
Concept explainers
Interpretation:
The two product in the given reaction are formed after [1, 7] sigmatropic rearrangement, one due to hydrogen migration and the other to deuterium migration. It should be represented the configuration of product by replacing the A and B with appropriate atoms (H or D)
Concept introduction:
In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”
Sigma tropic rearrangement reactions are designated with digits. For example a [1, 3] sigma tropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3
Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.
Woodward – Hoffmann rules for sigma tropic rearrangement reactions are listed below
Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction. Migration of hydrogen in suprafacial and antarafacial rearrangement can be represented as follows,
Carbon migrating with one lobe of its p orbital interacting
Carbon migrating with both lobe of its p orbital interacting

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Chapter 28 Solutions
Organic Chemistry (8th Edition)
- Given a complex reaction with rate equation v = k1[A] + k2[A]2, what is the overall reaction order?arrow_forwardPlease draw the structure in the box that is consistent with all the spectral data and alphabetically label all of the equivalent protons in the structure (Ha, Hb, Hc....) in order to assign all the proton NMR peaks. The integrations are computer generated and approximate the number of equivalent protons. Molecular formula: C13H1802 14 13 12 11 10 11 (ppm) Structure with assigned H peaks 2.08 3.13arrow_forwardCHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the steady-state approximation method. Explain what it consists of.arrow_forward
- CHEMICAL KINETICS. One of the approximation methods for solving the rate equation is the limiting or determining step approximation method. Explain what it consists of.arrow_forwardCHEMICAL KINETICS. Indicate the approximation methods for solving the rate equation.arrow_forwardTRANSMITTANCE เบบ Please identify the one structure below that is consistent with the 'H NMR and IR spectra shown and draw its complete structure in the box below with the protons alphabetically labeled as shown in the NMR spectrum and label the IR bands, including sp³C-H and sp2C-H stretch, indicated by the arrows. D 4000 OH LOH H₂C CH3 OH H₂C OCH3 CH3 OH 3000 2000 1500 HAVENUMBERI-11 1000 LOCH3 Draw your structure below and label its equivalent protons according to the peak labeling that is used in the NMR spectrum in order to assign the peaks. Integrals indicate number of equivalent protons. Splitting patterns are: s=singlet, d=doublet, m-multiplet 8 3Hb s m 1Hd s 3Hf m 2Hcd 2Had 1He 鄙视 m 7 7 6 5 4 3 22 500 T 1 0arrow_forward
- Relative Transmittance 0.995 0.99 0.985 0.98 Please draw the structure that is consistent with all the spectral data below in the box and alphabetically label the equivalent protons in the structure (Ha, Hb, Hc ....) in order to assign all the proton NMR peaks. Label the absorption bands in the IR spectrum indicated by the arrows. INFRARED SPECTRUM 1 0.975 3000 2000 Wavenumber (cm-1) 1000 Structure with assigned H peaks 1 3 180 160 140 120 100 f1 (ppm) 80 60 40 20 0 C-13 NMR note that there are 4 peaks between 120-140ppm Integral values equal the number of equivalent protons 10.0 9.0 8.0 7.0 6.0 5.0 4.0 3.0 2.0 1.0 0.0 fl (ppm)arrow_forwardCalculate the pH of 0.0025 M phenol.arrow_forwardIn the following reaction, the OH- acts as which of these? NO2-(aq) + H2O(l) ⇌ OH-(aq) + HNO2(aq)arrow_forward
- Using spectra attached, can the unknown be predicted? Draw the predicition. Please explain and provide steps. Molecular focrmula:C16H13ClOarrow_forwardCalculate the percent ionization for 0.0025 M phenol. Use the assumption to find [H3O+] first. K = 1.0 x 10-10arrow_forwardThe Ka for sodium dihydrogen phosphate is 6.32 x 10-8. Find the pH of a buffer made from 0.15 M H2PO4- and 0.25 M HPO42- .arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning

