Please solve Compound D3 overlappingsinglets,integrating for 3H,each (total of 9H)2H,quartet3Htriplet87653Z1CCompound E)80073 overlapping singlets,integrating for 3H, each(total of 9H)1H1H1HIT653N.0 11. (10 pts) You've been given an unknown alkane in the lab (compound ✗) its molecularformula is C7H16. When reacting X with Br2/hv, three different products are formed: A, Band C.A and B were each reacted separately with NaOEt/EtOH and you find that they both give thesame product, D (C7H14, 1H NMR on next page).When C reacts with tBuOK/tBuOH, E is formed (C7H12, 1H NMR on next page). Ecan then react with ethylene and heat to form the Diels-Alder product F (given).compound FProvide structures for X, A, B, C, D, and E in a clearly labeled roadmap/reactionscheme in the space below. Then, label the NMRs on the next page by drawing the structureand adding peak assignments using a clear lettering system for compounds D and E.

Answered: Compound D 3 overlapping singlets,…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

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Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy

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Problem 46AP: Ketones undergo a reduction when treated with sodium borohydride, NaBH4. What is the structure of...

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Identify products A and B from the given 1H NMR data.a. Treatment of CH2 = CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3 H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A?b. Treatment of acetone [(CH3)2C = O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1 H) ppm. What is the structure of B?
Identify products A and B from the given 1H NMR data. a.Treatment of CH2=CHCOCH3 with one equivalent of HCl forms compound A. A exhibits the following absorptions in its 1H NMR spectrum: 2.2 (singlet, 3 H), 3.05 (triplet, 2 H), and 3.6 (triplet, 2 H) ppm. What is the structure of A? b.Treatment of acetone [(CH3)2C=O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1 H) ppm. What is the structure of B?
5. Write the structure of the major organic product formed in the reaction of 2-methyl-2-butene with each of the following: (12 pts) (A) Diborane (B2H6) in diglyme, followed by basic hydrogen peroxide (H2O2) and hydroxide ion (OH-). (B) Bromine (Br2) in carbon tetrachloride (CC14, a solvent; not involved in the reaction). (C) Bromine (Br2) in water.
(+)-Aureol is a natural product that shows selective anticancer activity against certain strains of lung cancer and colon cancer. A key step in the biosynthesis of (+)-aureol (how nature makes the molecule) is believed to involve the conversion of carbocation A to carbocation B (Org. Lett. 2012, 14, 4710-4713). HO. 6.60a H₂C A НО CH3 CH3 Draw curved arrows on the first two structures provided to depict a possible mechanism for the conversion of A to B via the intermediate shown. H OH CH₂ HO OH H₂C B H₂C CH₂ НО H OH CH3 OH H₂C CH₂ НО. CH3 CH3 OH
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11 8. When benzene is treated with Reagent(s) A followed by Reagent(s) B, Compound P (CaHCIO) is the major product. If the order of reagents is reversed, Compound Q (also CaHCIO) is formed instead (see the scheme below). Both P and Q have a strong IR absorption around 1685 cm, H and "C NMR spectra of P and Q are shown below. Draw the structures of P and Q and list the Reagents A and B. Benzene 10 1. A 2. B 9 Compound P ¹H NMR Compound Q ¹H NMR 2:2 السر 2:1:1 ppm 5 ppm : 3 3 Benzene DEPT-90 DEPT-135 0 DEPT-90 200 180 200 DEPT-135 1. B 2. A 180 160 160 140 12 140 120 120 100 ppm Compound P 13C NMR 2 peaks 60 BO Compound Q 13C NMR 100 ppm 80 60 40 -8 20 20
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