![EBK ORGANIC CHEMISTRY](https://www.bartleby.com/isbn_cover_images/8220100591310/8220100591310_largeCoverImage.jpg)
EBK ORGANIC CHEMISTRY
9th Edition
ISBN: 8220100591310
Author: McMurry
Publisher: CENGAGE L
expand_more
expand_more
format_list_bulleted
Question
Chapter 15.SE, Problem 46AP
Interpretation Introduction
Interpretation:
Given that 1-phenyl-2-butene has an ultraviolet absorption at λmax = 208nm (∈ = 8000). On treatment with a small amount of strong acid it isomerizes to give a new compound with λmax = 250nm (∈ = 15,800). A structure for the isomer is to be proposed and a mechanism for its formation has to be suggested.
Concept introduction:
Among two isomers with same molecular formula, the isomer that has extended conjugation will have a higher λmax value than the other.
To propose:
A structure for the isomer which has an ultraviolet absorption at λmax = 250 nm (∈ = 15,800) obtained when 1-phenyl-2-butene with λmax = 208 nm (∈ = 8000) is treated with strong acids. Further to propose a mechanism for its formation.
Expert Solution & Answer
![Check Mark](/static/check-mark.png)
Want to see the full answer?
Check out a sample textbook solution![Blurred answer](/static/blurred-answer.jpg)
Students have asked these similar questions
Show work. Don't give Ai generated solution
Show reaction mechanism. Don't give Ai generated solution
Describe some isomerism that carboranes have.
Chapter 15 Solutions
EBK ORGANIC CHEMISTRY
Ch. 15.1 - Prob. 1PCh. 15.1 - Give IUPAC names for the following compounds:Ch. 15.1 - Prob. 3PCh. 15.2 - Pyridine is a flat, hexagonal molecule with bond...Ch. 15.3 - Prob. 5PCh. 15.4 - Draw the five resonance structures of the...Ch. 15.4 - Prob. 7PCh. 15.4 - Prob. 8PCh. 15.5 - Prob. 9PCh. 15.5 - Prob. 10P
Ch. 15.6 - Prob. 11PCh. 15.6 - How many electrons does each of the four nitrogen...Ch. 15.SE - Give IUPAC names for the following substances (red...Ch. 15.SE - All-cis cyclodecapentaene is a stable molecule...Ch. 15.SE - 1, 6-Methanonaphthalene has an interesting 1H NMR...Ch. 15.SE - Prob. 16VCCh. 15.SE - Azulene, an isomer of naphthalene, has a...Ch. 15.SE - Give IUPAC names for the following compounds:Ch. 15.SE - Draw structures corresponding to the following...Ch. 15.SE - Prob. 20APCh. 15.SE - Prob. 21APCh. 15.SE - Draw and name all possible aromatic compounds with...Ch. 15.SE - Propose structures for aromatic hydrocarbons that...Ch. 15.SE - Look at the three resonance structures of...Ch. 15.SE - Prob. 25APCh. 15.SE - Prob. 26APCh. 15.SE - Look at the five resonance structures for...Ch. 15.SE - Prob. 28APCh. 15.SE - 3-Chlorocyclopropene, on treatment with AgBF4,...Ch. 15.SE - Prob. 30APCh. 15.SE - Prob. 31APCh. 15.SE - Prob. 32APCh. 15.SE - Which would you expect to be most stable,...Ch. 15.SE - How might you convert 1, 3, 5, 7-cyclononatetraene...Ch. 15.SE - Calicene, like azulene (Problem 15-17), has an...Ch. 15.SE - Pentalene is a most elusive molecule that has been...Ch. 15.SE - Prob. 37APCh. 15.SE - Prob. 38APCh. 15.SE - Compound A, C8H10, yields three substitution...Ch. 15.SE - Prob. 40APCh. 15.SE - Propose structures for compounds that fit the...Ch. 15.SE - Prob. 42APCh. 15.SE - Prob. 43APCh. 15.SE - N-Phenylsydnone, so-named because it was first...Ch. 15.SE - Prob. 45APCh. 15.SE - Prob. 46APCh. 15.SE - Prob. 47APCh. 15.SE - Propose a structure for a molecule C14H12 that has...Ch. 15.SE - The proton NMR spectrum for a compound with...Ch. 15.SE - The proton NMR spectrum of a compound with formula...Ch. 15.SE - Aromatic substitution reactions occur by addition...Ch. 15.SE - Prob. 52APCh. 15.SE - Consider the aromatic anions below and their...Ch. 15.SE - After the reaction below, the chemical shift of Ha...Ch. 15.SE - Prob. 55APCh. 15.SE - Azo dyes are the major source of artificial color...
Knowledge Booster
Similar questions
- Nonearrow_forwardTransmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)arrow_forwardNonearrow_forward
- Draw the Lewis structure of C2H4Oarrow_forwarda) 5. Circle all acidic (and anticoplanar to the Leaving group) protons in the following molecules, Solve these elimination reactions, and identify the major and minor products where appropriate: 20 points + NaOCH3 Br (2 productarrow_forwardNonearrow_forward
- Dr. Mendel asked his BIOL 260 class what their height was and what their parent's heights were. He plotted that data in the graph below to determine if height was a heritable trait. A. Is height a heritable trait? If yes, what is the heritability value? (2 pts) B. If the phenotypic variation is 30, what is the variation due to additive alleles? (2 pts) Offspring Height (Inches) 75 67.5 60 52.5 y = 0.9264x + 4.8519 55 60 65 MidParent Height (Inches) 70 75 12pt v V Paragraph B IUA > AT2 v Varrow_forwardExperiment: Each team will be provided with 5g of a mixture of acetanilide and salicylic acid. You will divide it into three 1.5 g portions in separate 125 mL Erlenmeyer flasks savıng some for melting point analysis. Dissolve the mixture in each flask in ~60mL of DI water by heating to boiling on a hotplate. Take the flasks off the hotplate once you have a clear solution and let them stand on the bench top for 5 mins and then allow them to cool as described below. Sample A-Let the first sample cool slowly to room temperature by letting it stand on your lab bench, with occasional stirring to promote crystallization. Sample B-Cool the second sample 1n a tap-water bath to 10-15 °C Sample C-Cool the third sample in an ice-bath to 0-2 °C Results: weight after recrystalization and melting point temp. A=0.624g,102-115° B=0.765g, 80-105° C=1.135g, 77-108 What is the percent yield of A,B, and C.arrow_forwardRel. Intensity Q 1. Which one of the following is true of the compound whose mass spectrum is shown here? Explain how you decided. 100 a) It contains chlorine. b) It contains bromine. c) It contains neither chlorine nor bromine. 80- 60- 40- 20- 0.0 0.0 TT 40 80 120 160 m/z 2. Using the Table of IR Absorptions how could you distinguish between these two compounds in the IR? What absorbance would one compound have that the other compound does not? HO CIarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningOrganic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
- General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305580350/9781305580350_smallCoverImage.gif)
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305080485/9781305080485_smallCoverImage.gif)
![Text book image](https://www.bartleby.com/isbn_cover_images/9781305081079/9781305081079_smallCoverImage.gif)
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
![Text book image](https://www.bartleby.com/isbn_cover_images/9781285853918/9781285853918_smallCoverImage.gif)
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning