TOMA is a conformational stereoisomer of trans-1,2-dimethylcyclohexane. It is converted to conformer ATOM through ring-flip. ring-flip CH3 CH3 АТОМ ΤΟΜΑ a. Draw the structure of the conformer ATOM in sawhorse and Newman projections b. Calculate the strain energies of ATOM and TOMA given the following energy values. Show necessary solutions. ENERGY ENERGY INTERACTION INTERACTION INTERACTION ENERGY (kcal/mol) (kcal/mol) (kcal/mol) 1,3-diaxial gauche CH3- eclipsed CH3- 1.0 3.0 0.9 CH3 CH3 (one CH3-H) eclipsed CH3- 2.0 CI 2.0 1,3-diaxial gauche CI - Cl 0.25 |(one Cl-H) 4.0 gauche CH3-CI 1.4 eclipsed CI-CI c. Which is more stable between the two conformers?

TOMA is a conformational stereoisomer of trans-1,2-dimethylcyclohexane. It is converted to conformer ATOM through ring-flip. ring-flip CH3 CH3 АТОМ ΤΟΜΑ a. Draw the structure of the conformer ATOM in sawhorse and Newman projections b. Calculate the strain energies of ATOM and TOMA given the following energy values. Show necessary solutions. ENERGY ENERGY INTERACTION INTERACTION INTERACTION ENERGY (kcal/mol) (kcal/mol) (kcal/mol) 1,3-diaxial gauche CH3- eclipsed CH3- 1.0 3.0 0.9 CH3 CH3 (one CH3-H) eclipsed CH3- 2.0 CI 2.0 1,3-diaxial gauche CI - Cl 0.25 |(one Cl-H) 4.0 gauche CH3-CI 1.4 eclipsed CI-CI c. Which is more stable between the two conformers?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 4E: Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This...

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