2- Propose the structure that matches the following H1NMR data: C5H8CL2F2        δ 2.4 (singlet, 3H)                                    δ 2.8 (singlet, 3H)                    δ 9.5 (singlet, 2H) C5H8CL2F2         δ 2.6 (singlet, 3H)                                         δ 4.7 (singlet, 1H) C6H11F3         δ 1.8 (singlet, 6H)                                         δ 3.1 (triplet, 2H)

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy
Section12.SE: Something Extra
Problem 14AP: Propose structures for compounds that fit the following mass-spectral data: (a) A hydrocarbon with...
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2- Propose the structure that matches the following H1NMR data:

  1. C5H8CL2F2        δ 2.4 (singlet, 3H)

                                   δ 2.8 (singlet, 3H)

                   δ 9.5 (singlet, 2H)

  1. C5H8CL2F2         δ 2.6 (singlet, 3H)

                                        δ 4.7 (singlet, 1H)

  1. C6H11F3         δ 1.8 (singlet, 6H)

                                        δ 3.1 (triplet, 2H)

                      δ 4.5 (triplet, 2H)

                     δ 8.0 (singlet, 1H)

  1. C4H10O2         δ 1.5 (doublet, 3H)

                                        δ 3.4 (multiplet, 1H)

                      δ 3.8 (doublet, 4H)

                     δ 4.2 (wide peak, 2H) This peak disappears when D2O is added.

  1. C4H10O2         δ 3.0 (singlet, 3H) Addition of D2O has no effect on the spectrum.

                                        δ 4.2 (singlet, 2H)

  1. C6H10O2         δ 1.5 (doublet, 3H) Addition of D2O has no effect on the spectrum.

                                        δ 1.9 (singlet, 3H)

                      δ 3.3 (singlet, 3H)

                     δ 5.8 (quartet, 1H)

  1. C7H5N3O6         δ 2.3 (singlet, 3H)

                                        δ 9.5 (singlet, 2H)

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