Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 5.1, Problem 3P
Many compounds contain more than one
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Question 4
The complex shown below, [Ru(bpy)2L]2+ (in which R = H in L), has a pendant anthracene group,
and emits light at the same wavelength as [Ru(bpy)3]2+, but with a substantially longer lifetime and
a higher quantum yield, as shown in the table below.
Ru
R
Amax (nm)
Aem (nm) (us)
Ru(bpy)3²+
440
616
0.75
0.045
Ru(bpy)2L2+
440
614
51
0.19
(a) Draw a Jablonski diagram for the [Ru(bpy)2L]²* complex and use it to explain why the emission
occurs at the same wavelength while the lifetime increases.
(b) Explain why the quantum yield increases when the pendant anthracene is included.
(c) At 77 K, [Ru(bpy)2L]²* emits light at = 400 nm, while anthracene emits at 397 nm. Explain why
the emission wavelength changes.
(d) What do you predict would occur to the emission characteristics (maximum, lifetime, and
quantum yield) if the anthracene group was substituted with a bromine atom (i.e., R = Br).
Question 3
Shown below are the absorption and emission spectra of anthracene at room temperature.
Absorbance or
fluorescence intensity
Absorption
Fluorescence
300
340
380
Absorption max.
375 nm
Anthracene
Fluorescence max. 397 nm
Tfl
6 ns
Φε
0.36
420
460
Wavelength (nm)
(a) Explain why anthracene fluorescence occurs at a longer wavelength than does absorption.
(b) The emission and absorption spectra are mirror images. Why is this so?
(c) What changes would you expect to see if these spectra were measured at 77 K? Explain
your answer.
(d) Anthracene fluorescence does not show solvatochromism. What is solvatochromism and
what does its absence indicate about the electronic structure of anthracene?
(e) At 77 K, anthracene shows a weak phosphorescence at 680 nm.
(i) Draw a Jablonski diagram for anthracene.
(ii) Explain why this peak at 680 nm is absent at room temperature.
(iii) What would happen to this emission if anthracene was substituted with iodine (i.e.
iodoanthracene)?
What is oxygen
Chapter 5 Solutions
Organic Chemistry - Standalone book
Ch. 5.1 - Prob. 1PCh. 5.1 - Prob. 2PCh. 5.1 - Many compounds contain more than one functional...Ch. 5.2 - Prob. 4PCh. 5.3 - Prob. 5PCh. 5.4 - Classify the isomeric C4H10O alcohols as being...Ch. 5.5 - Bromine is less electronegative than chlorine, yet...Ch. 5.6 - Prob. 8PCh. 5.7 - Prob. 9PCh. 5.8 - Prob. 10P
Ch. 5.8 - Prob. 11PCh. 5.9 - Carbocations are key intermediates in petroleum...Ch. 5.9 - Prob. 13PCh. 5.9 - Prob. 14PCh. 5.11 - Prob. 15PCh. 5.13 - Prob. 16PCh. 5.14 - For the reaction of a primary alcohol RCH2OH with...Ch. 5.15 - Prob. 18PCh. 5 - Write structural formulas for each of the...Ch. 5 - Prob. 20PCh. 5 - Prob. 21PCh. 5 - Write structural formulas for all the...Ch. 5 - Prob. 23PCh. 5 - Prob. 24PCh. 5 - Epichlorohydrin is the common name of an...Ch. 5 - Prob. 26PCh. 5 - Prob. 27PCh. 5 - Prob. 28PCh. 5 - Some of the most important organic compounds in...Ch. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Prob. 36PCh. 5 - Prob. 37PCh. 5 - Prob. 38PCh. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - The reaction of 2,2-dimethyl-1-propanol...Ch. 5 - (a) Assuming that the rate-determining elementary...Ch. 5 - The reaction of 3-tert-butyl-3-pentanol with...Ch. 5 - Prob. 44PCh. 5 - Prob. 45PCh. 5 - Prob. 46DSPCh. 5 - Prob. 47DSPCh. 5 - Prob. 48DSPCh. 5 - Prob. 49DSPCh. 5 - Prob. 50DSPCh. 5 - Prob. 51DSPCh. 5 - Prob. 52DSP
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