Concept explainers
(a)
Interpretation:
The explanation for the fact that the
Concept introduction:
Spectroscopy method is used to identify the structure of the substance. The mass spectroscopy is used to determine the molecular mass of a compound. In the mass spectrum, the molecular ion peak is the most important peak. The ratio
(b)
Interpretation:
The explanation for the fact that the spectrum of
Concept introduction:
Spectroscopy method is used to identify the structure of the substance. The mass spectroscopy is used to determine the molecular mass of a compound. In the mass spectrum, the molecular ion peak is the most important peak. The ratio
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Organic Chemistry
- 2 (b) In the following reaction, compounds B or C might be formed. HCI or CI (i) By using the 1H NMR spectra, explain the difference in these two products. (ii) In a mass spectrum of compound B, identify the m/z for the molecular ion peak(s). (iii) Explain the intensity of the molecular ion peak(s) observed in (ii). (iv) For compound C, propose a cation structure at m/z 71.arrow_forward(b) One isomer of dimethoxybenzoic acid has 1H NMR spectrum dµ (ppm) 3.85 (6H, s), 6.63 (1H, t, J 2 Hz), and 7.17 (2H, d, J 2Hz), One isomer of coumalic acid has 'H NMR spectrum dн (ppm) 6.41 (1H, d, J 10 Hz), 7.82 (1H, dd, J 2 Hz, 10 Hz) and 8.51 (1H, d, J 2Hz). In each case, which isomer is represented here? The bonds sticking into the centre of the ring can be to any carbon atom. Note: COOH proton is not indicated in the spectra MeO HO₂C CO2H MeO dimethoxybenzoic acid coumalic acidarrow_forwardReaction of butanenitrile (CH3CH2CH2CN) with methylmagnesium bromide (CH3MgBr), followed by treatment with aqueous acid, forms compound G. G has a molecular ion in its mass spectrum at m/z = 86 and a base peak at m/z = 43. G exhibits a strong absorption in its IR spectrum at 1721 cm−1 and has the 1H NMR spectrum given below. What is the structure of G?arrow_forward
- 20. (a) The UV spectrum of acetone shows two peaks at 15. 7-max = 280 nm max = 1900 nm Emax max and 100. (1) identify the electronic transition for each. (ii) which one of these is more intense ? (b) Why is methanol a good solvent for UV but not for IR determination? 21. (a) How will you detect C=C-C=Cby UV spectroscopy? (b) Write why absorption bands are formed in ultra-violet spectrum instead of sharp peaks ?arrow_forward(a) The 'H-NMR spectrum of cyclobutanone shows two signals - signal A at 3.00 ppm and signal B at 1.95 ppm. Give the multiplicity of each signal. cyclobutanone (b) When cyclobutanone is treated with D20 and NaOD, the only signal observable in the 1H-NMR is a singlet at 2.00 ppm. Explain why this is the case. [Note: Deuterium atoms do not display signals in the TH-NMR spectrum]arrow_forward4. (a) Chemical shift (8) value of CH and CH3 proton in [Al(acac)3] are 1.99 and 5.47 ppm, respectively whereas in [Fe(acac)3] the 8 values of CH and CH3 proton are shifted to more downfield region i.e, 2.18 and 5.52 ppm, respectively where 'acac' denotes acetylacetonate anion. Explain the observation.arrow_forward
- Compound b is a derivative of compound a. Comparing ¹H NMR of a and b, we found that two signals shown in compound a move to downfield around 7.38 ppm and 8.42 ppm in compound b. Identify the two protons that most likely give rise to these signals and justify your decision. (3 pts) (a) Ĵ (b)arrow_forward2 (a) In the following reaction, OH РСС A (i) Draw the structure of compound A. (ii) Explain using the IR spectra to confirm that the reaction is completed. (iii) Identify the molecular ion peak for compound A. (iv) Fragmentation of A shows a peak at m/z 111. Draw the possible cation for this peak. (v) Determine the resonance structure of this cation.arrow_forwardKetones undergo a reduction when treated with sodium borohydride, NaBH4. What is the structure of the compound produced by reaction of 2-butanone with NaBH4 if it has an IR absorption at 3400 cm-1 and M+=74 in the mass spectrum?arrow_forward
- Compound C shows a molecular ion at m/z 148 and other prominent peaks at m/z 105 and 77. Following are its infrared and 1H-NMR spectra. Q.) Deduce the structural formula of compound Carrow_forwardTreatment of 2-methylpropanenitrile [(CH3)2CHCN] with CH3CH2CH2MgBr, followed by aqueous acid, affords compound V, which has molecular formula C7H14O. V has a strong absorption in its IR spectrum at 1713 cm−1, and gives the following 1H NMR data: 0.91 (triplet, 3 H), 1.09 (doublet, 6 H), 1.6 (multiplet, 2 H), 2.43 (triplet, 2 H), and 2.60 (septet, 1 H) ppm. What is the structure of V? We will learn about this reaction in Chapter 20.arrow_forwardMass spectra of butylcyclopentane and tert-butylcyclopentane were acquired. Spectrum A exhibited significant mass peaks at m/z values of 126, 97, 83, 69, 55, and 41. Spectrum B exhibited significant peaks at m/z values of 111, 69,57, and 41. Match each spectrum with its compound.arrow_forward