ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 13, Problem 13.33P
What cations are formed in the mass spectrometer by
a. 
b. 
c. 
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What cations are formed in the mass spectrometer by α cleavage of each of the attached compounds?
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3. Nuclear Magnetic Resonance Spectroscopy
a. Draw the 'H NMR spectrum for the following compound.
CI
Chapter 13 Solutions
ORGANIC CHEMISTRY
Ch. 13 - What is the mass of the molecular ion formed from...Ch. 13 - Prob. 13.2PCh. 13 - Use the following information to propose a...Ch. 13 - Prob. 13.4PCh. 13 - What molecular ions would you expect for the...Ch. 13 - The mass spectrum of 2,3-dimethylpentane also...Ch. 13 - The base peak in the mass spectrum of 2, 2,...Ch. 13 - (a) What mass spectral fragments are formed by ...Ch. 13 - What cations are formed in the mass spectrometer...Ch. 13 - The low-resolution mass spectrum of an unknown...
Ch. 13 - Benzene, toluene, and p-xylene BTX are often added...Ch. 13 - Prob. 13.12PCh. 13 - Prob. 13.13PCh. 13 - Prob. 13.14PCh. 13 - Prob. 13.15PCh. 13 - How do the IR spectra of the isomers cyclopentane...Ch. 13 - Problem 13.17 How do the three isomers of...Ch. 13 - Problem 13.18 What functional groups are...Ch. 13 - Problem-13.19 What are the major IR absorptions in...Ch. 13 - Problem-13.20 What are the major IR absorptions in...Ch. 13 - Problem-13.21 Which of the following possible...Ch. 13 - Problem-13.22 Propose structures consistent with...Ch. 13 - 13.23 What major IR absorptions are present above ...Ch. 13 - Problem-13.24 The mass spectrum of the following...Ch. 13 - Prob. 13.25PCh. 13 - Which compound gives a molecular ion at m/z= 122,...Ch. 13 - Propose two molecular formulas for each molecular...Ch. 13 - Propose four possible structures for a hydrocarbon...Ch. 13 - Problem-13.29 What is the molecular formula for...Ch. 13 - Problem-13.30 Propose a molecular formula for rose...Ch. 13 - 13.31 Match each structure to its mass spectrum
Ch. 13 - 13.32 Propose two possible structures for a...Ch. 13 - 13.33 What cations are formed in the mass...Ch. 13 - 13.34 and have the same molecular ion in the...Ch. 13 - 13.35 For each compound, assign likely...Ch. 13 - Prob. 13.36PCh. 13 - 13.37 Propose a structure consistent with each...Ch. 13 - 13.38 A low-resolution mass spectrum of the...Ch. 13 - 13.39 Primary alcohols often show a peak in their...Ch. 13 - 13.40 Like alcohols, ethers undergo α cleavage by...Ch. 13 - 13.41 Which of the highlighted bonds absorbs at...Ch. 13 - 13.42 What major IR absorptions are present above ...Ch. 13 - 13.43 How would each of the following pairs of...Ch. 13 - 13.44 Morphine, heroin, and oxycodone are three...Ch. 13 - 13.45 Reduction of cyclohex-2-enone can yield...Ch. 13 - Prob. 13.46PCh. 13 - 13.47 Match each compound to its IR spectrum
Ch. 13 - 13.48 Propose possible structures consistent with...Ch. 13 - A chiral hydrocarbon X exhibits a molecular ion at...Ch. 13 - 13.50 A chiral compound has a strong absorption...Ch. 13 - 13.51 Treatment of benzoic acid with followed by...Ch. 13 - 13.52 Treatment of benzaldehyde with in aqueous ...Ch. 13 - Prob. 13.53PCh. 13 - 13.54 Reaction of 2-methylpropanoic acid with ...Ch. 13 - 13.55 Reaction of pentanoyl chloride with lithium...Ch. 13 - Prob. 13.56PCh. 13 - 13.57 Treatment of anisole with and forms P,...Ch. 13 - 13.58 Reaction of with forms compound ,...Ch. 13 - Problem-13.59 The carbonyl absorption of an amide...Ch. 13 - Prob. 13.60PCh. 13 - Problem-13.61 Explain why a ketone carbonyl...Ch. 13 - 13.62 Oxidation of citronellol, a constituent of...
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- Please don't provide handwriiten solution...arrow_forward3.How many sets of equivalent protons are there in hexane? a. 2 b. 3 c. 6 d. 7 4. What is the splitting of the signal in the 'H NMR spectrum for the methyl protons of 1-bromo- 2-methylpropane? a. singlet b. doublet c. triplet d. nonet 5. Which C,H,Br compound gives a doublet at approximately 3.3 ppm in the 'H NMR spectrum? 1 b. 2 a. ⠀ c. 3 d. 4 Br H₂C-O-CH₂-CH₂-C-H a. i b. ii c. iii d. iv 2 iv Br 6. Which of the protons in the following molecule appear furthest downfield in the 'H NMR spectrum? Br Brarrow_forwardGive the spectroscopic analysis and the structure of the product using the followingarrow_forward
- . Cleavage alpha to C=O is prominent in ketones that usually yields a resonance-stabilized A. Acyl ions B. Acylium ions C. Carbonium ion D. Carbanion 2. fragmentation in mass spectrum is based on the following considerations, EXCEPT A. Octet rule B. Electronepositivity C. Resonance D. Hyperconjugationarrow_forward1. What is the number of signals that should be observed in the ¹H NMR spectra of each of these molecules? a. b. C. OH H₂N Text Textarrow_forward4. Sketch the proton NMR spectrum for each of the following compounds, including the splitting patterns and the relative ppm chemical shift values ( a. b. H₂C C. CIarrow_forward
- Provide solution ?arrow_forward2. Explain the following NMR spectra of the compounds given (A and B). Label the structure with lower-case letters, and then explain the position of the peaks (chemical shift), splitting pattern and integration using the prompts below. A H. H 6 H3C- OH 3 10 9 8. 7 6. 4 3 2 1 Splitting pattern Coupling H's (Ha, Hb, etc) Label Chemical Shift Integration (a, b, etc.) (ppm) b. For each peak, rationalize the chemical shift (peak position) relative to the others. Use the terms, shielded, deshielded, and explain. Peak a: Peak b: Pesk c Peak c:arrow_forwardDraw all the constitutional isomers of octane. Name each one. For each isomer: a. State the number of different sets of carbon in the structure b. State whether each set of equivalent carbons would produce an up or down signal in the DEPT-135 NMR experiment. c. State whether each set of equivalent carbons would produce a singlet, doublet, triplet, or quartet in the Off-Resonance Decoupled Experimentarrow_forward
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Mass Spectrometry; Author: Professor Dave Explains;https://www.youtube.com/watch?v=hSirWciIvSg;License: Standard YouTube License, CC-BY