(a)
Interpretation: The triene that has largest heat of hydrogenation is to be predicted.
Concept introduction: Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two or more carbon atoms.
The stability of conjugated diene is more than isolated diene. Due to which the heat of hydrogenation is smaller for conjugated diene, whereas heat of hydrogenation for isolated diene is larger.
(b)
Interpretation: The triene that has smallest heat of hydrogenation is to be predicted.
Concept introduction: Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two or more carbon atoms.
The stability of conjugated diene is more than isolated diene. Due to which the heat of hydrogenation is smaller for conjugated diene, whereas heat of hydrogenation for isolated diene is larger.
(c)
Interpretation: The triene that absorbs the longest
Concept introduction: Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two or more carbon atoms.
The energy difference between the ground and excited state decreases when number of conjugated bonds increases. Due to this absorption shifts to the longer wavelengths.
(d)
Interpretation: The triene that is most reactive in the Diels-Alder reaction is to be predicted.
Concept introduction: Conjugated diene consists of two double bonds that are separated by a single bond, whereas isolated diene also consists of two double bond but they are separated by two or more carbon atoms.
The stability of conjugated diene is more than isolated diene.
Trending nowThis is a popular solution!
Chapter 16 Solutions
Organic Chemistry
- Complete boxes in the flow chart. Draw the structure of the organic compound foundin each layer after adding 3M NaOH and extraction. Make sure to include any charges. Provide explanation on answers.arrow_forward== Vid4Q2 Unanswered ☑ Provide IUPAC name of product in the reaction below A 3,4-dimethylcyclohexene B 1,2-dimethylcyclohexane C 1,2-dimethylcyclohexene D 3,4-dimethylcyclohexane H₂ Pdarrow_forward5. Use the MS data to answer the questions on the next page. 14.0 1.4 15.0 8.1 100- MS-IW-5644 26.0 2.8 27.0 6.7 28.0 1.8 29.0 80 4.4 38.0 1.0 39.0 1.5 41.0 1.2 42.0 11.2 43.0 100.0 44.0 4.3 79.0 1.9 80.0 2.6 Relative Intensity 40 81.0 1.9 82.0 2.5 93.0 8.7 20- 95.0 8.2 121.0 2.0 123.0 2.0 136.0 11.8 0 138.0 11.5 20 40 8. 60 a. Br - 0 80 100 120 140 160 180 200 220 m/z Identify the m/z of the base peak and molecular ion. 2 b. Draw structures for each of the following fragments (include electrons and charges): 43.0, 93.0, 95.0, 136.0, and 138.0 m/z. C. Draw a reasonable a-fragmentation mechanism for the fragmentation of the molecular ion to fragment 43.0 m/z. Be sure to include all electrons and formal charges. 6. Using the values provided in Appendix E of your lab manual, calculate the monoisotopic mass for the pyridinium ion (CsH6N) and show your work.arrow_forward
- Nonearrow_forwardStereochemistry: Three possible answers- diastereomers, enantiomers OH CH₂OH I -c=0 21108 1101 41745 HOR CH₂OH IL Но CH₂OH TIL a. Compounds I and III have this relationship with each other: enantiomers b. Compounds II and IV have this relationship with each other: c. Compounds I and II have this relationship with each other: d. *Draw one structure that is a stereoisomer of II, but neither a diastereomer nor an enantiomer. (more than one correct answer)arrow_forwardNonearrow_forward
- Don't used Ai solutionarrow_forwardIn mass spectrometry, alpha cleavages are common in molecules with heteroatoms. Draw the two daughter ions that would be observed in the mass spectrum resulting from an alpha cleavage of this molecule. + NH2 Q Draw Fragment with m/z of 72arrow_forwardDon't used Ai solution and don't used hand raitingarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage LearningChemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning