A disubstituted cyclohexane compound is given below in its chair conformation. Draw the corresponding planar (overhead) representation, using wedge-and-dash bonds to indicate the substituent positions. To be graded properly, include the hydrogen atoms on the halogen-bearing carbon atoms. Be sure that both wedge/dash bonds are drawn on the outside of the ring, or else the stereochemistry may be interpreted as square planar. (See Hint.) Br

A disubstituted cyclohexane compound is given below in its chair conformation. Draw the corresponding planar (overhead) representation, using wedge-and-dash bonds to indicate the substituent positions. To be graded properly, include the hydrogen atoms on the halogen-bearing carbon atoms. Be sure that both wedge/dash bonds are drawn on the outside of the ring, or else the stereochemistry may be interpreted as square planar. (See Hint.) Br

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter7: Cycloalkanes

Section: Chapter Questions

Problem 17E: Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of...

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A trisubstituted cyclohexane compound is given below in its chair conformation. Draw the corresponding planar (overhead) representation, using wedge-and-dash bonds to indicate the substituent positions. Include the hydrogen atoms on the chirality centers (asymmetric carbons). Be sure that both wedge/dash bonds are drawn on the outside of the ring, or else the stereochemistry may be interpreted as square planar.
[Referenca cis-2,5-dimethyl-1,3-dioxane The structure of cis-2,5-dimethyl-1,3-dioxane is shown above, without stereochemistry. In the most stable chair conformation, predict the orientation of the two methyl group both equat 1 axial and In the sketchpad, draw the structure of cis-2,5-dimethyl-1,3-dioxane. both axial • Draw your ring as a flat hexagon with wedge/dash bonds to indicate stereochemistry. If a group is achiral, do not use wedged or hashed bonds on it. • In cases where there is more than one answer, just draw one.
The overall process of converting one chair conformation to another chair conformation is known as RING INVERSION or ring flipping and is a very rapid process. The cyclohexane ring inverts approximately 10 time a second at room temperature. Show this interconversion by drawing the two chair conformations and putting a reversible arrow between them to indicate a dynamic equilibrium. If we have a methylcyclohexane molecule and this undergoes ring inversion, whatwill be the resulting structure? ?
Which do you expect to be the more stable conformation of cis-1,3-dimethylcyclobutane, A or B? Why?
Draw the alternating and eclipsed conformations of 1-bomo-2-chloroethane rotating with respect to the C1-C2 bond according to thenumbering for nomenclature purposes. Place theconformations in ascending order of stability.
(b) Estimate the energy difference between the stable and unstable chair conformations of each of the following tetramethylcyclohexanes. Which is more stable isomer? Me Me (i) (ii) .. Me .. Me Versus Me Me Me Me
Draw chemical structure with appropiate stereochemistry ( cis or trans, E or Z)Name the structures
For the following substituted cyclohexane, draw both chair conformations. Using the rules of cyclohexane substituent stability, circle which is the more stable of the two... он
Provide the least stable (highest energy) conformation of the following compound. Relative cis/trans stereochemistry is graded. "IF
For each of the following disubstituted cyclohexanes, indicate whether the substituents in the two chair conformers will be both equatorial in one chair conformer and both axial in the other (A) or one equatorial and one axial in each of the chair conformers (B): Drag the appropriate items to their respective bins.
2.) Draw the MOST stable conformation and its LEAST stable conformation for of 2,2,4-trimethylpentane (component in gasoline) in Newman projections while looking down the C3-C4 bond. Put your final answers in the boxes provided. (You may want to look at A-values to help you with evaluating sizes of substituents.) MOST STABLE LEAST STABLE
(b) Consider the following tetra-substituted cyclohexane: OH Draw the alternative chair conformations of the cyclohexane compound, shown above. List the unfavourable steric interactions for each chair conformation and determine the more stable conformation of the compound. i.