
Interpretation:
The order of reactivity of the given compounds in a Diels–Alder reaction is to be ranked along with explanation.
Concept introduction:
舧 Diels–Alder is a type of organic reaction in which substituted
舧 The general reaction of Diels–Alder is as follows:
舧 The Diels–Alder reaction is between a conjugate diene and a reactant containing double bond (dienophile) to form the product and the product is called adduct.
舧 Diels–Alder reactions are highly stereospecific. The configuration of dienophile is retained in the product and the reaction is syn addition.
舧 The dienes react with dienophiles in cis forms rather than trans forms
舧 Endo and exo refers to the orientation of dienophile and its electron withdrawing group, when it reacts with a diene in Diels Alder reaction.
舧 The reaction with orientation of electron withdrawing group of dienophiles under the
舧 The reaction with orientation of electron withdrawing group of dienophiles away from the
舧 Endo is favored in the transition state of Diels–Alder reaction because of its lower energy.
舧 If a compound is stable, it has lower energy and if a compound is unstable, it has higher energy.

Want to see the full answer?
Check out a sample textbook solution
Chapter 13 Solutions
EBK ORGANIC CHEMISTRY
- draw the enolate anion and the carbonyl that would be needed to make this product through an aldol addition reaction.arrow_forwardDraw the Michael Adduct and the final product of the Robinson annulation reaction. Ignore inorganic byproducts.arrow_forwardDraw the Michael adduct and final product of the Robinson annulation reaction. Ignore inorganic byproductsarrow_forward
- Post Lab Questions. 1) Draw the mechanism of your Diels-Alder cycloaddition. 2) Only one isomer of product is formed in the Diels-Alder cycloaddition. Why? 3) Imagine that you used isoprene as diene - in that case you don't have to worry about assigning endo vs exo. Draw the "endo" and "exo" products of the Diels-Alder reaction between isoprene and maleic anhydride, and explain why the distinction is irrelevant here. 4) This does not hold for other dienes. Draw the exo and endo products of the reaction of cyclohexadiene with maleic anhydride. Make sure you label your answers properly as endo or exo. 100 °C Xylenes ??? 5) Calculate the process mass intensity for your specific reaction (make sure to use your actual amounts of reagent).arrow_forwardIndicate the product(s) A, B C and D that are formed in the reaction: H + NH-NH-CH [A+B] [C+D] hydrazonesarrow_forwardHow can you prepare a 6 mL solution of 6% H2O2, if we have a bottle of 30% H2O2?arrow_forward
- How many mL of H2O2 from the 30% bottle must be collected to prepare 6 mL of 6% H2O2.arrow_forwardIndicate the product(s) B and C that are formed in the reaction: HN' OCH HC1 B + mayoritario C minoritario OCH3arrow_forwardIndicate the product(s) that are formed in the reaction: NH-NH, OCH3 -H₂O OCH3arrow_forward
- 21.38 Arrange the molecules in each set in order of increasing acidity (from least acidic to most acidic). OH OH SH NH2 8 NH3 OH (b) OH OH OH (c) & & & CH3 NO2 21.39 Explain the trends in the acidity of phenol and the monofluoro derivatives of phenol. OH OH OH OH PK 10.0 PK 8.81 PK 9.28 PK 9.81arrow_forwardidentify which spectrum is for acetaminophen and which is for phenacetinarrow_forwardThe Concept of Aromaticity 21.15 State the number of 2p orbital electrons in each molecule or ion. (a) (b) (e) (f) (c) (d) (h) (i) DA (k) 21.16 Which of the molecules and ions given in Problem 21.15 are aromatic according to the Hückel criteria? Which, if planar, would be antiaromatic? 21.17 Which of the following structures are considered aromatic according to the Hückel criteria? ---0-0 (a) (b) (c) (d) (e) (h) H -H .8.0- 21.18 Which of the molecules and ions from Problem 21.17 have electrons donated by a heteroatom?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

