ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 13, Problem 13.16P
How do the IR spectra of the isomers cyclopentane and pent-1-ene differ?
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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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- Applications of NMR spectroscopy in pharmaceutical analysis Can potentially be used for fingerprinting mixtures Has good potential for non-destructive quantitative analysis of drugs in formulations without prior separation Can determine impurities, including enantiomeric impurities, without separation Powerfull technique for the characterization og the exact structure of raw materials, intermediates, and finished productsarrow_forwardExplain why these are the correct spectra for the molecules. Identify a specific absorption band which identifies each characteristic functional group of the molecule chosen.arrow_forwardCan you use IR spectroscopy to differentiate between ketones and aldehydes?arrow_forward
- What functional group is evidenced by the IR spectrum shown? carboxylic acid O ketone O ester O aldehydearrow_forwardhow could you distinguish between cyclohexane and cyclohexene using IR?arrow_forwardLook at the three infrared spectra in Figures C to D and answer the following questions (a) Are any of the spectra that of an alcohol? If so, which? What absorption pattern(s) at what wavelength(s) identifies an alcohol? (b) Are any of the spectra that of a compound containing a benzene ring? If so, which? What three absorption patterns at what wavelengths show that a compound has a benzene ring? (c) Are any of the spectra that of a compound containing only carbons and hydrogens? If so, which? Benzene rings contain only carbons and hydrogens. Might the spectrum or spectra you chose for your answer above indicate a benzene ring? (Tell what absorption patterns are present or not present that would support your answer.)arrow_forward
- Look at the three infrared spectra in Figures C to E and answer the following questions (a) Are any of the spectra that of an alcohol? If so, which? What absorption pattern(s) at what wavelength(s) identifies an alcohol? (b) Are any of the spectra that of a compound containing a benzene ring? If so, which? What three absorption patterns at what wavelengths show that a compound has a benzene ring? (c) Are any of the spectra that of a compound containing only carbons and hydrogens? If so, which? Benzene rings contain only carbons and hydrogens. Might the spectrum or spectra you chose for your answer above indicate a benzene ring? (Tell what absorption patterns are present or not present that would support your answer.)arrow_forwardHow can the two isomers having molecular formula C2H6O be distinguishedby IR spectroscopy?arrow_forwardhow many cross peaks would we see in HSQC spectrum of cyclohexanone ?arrow_forward
- Counterfeit drugs are a common problem in developing regions of the world. Oftentimes, counterfeit pills are made with compounds such as lactose. A lab technician has obtained the IR spectrum shown above for a sample reported to be citalopram, an antidepressant drug. Does the IR spectrum belong to citalopram or lactose? Explain your answer by describing what feature of the IR spectrum confirms your choice and describe what feature is missing from the IR spectrum for the other compound. A. citalopram B. lactosearrow_forwardhow molecular spectroscopy work?arrow_forwardDescribe two significant differences between the infrared spectra of ethyl alcohol(CH3CH2OH) and ethylene (CH=CH).arrow_forward
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