9) Deduce the structure based on the following spectra: 1H NMR Spectrum (200 MHz, CDCl3 solution) t expansion six t TMS 10 9 8 7 6 5 4 3 2 1 0 ? (ppm) IR Spectrum (liquid film) 1686 4000 3000 2000 1600 1200 800 ? (cm-1) Mass Spectrum 100 105 80 77 60 M+* 148 40 120 20 40 80 120 160 200 240 280 m/e
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- Look for significant fragment peaks: 105, 120, and 77, which can help deduce the structure. Show more…
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IR Spectrum (liquid film) 802 4000 3000 2000 1600 1200 800 ν (cm⁻¹) Mass Spectrum 119 M⁺∙ 134 C₁₀H₁₄ 40 80 120 160 200 240 280 m/e ¹³C NMR Spectrum (50.0 MHz, CDCl₃ solution) DEPT CH₂↓ CH₃↑ CH↑ solvent proton decoupled 200 160 120 80 40 0 δ (ppm) ¹H NMR Spectrum (200 MHz, CDCl₃ solution) TMS 10 9 8 7 6 5 4 3 2 1 0 δ (ppm)
Sri K.
2. Deduce structure for the following compounds, each of which is characterized by a 1H NMR spectrum consisting of a single peak: (a) C8H16, δ = 0.9 (b) C2H3Cl3, δ = 2.7 (c) C4H9Br, δ = 1.8 (d) C8H8, δ = 5.8 (e) C3H6Br2, δ = 2.6 (f) C12H18, δ = 2.2
Adi S.
Propose a structure consistent with each set of data. a. A compound $\textbf{X}$ (molecular formula $C_6H_{12}0_2$) gives a strong peak in its IR spectrum at 17 40 $cm^{-1}$. The $^1H$ NMR spectrum of $\textbf{X}$ shows only two singlets, including one at 3.5 ppm. The $^{13}C$ NMR spectrum is given below. Propose a structure for $\textbf{X}$. b. A compound $\textbf{Y}$ (molecular formula $C_6H_{10}$) gives four lines in its $^{13}C$ NMR spectrum (27, 30, 67, and 93 ppm), and the IR spectrum given here. Propose a structure for $\textbf{Y}$.
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