8. Arrange the following conformers of 2-methylbutane in increasing stability. H CH3 H3C CH3 CH3 H H3C. H H. H3C CH CH3 CH3 H H H3C H3C H H CH3 1 4 1 2 a 4 2 1 Ill.
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Q: Calculate the destabilization present in each eclipsed conformation.
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- a model of cyclohexane in a chair conformation, and explain why the names “axial” and“equatorial’ are appropriate.What is the relationship (resonance structures, constitutional isomers, conformational isomers, enantiomers, meso compounds, diastereomers, or none of these) between the pair of structures below? 4. а. b. C. CI 5. Circle the most stable conformer of (S)-3,3-dimethyl-2-hexanol. H CH3 CH3 H CH3 (CH2)2CH3 H3C(H2C)2CH3 H3C(H2C)2 CH3 H3C H3C(H2C)2 H3C CH2CH3 CH3 H3C OH H OH H HO, HO CH3 H H,C CH3 ČH2CH3 CH3 6. Circle the compound(s) that is/are optically active (a chiral molecule). (CH2)3CH3 H. HO ČH3 :11 1.8. What is the correct order of stability, starting with the most strained, for the conformations shown below? H. H3C a. A, B, C; CH₂CH3 H H CH3 A b. B, A, C; H. CH3 CH3 B H CH₂CH3 CH3CH₂ CH3 CH3 H HD" H. c. C, A, B; C d. C, B, A.
- 1. Give the IUPAC name for the provided structures a. b. d. e. Br Me CI سكر 2. With respect to substituent Me, determine whether substituent Et is cis or trans. Me Egregy a Et Et с B Me Et A B с & & & t-Bu t-Bu t-Bu D Me 3. For A, B and C, draw on paper the lowest energy chair conformations, and then rank the lowest energy chairs in order of increasing energy.A7. Which of the following molecules represents the most stable conformation of cyclohexanol? A В C ОН HO- HO. ОНWhich of the following is the Newman projection of the most stable conformation of 2,3,4-trimethylpentane as you look down the bond between carbons 2 and 3? 8. CH3 H;C. a) CH3 H,C CH3 H H;C. CH3 H3C b) c) d) H3C CH3 H CH(CH3)2 CH3 H CH3 H `CH,CH3 CH(CH3)2 CH3 CH3
- 3 13. Which Newman projection represents the least stable conformation for cis-1-t-butyl-4- methylcyclohexane? B D H5.) Which is the most stable conformer of 3-bromo-2-methylpentane, as viewed through the C3-C4 bond? CH3 H. Br Br Br CH3 "CH(CH3)2 H H. CH(CH3)2 CH3 ČH(CH3)2 I II III H. CH3 Br. CH(CH3)2 Br CH3 H CH3 ČH2CH3 IV V А. I В. I C. III D. Both IV & V Keywords: conformer, conformational analysis, syn eclipsed, eclipsed, gauche, anti, torsional strain, steric strain, stability, potential energy, Newman projection , rotation, 60 degrees, 180 degrees. Concepts: conformational analysis with Newman projectionsIdentify the correct stereoisomer and the most stable conformation of the following compound. CH(CH3)2 CH₂ A) H₂C. B) H C) H3C. D) H H CH3 H CH3 Multiple Choice H H CH(CH3)2 CH(CH3)2 CH(CH3)2 H H CH(CH3)2
- Point out the most stable conformer from each pair. A CH3 F Н. ΗΤΗ i-Pr с С Н. H CH3 CH3 CH3 CH3 5 i-Pr CH3 ΗΤΗ F 2 H H3C. Н H CH3 CH CH3 CH3 6 в H3C CH3 -Н ну CH3 D 3 Н H3C Br H 7 CI I н CH3 H H3C -Н H3C CH3 H Br H 8 JI -CIWhat is the degree of unsaturation of C8H10ClNO? a. 4 b. 5 c. 6 d. 7Chemistry 2210 Final Exam Version 3 Spring 2023 1. What conditions should be used for this synthesis? ??? A. 1. HBr; 2. NaOCH³, heat C. 1. HBr, ROOR; 2. KOtBu, heat B. 1. HBr; 2. KOtBu, heat D. 1. HBr, ROOR; 2. NaOCH3, heat 2. Which of these mechanistic steps is correct for this reaction? H₂O*/H₂O 4. Which of these compounds C OH B. HO C. B B: H D. H 3. Use these approximated bond dissociation energies to calculate an estimated AH for this reaction. You may not use a calculator. C=C pi bond: 250 kJ/mol C-C sigma bond: 350 kJ/mol C-H: 400 kJ/mol C-Br: 300 kJ/mol H-Br: 350 kJ/mol Br-Br: 200 kJ/mol 250 A. 5. Which IR frequ cyclohexene? A. 2800-3000 cm IR Chart for 22 Wa 320 25" 32 3 200 heat + Br Br Br 350 + H-Br A. -450 kJ/mol B. -50 kJ/mol C. 50 kJ/mol D. 0 kJ/mol 28 CA- 29 CA C 30 CA³ 31 32 A: 33 A 34 35 36