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Concept explainers
(a)
Interpretation:
The difference between
Concept introduction:
Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and
(b)
Interpretation:
The difference between the given structures using UV-visible spectroscopy is to be stated.
Concept introduction:
Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. Molecules have bonding or non-bonding electrons that can absorb light while promoting electrons from ground state (HOMO) to excited state (LUMO). The light absorbed is usually in the UV or visible region. Conjugation in molecule also affects the wavelength of light absorbed.
(c)
Interpretation:
The difference between the given structures using UV-visible spectroscopy is to be stated.
Concept introduction:
Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. Molecules have bonding or non-bonding electrons that can absorb light while promoting electrons from ground state (HOMO) to excited state (LUMO). The light absorbed is usually in the UV or visible region. Conjugation in molecule also affects the wavelength of light absorbed.
(d)
Interpretation:
The difference between the given structures using UV-visible spectroscopy is to be stated.
Concept introduction:
Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. Molecules have bonding or non-bonding electrons that can absorb light while promoting electrons from ground state (HOMO) to excited state (LUMO). The light absorbed is usually in the UV or visible region. Conjugation in molecule also affects the wavelength of light absorbed.
(e)
Interpretation:
The difference between the given structures using UV-visible spectroscopy is to be stated.
Concept introduction:
Spectroscopy method is used to identify the structure of the molecule. It is based on the interactions between matter and electromagnetic radiations. Molecules have bonding or non-bonding electrons that can absorb light while promoting electrons from ground state (HOMO) to excited state (LUMO). The light absorbed is usually in the UV or visible region. Conjugation in molecule also affects the wavelength of light absorbed.
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Chapter 15 Solutions
EBK ORGANIC CHEMISTRY
- 8. (a) Benzene derivatives exhibit medium to strong absorption in UV-region. Explain why aniline and phenoxide ion have strong UV-absorptions.arrow_forward2. (18pts) (a) Draw bond-line structures and include appropriate wedge and dash notation for the following compounds. (b) Identify each pair that would be optically inactive as a 50/50 mixture. (c) Identify pair of compounds that represent diastereomers. H H A Br Br Br H B Br Br H-Et H Br C Br Br CH3 D H Harrow_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_forward
- (a) A compound known to be a substituted cyclohexanone derivative has lamda max of 235 nm. Could this compound be a conjugated dienone? explain (b) (i)For this compound, how many nm must be accounted for by substituents? (ii) What are the substituents and the points of substitution that may occur having accounted for the 20nm?arrow_forwarda) b) Can these three molecules shown below be distinguished by ¹H NMR spectroscopy when the NMR spectrum is recorded in anhydrous (water-free) CDCI3? Give reasons for your answer. NH₂ Can these three molecules shown below be distinguished by ¹H NMR spectroscopy when the NMR spectrum is recorded in deuterated water (D₂O)? Give reasons for your answer. NH₂arrow_forwardTreatment of compound E (molecular formula C4H8O2) with excessCH3CH2MgBr yields compound F (molecular formula C6H14O) afterprotonation with H2O. E shows a strong absorption in its IR spectrum at1743 cm−1. F shows a strong IR absorption at 3600−3200 cm−1. The 1HNMR spectral data of E and F are given. What are the structures of E andF?Compound E signals at 1.2 (triplet, 3 H), 2.0 (singlet, 3 H), and 4.1 (quartet, 2 H) ppm Compound F signals at 0.9 (triplet, 6 H), 1.1 (singlet, 3 H), 1.5 (quartet, 4H), and 1.55 (singlet, 1 H) ppmarrow_forward
- Reaction of tert-butyl pentyl ether [CH3CH2CH2CH2CH2OC(CH3)3] with HBr forms 1-bromopentane (CH3CH2CH2CH2CH2Br) and compound B. B has a molecular ion in its mass spectrum at 56 and gives peaks in its IR spectrum at 3150−3000, 3000−2850, and 1650 cm−1. Propose a structure for B, and draw a stepwise mechanism that accounts for its formation.arrow_forwardPropose a structure consistent with each set of data.a.) C9H10O2: IR absorption at 1718 cm−1 b.) C9H12: IR absorption at 2850–3150 cm−1arrow_forwardThe 1H and 13C NMR spectra of compound A, C8H9Br are shown below. Answer the following questions. 1(a) Degree of the unsaturation of this compound is = , 1(b) The derived unsaturation number indicates that compound has ............= 1(c) Two peaks in between 6.5 - 8.0 δ indicate that compound is= 1(d) According to the splitting pattern of the peak at 1.20 δ and 2.58 δ indicates that compound has a .................. group= 1(e) According to the 1H NMR spectrum the number of nonequivalent aromatic proton sets in the compound = 1(f) According to the 13C NMR, the number of nonequivalent carbons in the compound is = 1(g) According to your answer in Q 1(f) the compound has a plane of symmetry Yes or NO = 1(h) The IUAC name for this unknown compound isNOT TOO SURE ABOUT MY ANSWERS, PLEASE CORRECT ME IF I'M WRONGarrow_forward
- Reaction of (CH3)3CCHO with (C6H5)3P=C(CH3)OCH3, followed by treatment with aqueous acid, affords R (C7H14O). R has a strong absorption in its IR spectrum at 1717 cm−1 and three singlets in its 1H NMR spectrum at 1.02 (9 H), 2.13 (3 H), and 2.33 (2 H) ppm. What is the structure of R? We will learn about this reaction in Chapter 18.arrow_forwardAccount for the stereoselectivity and regioselectivity of the three steps in the conversion of compound C to compound F.arrow_forwardPropose a structure consistent with each set of data.a. Compound A:Molecular formula: C8H10OIR absorption at 3150–2850 cm–11H NMR data: 1.4 (triplet, 3 H), 3.95 (quartet, 2 H), and 6.8–7.3 (multiplet, 5 H) ppm b. Compound B:Molecular formula: C9H10O2IR absorption at 1669 cm–11H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H), and 7.9 (doublet, 2 H) ppmarrow_forward
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