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- 15. Draw all the important resonance structures for the following ion, and show all the lone pair of electrons and formal charges. Show the electron flow by using arOws. NH NH 16. Draw skeletal structures of compounds accordinghto he rules provided and write their common names 100 16b. drawskeletal 16c. draw skeletal 16d drawskeletal arawskeletal an ether that contains abenzer ing (No limit on the total rumber of carbons) a secondary alkyl chloride with 4 carbons total a primary alcohol with 4 carbons total a tertiary amine with 6 carbons total common name common name common name common nameCymbalta (shown below) is an antidepressant. How many asymmetric centers are present in this structure? SIN N.13. Circle those molecules from the following list that are chiral H OH H CI на CI H Н,,, CI Н н он H CH3 66 points
- Propanal (bp 48°C) and propanol (bp 97°C), both found on Table 4.2, have very similar surfaceareas and dipole moments. Construct an explanation for the large difference in boiling pointsbetween the two.5. Determine the structures of compounds A-F. Br 1. LAH PBг3 A 2. H₂O 1. D 1. E 1. PPh3 2. nBuLi B не Br 2. Mg° BrMg 2. H3O+ OH H3O+ 019. Based on molecular mass and dipole moment of the five compounds in the table below, which one should have the highest boiling point? Dipole Moment (D) Substance Molecular Mass (amu) Propane, CH3CH2CH3 Dimethyl ether, CH3OCH3 Methylchloride, CH3C1 Acetaldehyde, CH;CHO Acetonitrile, CH3CN 44 0.1 46 1.3 50 1.9 44 2.7 41 3.9 B) CH;CN E) CH3CH2CH3 C) CH3CHO A) CH3OCH3 D) CH;CI
- b Which atom in the following structure has the incorrect number of bonds? нн Cl-c=c-H H. нн HH Cifc+c-H HH Ci-c=c-H H. нн Ci-c=c-HCH3 HB Ha Ill UI Illl.... H₂C CH3 H H3C A B HO Cholestanol differs from cholesterol only in the absence of a double bond in ring B. Draw the three-dimensional structure of cholestanol, and then determine the orientation of the following groups: #1: H at the junction of rings A & B with respect to ring B #2: Ha #3: Methyl at the junction of rings C & D with respect to ring C D I -CH3Q.The angle found in p-nitroaniline means that the amine group is planar and in the same plane as the benzene ring. Why is this the case? 1. The nitro group withdraws the lone pair electrons from the amine, primarily via induction, making the N atom sp2 hybridized and hence trigonal planar. 2. The nitro group withdraws the lone pair electrons from the amine, primarily via resonance, making the N atom sp2 hybridized and hence trigonal planar. 3. The lone pair of the N atom of the NH2 must be in a p orbital to make the system aromatic. 4. The nitrogen of an amine is usually planar, and aniline and methylamine are exceptions.
- 3. Does the following compound have a Ror S configuration and why? HOOC OH2N H2CQ1: Use the &+ or 8- convention to indicate the direction of expected polarity for every polar bond in the following molecules. Predict the dipole moment and show its direction by using crossed arrow (+). но. N. OH CH3Place the following in order of decreasing dipole moment. |- CH4 II - CH3OH III - CH3SH III > | > || Il > | > II | > II| > | || > III > I | = II| > ||