Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 12A.3, Problem 8P
The mass spectrum of 2, 3-dimethylpentane also shows peaks at
possible structures for the ions that give rise to these peaks.
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The mass spectrum of 2,3-dimethylpentane also shows peaks at mlz = 57 and 43. Propose
possible structures for the ions that give rise to these peaks.
The mass spectrum of the following compound shows fragments at m/z= 127, 113, and 85. Propose structures for the ions that give rise to thesepeaks.
2,3-Dimethylbutane and 2,2-dimethylbutane have the same molecular ion in the mass spectrum, but only one of these isomers gives a significant fragment at m/z = 57. (a) Which isomer shows an intense peak at m/z = 57? (b) Propose a structure for the ion that gives rise to this peak. (c) The base peak in the mass spectrum of the other isomer occurs at m/z = 43. What ion gives rise to this peak?
Chapter 12A Solutions
Organic Chemistry (6th Edition)
Ch. 12A.1 - What is the mass of the molecular ion formed from...Ch. 12A.1 - Prob. 3PCh. 12A.2 - Prob. 6PCh. 12A.2 - What molecular ions would you expect for the...Ch. 12A.3 - The mass spectrum of 2,3-dimethylpentane also...Ch. 12A.3 - The base peak in the mass spectrum of 2, 2,...Ch. 12A - Problem-13.24 The mass spectrum of the following...Ch. 12A - Prob. 16PCh. 12A - Which compound gives a molecular ion at m/z= 122,...Ch. 12A - Propose two molecular formulas for each molecular...
Ch. 12A - Propose four possible structures for a hydrocarbon...Ch. 12A - Problem-13.29 What is the molecular formula for...Ch. 12A - Problem-13.30 Propose a molecular formula for rose...Ch. 12A - 13.31 Match each structure to its mass spectrum
Ch. 12A - 13.32 Propose two possible structures for a...
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- Write molecular formulas for compounds that show the following molecular ions in their high-resolution mass spectra, assuming that C, H, N, and O might be present. The exact atomic masses are: 1.007 83 (1H), 12.000 00 (12C), 14.003 07 (14N), 15.994 91 (16O). (a) M+=98.0844 (b) M+=123.0320arrow_forwardFollowing is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122. Suggest a structure for this compound. (Data from http://webbook.nist.gov/chemistry/.)arrow_forwardPropose structures for compounds that fit the following mass-spectral data: (a) A hydrocarbon with M+=132 (b) A hydrocarbon with M+=166 (c) A hydrocarbon with M+=84arrow_forward
- The mass spectrum (a) and the infrared spectrum (b) of an unknown hydrocarbon are shown. Propose as many structures as you can.arrow_forwardThe molecular ion peak in a mass spectrum of compound W appears at m/z = 107. Predict the molecular formula of compound W. (Hint: Compound W contains a heteroatom, not only carbon and hydrogen).arrow_forwardAssigning Possible Structures to Fragments in a Mass Spectrum The mass spectrum of 2,3-dimethylpentane [(CH3)2CHCH(CH3)CH2CH3] shows fragments at m/z = 85 and 71. Propose possible structures for the ions that give rise to these peaks.arrow_forward
- The mass spectrum of 1-propanol shows a large peak at m/z=31. Draw the structure of the fragment and explain why it is particularly stable.arrow_forwardThe mass spectrum of an aldehyde shows a parent peak at m/z = 58 and a base peak at m/z = 29. Propose a structure, and identify the two species whose m/z values were listed. Name the compound in the box below.arrow_forwardThe mass spectrum of an alkene, C8H16, exhibits a peak at m/z = 41. Draw two isomers that are consistent with these data.arrow_forward
- The mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. One appears at m/z = 111 and the other appears at m/z = 97. Determine the identity and structure of each of these fragmentsarrow_forwardThe mass spectrum of 3-ethyl-3-methylheptane [(CH3CH2)2C(CH3)CH2CH2CH2CH3] shows fragments at m/z = 127, 113, and 85. Propose structures for the ions that give rise to these peaksarrow_forwardA mass spectrum shows significant peaks at m/z = 87, 115, 140, and 143. Which of the following compounds is responsible for that mass spectrum?arrow_forward
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