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- 5. Draw the two chair conformations ("ring filips") of trans –1- ethyl-4-methylcyclohexane to show the axial and equatorial substituents (including all hydrogens). Then determine which of the two conformations is more stable and why.4. Which structure below represents the most stable conformation of cis-1-t-butyl-4-methylcyclohexane? A B D 5. The planar form of which ring would have bond angles close to the tetrahedral value, but is destabilized by eclipsing interactions (torsional strain)? Which of the following statements about conformations is FALSE? A) Conformations can be isolated and separated at room temperature B) Conformations are interconverted by rotation about o-bonds C) For butane the staggered anti conformation is the most stable D) For ethane the eclipsed conformation is the least stable 6. 7. Which of the following compounds has two chirality centers? .H H. H3CH3C HC 10 aH CH3 In its most stable chair conformation, indicate the orientation of each of the labeled groups in this substituted cyclohexane. Group a: Group b: Group c:
- How many isomers (structural, geometric, and stereo) have the formula C5H10, and have "cyclo" in their name? (i.e. they contain a ring) 4 06 07 511. s) Draw the most stable conformation of 1,3-dichloro-2,4-difluorocyclohexane: 12. Which of the following represents the most stable conformation of 1,2,4,5- tetramethyleyclohexane? (one correct answer) CH b) CH HC H- H- CH HC CH, CH 6. Give IUPAC name for the following molecule. Include "cis" and "trans" designations if applicable. H2C-CH3 H -CH2 H- H Br8. How many stereoisomers does the following constitution have? OH H₂C=HC CH=CHCH₂CH3 9. Draw the structure of the most stable alkene isomer with the molecular formula of C6H12
- Which of the following is the most stable conformation of cis-1-ethyl-3-isopropylcyclohexane? II II IVDraw a structural formula for the alkene you would use to prepare the alcohol shown by hydroboration/oxidation. OH AFFIL CH3 CH3 H • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. Sn [F ? ChemDoodleNAME: 1. Draw the 2 chai conformations of cis-1-tert-butyl-2-ethylcyclohexane. Circle the most stable conformation of the molecule
- cỌH CH2OH ОН Н На H ÓH In its most stable chair conformation, indicate the orientation of each of the labeled groups in this substituted cyclohexane. Group a: Group b: Group c:5B In the following reactions, mixtures of alkenes and ethyl ethers are formed. Draw their structures. Explain which is or are likely to be the main product(s) in each reaction. In case of formation of two isomers of alkenes, explain which is formed in greater proportion CH3 CH3 H3C-C H -Br CH3 EtOHDraw all three staggered conformations for the following compound, viewed along the C₂-C3 bond. Determine which conformation is the most stable, taking into account gauche interactions and hydrogen-bonding interactions. (J. Phys. Chem. A 2001, 105, 6991-6997) Provide a reason for your choice by identifying all of the interactions that led to your decision. H₂C OH C₂ HO CH3 Which of the following is the most stable staggered conformer? Me Me *** Conformer B Me- Me Conformer A Me Conformer C Me Conformer B because the anti OH groups avoid hydrogen bonding, which is a destabilizing effect. Conformer A because there are only two gauche interactions, and hydrogen bonding between the two OH groups is a stabilizing effect. Conformer C because there is no steric strain for Me-OH gauche interactions and hydrogen bonding between the two OH groups is a stabilizing effect. Conformer B because the large OH groups are anti to each other.