Conceptual Checkpoint 07.12a-b Provide a systematic name for each of the following compounds: Conceptual Checkpoint 07.12a 3-methyl- v 3-hexene v (a) (S)- No stereoisomerism (E)- (Z)- (R)- Conceptual Checkpoint 07.12b (b)
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- Rimantadine was among the first antiviral drugs to be licensed in the United States to use against the influenza A virus and to treat established illnesses. It is synthesized from adamantane by the following sequence: CH₂=CHBr AlBr3 (2) Adamantane =D₂.-6. (3) -Br Br (4) Ø Br₂ (1) a Step 2 proceeds via the following mechanism: 1-bromoadamantane (5) Br SnF ChemDoodle Rimantadine 1. AlBr, acts as a Lewis acid to yield carbocation 1; 2. Bromoethene acts as a nucleophile to give carbocation 2; 3. Carbocation 2 reacts with nucleophile 3 to give the product of reaction 2. Work out this mechanism on a separate sheet of paper and then draw the structure of nucleophile 3. NH₂ ==starting points == ✔11 Instructions: Provide the correct IUPAC name for the following organic compounds. If geometric isomers are present, make mention of them in the name of the molecule. (A) (B) (C) (D) CH,CH, CH, 3- COOH retone (E) (F) (G) sujsi Fe OH (H) HO, (1) (J) L) HO (A) (F) (B) (C) (D) (E) (G) (H) (1) (J) K)Question: Which of the following reagents would you expect to react with bromocyclopentane by an SN2 mechanism? * C2H50H C2H50(-) K(+) NaCN (CH3)3N Question: Which will be the main product upon bromination of phenyl benzoate with Br2/AIBR3? * Br Br B) A) Br Br D) (A) (B)
- Propose a structure for the compound that fits the following description. C10H14 7.18 δ, (4H, broad singlet) 2.70 δ (4H, quartet J = 7 Hz) 1.20 δ (6H. triplet J = 7 Hz) IR: 745 cm-1 7(a) IR absorption indicate the compound is .........-disubstituted = 7(b) The name of the compound is =Give IUPAC names for the following compounds: CH3 CH2CH3 CH3CH2CH2CHCH2CCH3 (d) CH2CH3 CH3 (e) (f) H3C CH3 CH3CH2CHCH2CH2CHCH3 CH3C-CCH2CH2CH3 CH3 H3C CH34G 4G illl 1:54 PM 43 ... 2. Name the following compounds: (c) CH3 CH3CHNH2 (a) (b) CH3CH2NHCH,CH3 N-CH3 (d) CH2CH3 (e) H CH3 H2NCH2CH2CHNH2
- Two compounds with the molecular formula C5H10O have the following 1H and 13C NMR data. Both compounds have a strong IR absorption band in the 1710–1740-cm_1 region. Elucidate the structure of these two compounds and interpret the spectra. (10) (a) 1H NMR: d 2.55 (septet, 1H), 2.10 (singlet, 3H), 1.05 (doublet, 6H); 13C NMR: d 212.6, 41.5, 27.2, 17.8 (b) 1H NMR: d 2.38 (triplet, 2H), 2.10 (singlet, 3H), 1.57 (sextet, 2H), 0.88 (triplet, 3H); 13C NMR: d 209.0, 45.5, 29.5, 17.0, 13.2Complete the following reaction and write the IUPAC names of the two products. H20 CH,CH2CH2CH2CNH- + NaOH heat Submit Answer Retry Entire Group 3 more group attempts remaining Visited Cengage Learning I Cengage Technical Support DD 000 F9 云=Be sure to answer all parts You have available 2,2-dimethylcyclopentanol (A) and 2-bromo-1,1-dimethylcyclopentane (B) and wish to prepare 3,3-dimethylcyclopentene (C). Which would you choose as the more suitable reactant, A or B, and with what would you treat it? H₂C CH3 Reactant: (select) Treat with: 3 attempts left Check my work A H3PO4, H₂O, heat NaOCH₂CH3, ethanol, heat conc. H₂SO4, heat NaH₂PO4, H₂O, heat OH H₂C CH3 B Br H₂C CH3
- Draw the structure of the following three isomeric esters with chemical formula C-H₁2O₂- Ester #1: methyl cyclopentanecarboxylate cyclopropanecarboxylate Ester #2: propyl Ester # 3: ethyl cyclobutanecarboxylate • Consider E/Z stereochemistry of alkenes. • Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • Separate structures with + signs from the drop-down menu. **** ChemDoodleⓇ n [F 132-vinylmethylenecyclopropane rearranges in the gas phase to 3- methylenecyclopentene. Two possible mechanisms are: a)Sketch a reaction diagram for each process b)How might an isotopic labeling experiment distinguish between these mechanisms?Propose a structure consistent with each set of data Compound B:Molecular formula: C9H10O2 IR absorption at 1669 cm−1 1H NMR data: 2.5 (singlet, 3 H), 3.8 (singlet, 3 H), 6.9 (doublet, 2 H),and 7.9 (doublet, 2 H) ppm