4.41 Which compound would you expect to be the more stable: cis-1,2-dimethylcyclopropane ortrans-1,2-dimethylcyclopropane? Explain your answer.
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4.41 Which compound would you expect to be the more stable: cis-1,2-dimethylcyclopropane or
trans-1,2-dimethylcyclopropane? Explain your answer.
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- Gibbs free energy differences between axial-substituted and equatorial-substituted chair conformations of cyclohexane were given in Table 2.4. (a) Calculate the ratio of equatorial to axial tert-butylcyclohexane at 25C. (b) Explain why the conformational equilibria for methyl, ethyl, and isopropyl substituents are comparable but the conformational equilibrium for tert-butylcyclohexane lies considerably farther toward the equatorial conformation.190x3 3.1.2 The conformations of cycloalkanes Construct a model of cyclohexane (C6H12), a six-membered ring of carbon atoms with two hydrogen atoms attached to each carbon atom. Is the ring planar or puckered? 1. (a) 55 (b) The cyclohexane ring can be arranged in many forms. The two major forms are commonly called the chair conformation and the boat conformation. For instance in the chair conformation; consider the two hydrogen atoms at each carbon. One C-H bond is roughly in the mean plane of the molecule and one C-H bond is roughly perpendicular to that plane. These two positions are referred to, respectively, as equatorial and axial, as shown below. axial bond H equatorial bond Hequatorial H axial H wallon (i) Arrange the model in the chair form. Clearly add and label the axial (a) and equatorial (e) hydrogens on the sketch of the chair confirmation below. emend bundano (c) Arrange the model in the boat form. Clearly add and label the axial (a) and equatorial (e) hydrogens on the…DII F3 Provide the correct IUPAC name for the compound shown here. x F4 4, F5 O= CI-C-CH₂-CH₂-CH3 Question 8 of 20 2- 5- tert- 小 6- F6 () 3- sec- tri iso cyclo di chloro eth pent but prop chlor OIC acid oyl yl an ide 4- F7 W PrtScn F8 Home 4 F9 End F10 PgUp
- 2.35 Write a structural formula for each of the following compounds: (a) 6-Isopropyl-2,3-dimethylnonane (b) 4-tert-Butyl-3-methylheptane (c) 4-Isobutyl-1,1-dimethylcyclohexane (d) sec-Butylcycloheptane (e) CyclobutylcyclopentaneHow many isomers (structural, geometric, and stereo) have the formula C5H10, and have "cyclo" in their name? (i.e. they contain a ring) 4 06 07 510. Which of the following compounds is 2-methyl-3-(1-methylethyl)hexane? CH3 CH₂-CH-CH-CH₂-CH₂-CH₂ CH-CH3 CH3 CH3 CH₂-CH-CH-CH₂-CH₂-CH₂ CH-CH₂-CH₂ CH3 CH₂ (d) (a) 4-methylnaphthalene (b) 2-methylnaphthalene (c) 1-methylnaphthalene (d) 2,3-benzenetoluene CH3 CHy-CH-CH-CH, CH, CH-CH₂ CH3 11. What is the best name for the following compound? O CH3 CH3 CH3-CH-C-CH, CH, CH3 CH₂-CH3 12. Which of the following symbols is normally used to represent an alpha particle? (a) 'p (b) "He (c) je (d) 4A (e) +je
- b) C8H13Bг2Cl2O2 Isomer #1: Name of Isomer #1: Name of Isomer #2: Name of Isomer #3: Isomer #2: Isomer #3:Name the following compound according to the IUPAC rules: H. (1) 3-ethyl-5,6-dimethyl-6-oxohept-1-ene (2) 5-ethyl-2,3-dimethylhept-6-ynal (3) 2,3-dimethyl-5-ethylhept-6-enal (4) 5-ethyl-2,3-dimethylhept-6-enalDraw the most stable conformers of trans-1-Bromo-4-methylcyclohexane and cis-1-Bromo-4-methylcyclohexane. Which is more stable? Explain the reason for your answer.
- 2. Draw the most stable conformation of the following: (a) trans-1-butyl-3-methylcyclohexane (b) trans-1-t-butyl-4-methylcyclohexane Which isomer is more stable? Why?Classify the pair of compounds as the same compound, enantiomers, diastereomers, constitutional isomers, or not isomeric. Also, select the correct IUPAC name, including the correct (R) or (S) designation, for each. H. Br Br CH3 H. H3C Br Br Br Br Compound 1 Compound 2 The compounds are O enantiomers Onot isomeric O constitutional isomers O identical diastereomers The correct IUPAC names are: O O OOGiven the structures of the following two tetramethylcyclohexanes: CH3 CH3 H3C" CH3 H3C" CH3 CH3 CH3 A B (a) Draw the most stable chair conformation for both A and B. Which structure is lower in energy (most stable)? (b) Ring flip the above structures and draw the least stable chair conformation for both A and B. Which structure is highest in energy (least stable)?