns into the boxes on the chemical shift baseline, and by dragging integration values into the small box above each signal. Items may be used more than once. Peak heights do not represent integration. It has signals at 1.5 and about 3.8 ppmarrow_forward
- Three alcohol bottles were mislabeled in the stockroom: 1-pentanol, 2-pentanol, and 3-pentanol. A clever student decided to using MS to determine the identity of the structures. Using the MS data, draw the structure of the compound found in each bottle. Bottle #1: Base peak with a m/z of 45 Bottle #2: Base peak with a m/z of 70 and two significant peaks with m/z of 42 and 31 Bottle #3: Base peak with a m/z of 59arrow_forwardIdentify each signal showed in the spectra for both C4H8O2 and C5H10O2. Determine the multiplicity and integrity for each signal.arrow_forwardAttached is the 13C-NMR Spectrum of 1,2,3,4-tetraphenylnapthalene (CDCl3) Can you provide (chemical shift (experimental),chemical shift (literature), assignment) Chemical shift δ(ppm) Experimental Chemical shift δ(ppm) Literature Assignmentarrow_forward
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- ORGANIC CHEMISTRY QUESTION Below is the mass spectrum for 1-(chloromethyl)-2-methylbenzene. The mass of the molecular ion is 140 m/z. Annotate the spectra with any and all relevant signals. This includes but is not limited to the base peak, molecular ion peak, key fragments, and other isotopic signals of relevance.Each annotation should be clearly marked and include the m/z.arrow_forwardAssign each signal to a set of protons (I, II, III, or IV) How many protons should each signal integrate for? Enter your answer as a number. Find: HA peak HA integration HB peak HB integration HC peak HC integration HD peak HD integrationarrow_forwardPropose the molecular formula for a compound that exhibits the following peaks in its mass spectrum (a) (M)+• at m/z = 46, relative height = 65.0 % of the base peak (b) (M+1)+• at m/z = 47, relative height = 1.4 % of the base peak Question 10 options: C4H6 C4H8O C7H12 C4H4O C2H6Oarrow_forward
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