Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 15.6, Problem 12P
How many electrons does each of the four nitrogen atoms in purine contribute to the
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Chapter 15 Solutions
Organic Chemistry
Ch. 15.1 - Prob. 1PCh. 15.1 - Give IUPAC names for the following compounds:Ch. 15.1 - Prob. 3PCh. 15.2 - Pyridine is a flat, hexagonal molecule with bond...Ch. 15.3 - Prob. 5PCh. 15.4 - Draw the five resonance structures of the...Ch. 15.4 - Prob. 7PCh. 15.4 - Prob. 8PCh. 15.5 - Prob. 9PCh. 15.5 - Prob. 10P
Ch. 15.6 - Prob. 11PCh. 15.6 - How many electrons does each of the four nitrogen...Ch. 15.SE - Give IUPAC names for the following substances (red...Ch. 15.SE - All-cis cyclodecapentaene is a stable molecule...Ch. 15.SE - 1, 6-Methanonaphthalene has an interesting 1H NMR...Ch. 15.SE - Prob. 16VCCh. 15.SE - Azulene, an isomer of naphthalene, has a...Ch. 15.SE - Give IUPAC names for the following compounds:Ch. 15.SE - Draw structures corresponding to the following...Ch. 15.SE - Prob. 20APCh. 15.SE - Prob. 21APCh. 15.SE - Draw and name all possible aromatic compounds with...Ch. 15.SE - Propose structures for aromatic hydrocarbons that...Ch. 15.SE - Look at the three resonance structures of...Ch. 15.SE - Prob. 25APCh. 15.SE - Prob. 26APCh. 15.SE - Look at the five resonance structures for...Ch. 15.SE - Prob. 28APCh. 15.SE - 3-Chlorocyclopropene, on treatment with AgBF4,...Ch. 15.SE - Prob. 30APCh. 15.SE - Prob. 31APCh. 15.SE - Prob. 32APCh. 15.SE - Which would you expect to be most stable,...Ch. 15.SE - How might you convert 1, 3, 5, 7-cyclononatetraene...Ch. 15.SE - Calicene, like azulene (Problem 15-17), has an...Ch. 15.SE - Pentalene is a most elusive molecule that has been...Ch. 15.SE - Prob. 37APCh. 15.SE - Prob. 38APCh. 15.SE - Compound A, C8H10, yields three substitution...Ch. 15.SE - Prob. 40APCh. 15.SE - Propose structures for compounds that fit the...Ch. 15.SE - Prob. 42APCh. 15.SE - Prob. 43APCh. 15.SE - N-Phenylsydnone, so-named because it was first...Ch. 15.SE - Prob. 45APCh. 15.SE - Prob. 46APCh. 15.SE - Prob. 47APCh. 15.SE - Propose a structure for a molecule C14H12 that has...Ch. 15.SE - The proton NMR spectrum for a compound with...Ch. 15.SE - The proton NMR spectrum of a compound with formula...Ch. 15.SE - Aromatic substitution reactions occur by addition...Ch. 15.SE - Prob. 52APCh. 15.SE - Consider the aromatic anions below and their...Ch. 15.SE - After the reaction below, the chemical shift of Ha...Ch. 15.SE - Prob. 55APCh. 15.SE - Azo dyes are the major source of artificial color...
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- Write the products and reactants of the following aromatic electrophilic substitutionsarrow_forwardUsing the concept of resonance, explain why the nitro group deactivates electrophilic aromatic substitution reactions, but facilitates nucleophilic aromatic substitution reactions.arrow_forwardHow many pi electrons are there in the two aromatic rings of biphenyl?arrow_forward
- Briefly explain why direct hydrogenation (H2/Pt) cannot be utilized to partially reduce an aromatic ring.arrow_forwardIndicate the following statement as true/false. Groups that donate electrons to the ring are formed in a shorter time under mild conditions, increasing the electron density of the ring. Some of the groups pre-bonded to an aromatic ring cause electrophilic aromatic substitution to occur mainly at the ortho and para sites. Others lead to the meta location. Groups that donate electrons to the ring are formed in a shorter time under mild conditions, increasing the electron density of the ring.arrow_forwardUsing the Inscribed Polygon Method in Determining Aromaticity Use the inscribed polygon method to show why cyclobutadiene is not aromatic.arrow_forward
- How to predict the products of electrophilic aromatic substitution reactions ?arrow_forwardWhat accounts for the geometry (pyramidalization) of the NH2 group in aniline? 1. Resonance between the NH2 group and the benzene ring. 2. The electronic withdrawing nature of the sp2 carbons in the phenyl group. 3. Participation of the nitrogen lone pair to make the system aromatic. 4. Both 1 and 3.arrow_forwardAromatic heterocyclic chemistry: State whether the following drugs are aromatic heterocycles and if they follow the 4 aromaticity rules (unsaturation, (4n + 2)pi electrons, cyclic and flat/planar), NAME ANY HETEROCYCLES Vildagliptin, Valbenazine, Levetiracetam, (Dolutegravir/Lamivudine)arrow_forward
- Write TRUE if the statement is correct and FALSE if the statement is wrong. Please answer them all Substitution reactions do not occur in aromatic rings because of pi-electron delocalization. The resulting iodinated aspirin has a higher Rf compared to aspirin after visualizing with ferric chloride. The mobile phase used in determining the Rf of the iodinated aspirin is 5% ethyl acetate in acetic acid. When isopropyl alcohol reacts with HCI, the resulting product is 2-chloropropane. In Fehling's test, the theoretical product after an aldehyde is mixed with Fehling's Solution is alcohol. lodoform, which has a molecular formula of CH3l, is indicative that a ketomethyl group is present. Based on the physical property, hydroquinone has a lower boiling point compared to catechol. Picric acid, being a phenolic compound, tests positive for the FeCl3 test. Nucleophilic molecules are electron-rich molecules that can "attack" electron-deficient molecules. When FeCl3 is used in visualizing…arrow_forwardDetermine which nucleophilic aromatic substitutions are likely, and proposemechanisms for both the addition–elimination type and the benzyne type.arrow_forwardAromatic heterocyclic chemistry: State whether the following drugs are aromatic heterocycles and if they follow the 4 aromaticity rules (unsaturation, (4n + 2)pi electrons, cyclic and flat/planar), NAME ANY HETEROCYCLES. Draw the structure of the core of any aromatic heterocycles in the drug. Riociguat, Imatinib, Clopidogrel, Glatiramer acetate, Axitinibarrow_forward
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