EBK A SMALL SCALE APPROACH TO ORGANIC L
4th Edition
ISBN: 9781305446021
Author: Lampman
Publisher: CENGAGE LEARNING - CONSIGNMENT
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Chapter 22, Problem 4Q
Interpretation Introduction
Interpretation:
In the IR spectrum of 4-methylcyclohexene, the C-H out-of-plane bending vibrations needs to be determined
Concept Introduction:
The IR table explains IR spectroscopy frequency ranges, presence of the vibration and absorptions for
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21.) Calculate the enthalpy of hydrogenation of benzene to cyclohexane from the following
reactions
A,H (kJ/mol)
C6H6 (1) + 15/2 02 (g) → 6 CO2 (g) + 3 H20 (1)
C6H12 (1) + 9 02 (g) → 6 CO2 (g) + 6 H20 (1)
H2 (g) + ½ 02 (g) → H2O (1)
-3268
-3920
-285.83
a.) -205 kJ/mol
b.) -1507 kJ/mol
c.) -938 kJ/mol
d.) -366 kJ/mol
10c
Numbering the main chain of branched alkanes
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Chapter 22 Solutions
EBK A SMALL SCALE APPROACH TO ORGANIC L
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- For each organic compound in the table below, enter the locant of the highlighted side chain. locant of highlighted side chain compound CH, CH,– CH, - CH, - C CH, | CH3 CH, CH3 | CH, CH, CH, – CH СH - CH3 - C - - CH3 CH; CH; CH, CH; CH, — С - СH,— СH — СН — CH; - CH, | CH; CH,arrow_forwardsketch the various conformational isomers of 1,3-dimethylcyclohexane. Indicate the position (axial/equatorial) of each of the methyl groups in each structure.arrow_forwardDraw an expanded structural formula of pent-1-en-3-yne/ CH3-CC-CH=CH2 and then label each carbon. Indicate the longest and shortest C-H bond and predict the C—C single bond that has the highest BDE(bond dissociation energy).arrow_forward
- 1. An experimental technique called ¹3C-Nuclear Magnetic Resonance Spectroscopy allows chemists to tell how many different kinds of carbon there are in a molecule and whether carbons are primary (1°), secondary (2°), tertiary (3°), or quaternary (4°). Give dash (Kekule) structures (i.e., use lines for electron pair bonds) for the following compounds having a molecular formula C6H12. Also, on each structure, identify carbons as 1º, 2º, 3º, 4º; tell how many different kinds of C's there are; and designate which C's are equivalent. a) A compound having only single bonds and only secondary carbons. b) A compound having only single bonds and primary, secondary, and tertiary carbons. c) A compound having only single bonds and only primary, secondary, and quaternary carbons. d) A compound having only single bonds and primary, secondary, tertiary, and quaternary carbons.arrow_forwardFollowing is the skeletal structure in line-angle (line-bond) mode of 2,5-dimethylhexa-1,4-diene. Identify the number of hydrogen atoms bound to each carbon in the structure.arrow_forwardThe pentadienyl radical, H2C“CH¬CH“CH¬CH2#, has its unpaired electron delocalized over three carbon atoms.(a) Use resonance forms to show which three carbon atoms bear the unpaired electron.(b) How many MOs are there in the molecular orbital picture of the pentadienyl radical?(c) How many nodes are there in the lowest-energy MO of the pentadienyl system? How many in the highest-energy MO?(d) Draw the MOs of the pentadienyl system in order of increasing energy. (continued)762 CHAPTER 15 Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy(e) Show how many electrons are in each MO for the pentadienyl radical (ground state).(f) Show how your molecular orbital picture agrees with the resonance picture showing delocalization of the unpairedelectron onto three carbon atoms.(g) Remove the highest-energy electron from the pentadienyl radical to give the pentadienyl cation. Which carbon atomsshare the positive charge? Does this picture agree with the resonance picture?(h) Add an…arrow_forward
- Write a conformational structure for 1,2,3-trimethylcyclohexane in which all the methyl groups are axial and then show its more stable conformation.arrow_forwardCalculate the index of hydrogen deficiency for 1-hexene, C6H12, and account for this deficiency by reference to its structural formula.arrow_forwardCalculate the enthalpy of formation of propane from:a. Combustion data (ΔHc = –2217 kJ mol–1; ΔHf (CO2) = –393.4 kJ mol–1, ΔHf (H2O) =–285.2 kJ mol–1);b. Bond enthalpies (C–C 348 kJ mol–1; C–H 413 kJ mol–1; H–H 436 kJ mol–1; ΔHvap forcarbon = –717 kJ mol–1).arrow_forward
- Describe and explain the stereochemistry of 2-bromo-1-chloropropane molecule.arrow_forwardHow could you distinguish between cyclohexane and 2-hexene C6H12 using UV-vis spectrum?arrow_forward5. Compare the absorption wavelength of two compounds:1,3-cyclohexadiene and 1,4-cyclohexadiene. Which of the two compounds will show UV absorption at a lower wavelength? What is the possible explanation for that? Include the reference usedarrow_forward
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IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY