Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Question
Chapter 11, Problem 54P
Interpretation Introduction
Interpretation:
The given cycloaddition reactions are allowed or forbidden according to the Woodward-Hoffmann rules is to be determined.
Concept introduction:
The orbitals directly involved in bond formation are called frontier orbitals. They are the HOMO of one reactant and LUMO of the other reactant.
Electron withdrawing groups attached to the dienophile increase its reactivity. Electrons flow from the diene to the dienophile.
In-phase overlap is necessary for the formation of a sigma bond. Such an overlap is termed as symmetry allowed, according to the Woodward-Hoffmann rules.
If the HOMO-LUMO lack symmetry and experience and antibonding interaction, then such an overlap is symmetry forbidden.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
These are in the wrong boxes. Why does the one on the left have a lower molar mass than the one on the right?
SYNTHESIS REACTIONS. For the following reactions, synthesize the given products from the given reactants.
Multiple reactions/steps will be needed. For the one of the steps (ie reactions) in each synthesis, write out the
mechanism for that reaction and draw an energy diagram showing the correct number of hills and valleys for
that step's mechanism.
CI
b.
a.
Use acetylene (ethyne)
and any alkyl halide as
your starting materials
Br
C.
d.
"OH
OH
III.
OH
Calculate the pH and the pOH of each of the following solutions at 25 °C for which the substances ionize completely:
(a) 0.200 M HCl
Chapter 11 Solutions
Organic Chemistry - Standalone book
Ch. 11.1 - Prob. 1PCh. 11.1 - Prob. 2PCh. 11.2 - The two compounds shown differ by a factor of 60...Ch. 11.2 - Prob. 4PCh. 11.2 - Prob. 5PCh. 11.2 - Prob. 6PCh. 11.3 - Prob. 7PCh. 11.3 - Prob. 8PCh. 11.3 - Evaluate 2,3,3-trimethyl-1-butene as a candidate...Ch. 11.4 - After heating a solution of allyl tert-butyl...
Ch. 11.5 - Prob. 11PCh. 11.6 - Prob. 12PCh. 11.8 - Prob. 13PCh. 11.9 - What dienes containing isolated double bonds are...Ch. 11.10 - Prob. 15PCh. 11.10 - Prob. 16PCh. 11.11 - Prob. 17PCh. 11.12 - Dicarbonyl compounds such as quinones are reactive...Ch. 11.12 - 2,3-Di-tert-butyl-1,3-butadiene is extremely...Ch. 11.12 - Methyl acrylate (H2C=CHCO2CH3) reacts with...Ch. 11.13 - Prob. 21PCh. 11.14 - What diene and dienophile could you use to prepare...Ch. 11.14 - Write equations in the synthetic direction for the...Ch. 11.16 - Prob. 24PCh. 11.16 - Prob. 25PCh. 11 - Write structural formulas for each of the...Ch. 11 - Give an acceptable IUPAC name for each of the...Ch. 11 - A certain species of grasshopper secretes an...Ch. 11 - Which of the following are chiral?...Ch. 11 - Describe the molecular geometry expected for...Ch. 11 - Prob. 31PCh. 11 - What compound of molecular formula C6H10 gives...Ch. 11 - Prob. 33PCh. 11 - Prob. 34PCh. 11 - Prob. 35PCh. 11 - Prob. 36PCh. 11 - Identify the more reactive dienophile in each of...Ch. 11 - Prob. 38PCh. 11 - Prob. 39PCh. 11 - Prob. 40PCh. 11 - Prob. 41PCh. 11 - Prob. 42PCh. 11 - Prob. 43PCh. 11 - Prob. 44PCh. 11 - Prob. 45PCh. 11 - Prob. 46PCh. 11 - Show how to prepare each of the following...Ch. 11 - Prob. 48PCh. 11 - Prob. 49PCh. 11 - Prob. 50PCh. 11 - Compound A was converted to compound B by the...Ch. 11 - Suggest reasonable explanations for each of the...Ch. 11 - Prob. 53PCh. 11 - Prob. 54PCh. 11 - Prob. 55DSPCh. 11 - Prob. 56DSPCh. 11 - Prob. 57DSPCh. 11 - Prob. 58DSPCh. 11 - Prob. 59DSP
Knowledge Booster
Similar questions
- Calculate the pH and the pOH of each of the following solutions at 25 °C for which the substances ionize completely: (a) 0.000259 M HClO4arrow_forwardWhat is the pH of a 1.0 L buffer made with 0.300 mol of HF (Ka = 6.8 × 10⁻⁴) and 0.200 mol of NaF to which 0.160 mol of NaOH were added?arrow_forwardDetermine if the following salt is neutral, acidic or basic. If acidic or basic, write the appropriate equilibrium equation for the acid or base that exists when the salt is dissolved in aqueous solution. If neutral, simply write only NR. Be sure to include the proper phases for all species within the reaction. NaN₃arrow_forward
- A. Draw the structure of each of the following alcohols. Then draw and name the product you would expect to produce by the oxidation of each. a. 4-Methyl-2-heptanol b. 3,4-Dimethyl-1-pentanol c. 4-Ethyl-2-heptanol d. 5,7-Dichloro-3-heptanolarrow_forwardWhat is the pH of a 1.0 L buffer made with 0.300 mol of HF (Ka = 6.8 × 10⁻⁴) and 0.200 mol of NaF to which 0.160 mol of NaOH were added?arrow_forwardCan I please get help with this.arrow_forward
- Determine if the following salt is neutral, acidic or basic. If acidic or basic, write the appropriate equilibrium equation for the acid or base that exists when the salt is dissolved in aqueous solution. If neutral, simply write only NR. Be sure to include the proper phases for all species within the reaction. N₂H₅ClO₄arrow_forwardPlease help me with identifying these.arrow_forwardCan I please get help with this?arrow_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 Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning