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7. Our textbook says that the fragmentation that occurs in the mass spectrometry of alkanes can be understood by realizing that "the differences in energy among ... tertiary, secondary, primary and methyl carbocations in the gas phase are much greater than the differences among comparable radicals. Therefore, where alternative modes of fragmentation are possible, the more stable carbocation tends to form in preference to the more stable radical." Given this information, which one of the following hexane isomers (all C6H14) is most likely to have a strong M-15 peak (that is, a peak at m/z 71)? HINT: You're looking for a compound that forms a 3° carbocation after loss of an electron and a CH³· radical. A) n-hexane D) 2-methylpentane B) 2,2-dimethylbutane E) 3-methylpentane C) 2,3-dimethylbutane

7. Our textbook says that the fragmentation that occurs in the mass spectrometry of alkanes can be understood by realizing that "the differences in energy among ... tertiary, secondary, primary and methyl carbocations in the gas phase are much greater than the differences among comparable radicals. Therefore, where alternative modes of fragmentation are possible, the more stable carbocation tends to form in preference to the more stable radical." Given this information, which one of the following hexane isomers (all C6H14) is most likely to have a strong M-15 peak (that is, a peak at m/z 71)? HINT: You're looking for a compound that forms a 3° carbocation after loss of an electron and a CH³· radical. A) n-hexane D) 2-methylpentane B) 2,2-dimethylbutane E) 3-methylpentane C) 2,3-dimethylbutane

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter13: Substitution
Section: Chapter Questions
Problem 8CTQ
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7. Our textbook says that the fragmentation that occurs in the mass spectrometry of alkanes can be understood by realizing that "the differences in energy among ... tertiary, secondary, primary and methyl carbocations in the gas phase are much greater than the differences among comparable radicals. Therefore, where alternative modes of fragmentation are possible, the more stable carbocation tends to form in preference to the more stable radical." Given this information, which one of the following hexane isomers (all C6H14) is most likely to have a strong M-15 peak (that is, a peak at m/z 71)? HINT: You're looking for a compound that forms a 3° carbocation after loss of an electron and a CH³· radical. A) n-hexane D) 2-methylpentane B) 2,2-dimethylbutane E) 3-methylpentane C) 2,3-dimethylbutane
Transcribed Image Text:7. Our textbook says that the fragmentation that occurs in the mass spectrometry of alkanes can be understood by realizing that "the differences in energy among ... tertiary, secondary, primary and methyl carbocations in the gas phase are much greater than the differences among comparable radicals. Therefore, where alternative modes of fragmentation are possible, the more stable carbocation tends to form in preference to the more stable radical." Given this information, which one of the following hexane isomers (all C6H14) is most likely to have a strong M-15 peak (that is, a peak at m/z 71)? HINT: You're looking for a compound that forms a 3° carbocation after loss of an electron and a CH³· radical. A) n-hexane D) 2-methylpentane B) 2,2-dimethylbutane E) 3-methylpentane C) 2,3-dimethylbutane
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