Concept explainers
(a)
Interpretation:
Conjugated organic molecules has to be ranked based on decreasing
Concept introduction:
Conjugation on
The wavelength at which the
HOMO-LUMO:
In a
Auxochrome:
When the molecule attached to a chromophores group the both
(b)
Interpretation:
Conjugated organic molecules has to be ranked based on decreasing
Concept introduction:
UV/vis spectroscopy:
It is deal with information about various compounds that have conjugated double, the UV light and visible light have jest the right energy to cause an electronic transition in a molecule that is to promote an electron from one molecular orbital to another higher energy.
Conjugation on
The wavelength at which the
HOMO-LUMO:
In a
Auxochrome:
When the molecule attached to a chromophores group the both
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Chapter 10 Solutions
Essential Organic Chemistry (3rd Edition)
- Assign absolute configurations as R or S to each of the following compounds:arrow_forwardAs shown below, when compound 6a is heated, (1Z, 3Z)cycloheptadiene is formed. When the related compound 6b is heated, however, (1E, 3Z)-cyclodecadiene is formed. Explain these results, and suggest a reason why opening of the five-membered ring in 6a needs a higher temperature than that of the eight-membered ring in 6b. (7 points) H 270 °C H 6a 6b H 190 °Carrow_forwardRank the following set of compounds in order of increasing bond λmax.arrow_forward
- Compounds 1 and 2 were prepared, and the difference in their heats of combustion was found to be 17.2 kJ/mol (J. Am. Chem. Soc. 1961, 83, 606-614): H H 1 Shown below are the lowest-energy conformations of compounds 1 and 2. Identify which drawing matches which compound, and identify which compound has the larger heat of combustion. H H H H |||I 2 H 4 H H The first drawing is compound 1, and compound 1 has a larger heat of combustion because it is the less stable compound. O The first drawing is compound 2, and compound 2 has a larger heat of combustion because it is the less stable compound. The first drawing is compound 2, and compound 2 has a larger heat of combustion because it is the more stable compound. The first drawing is compound 1, and compound 1 has a larger heat of combustion because it is the more stable compound.arrow_forwardRank the following groups in terms of their priority according to the Cahn-Ingold-Prelog system of priorities. Give the highest ranking group a priority of 1 and the lowest ranking group a priority of 4. -D ✓-H ✓-NH₂ ✓-CH₂OHarrow_forwardProvide a systematic name (IN SMALL LETTERS except for E/Z and R/S, NO SPACES) for each of the given compounds.arrow_forward
- (2R,3S)-2-Bromo-3-phenylbutane undergoes an E2 elimination when treated with sodium methoxide. Draw all possible Newman projections for the bond relevant for the elimination reaction, and use those Newman projections to explain the stereochemical outcome of the reaction. Draw the final product and provide its IUPAC name.arrow_forwardGive the IUPAC name for each compound. Part 1 of 2 Part 2 of 2 ྾ 6 ད, CH; | CH, | CH; H,C=Ç=C=C─Ç—CH, CH; 6 كا gl。 18 Ararrow_forwardRank the following groups in order of decreasing priority. −CH=CH2, −CH3, −C≡CH, −Harrow_forward
- Rank the following groups in order of decreasing priority. −H, −CH3, −Cl, −CH2Clarrow_forwardQ8 Conformational Analysis of Cycloalkanes In this question you will look at the conformations of the following molecule: CH3 C В F CH3 D -E A H3C F I II Energy Costs for Interactions in Alkane Conformers: Computed Energy Cost (kJ/mol)* 3.8 Interaction H+H eclipsed H+CH3 eclipsed CH3+CH3 eclipsed CH3+CH3 gauche H»CH(CH3)2 gauche H CH(CH:)2 eclipsed CH3+CH(CH3)2 gauche CH3+CH(CH3)2 eclipsed HeC(CH:)3 eclipsed CH3+C(CH3)3 gauche CH3+C(CH:)3 eclipsed H+I eclipsed I+CH3 gauche I+CH3 eclipsed "Values computed with Gaussian09 using B3LYP/6-31G(d) for structure optimization and B3LYP/6-311+G(2df,3p) for the conformation energy. The calculations were performed in the gas phase (no solvent). *This result for t-butyl is a bit peculiar given that the value is less than that for isopropyl, but there is an explanation that I can tell you about in office hours! 4.8 12.6 3.7 (0.0) 3.1 3.6 17.3 2.8 13.6 18.7 6.7 1.2 15.5 Steric Strain in Monosubstituted Cyclohexanes: 1,3-Diaxial strain Y (kJ/mol)…arrow_forwardRank the following groups in order of decreasing priority. −CH2CH3, −CH3, −H, −CH(CH3)2arrow_forward
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