Draw both cis- and trans-1,4-dimethylcyclohexane in their more stable chair conformations. (a) How many stereoisomers are there of cis-1,4-dimethylcyclohexane, and how many of trans-1,4-dimethylcyclohexane? (b) Are any of the structures chiral? (c) What are the stereochemical relationships among the various stereoisomers of 1,4-dimethylcyclohexane?

Draw both cis- and trans-1,4-dimethylcyclohexane in their more stable chair conformations. (a) How many stereoisomers are there of cis-1,4-dimethylcyclohexane, and how many of trans-1,4-dimethylcyclohexane? (b) Are any of the structures chiral? (c) What are the stereochemical relationships among the various stereoisomers of 1,4-dimethylcyclohexane?

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry

Section4.SE: Something Extra

Problem 25VC: The following cyclohexane derivative has three substituents-red, green, and blue. Identify each...

See similar textbooks

Similar questions

1
NH2 Br 1 OH ОН (a) Use the template below and drawa Newman projection for this conformation of the compound when viewed along the C2-C3 bond. CH2OH (b) Why is this the most stable conformation?
(a) Draw C in its more stable chair conformation. (b) Convert D to a hexagon with substituents on wedges and dashed wedges.
(A)Menthol, used to flavor various foods and tobacco, is the most stable stereoisomer of 2-isopropyl-5-methylcyclohexanol. Draw its most stable conformation. Is the hydroxyl group cis or trans to the isopropyl group? To the methyl group? (b) Neomenthol is a stereoisomer of menthol. That is, it has the same constitution but differs in the arrangement of its atoms in space. Neomenthol is the second most stable stereoisomer of 2-isopropyl-5methylcyclohexanol; it is less stable than menthol but more stable than any other stereoisomer. Write the structure of neomenthol in its most stable conformation.
4 Draw the Newman projection of each of the following conformationa along the C-C bond and the corresponding energy diagram for these conformations.
Given the structures of the following two tetramethylcyclohexanes: CH3 CH3 CH3 "CH3 CH3 CH3 A В (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)?
Following is the Structural formal of Chloropropane H H H 2. H Draw Newman projections for all staggered and eclipsed conformation formed by rotation about C1 - C2 bond from 0° to 360°. b) Which Staggered conformation(s) has the lowest energy; which has the highest energy? c) Which eclipsed conformation(s) has the lowest energy, which has thhe highest energy?
Exercice 3: Consider the following formula: H₂C- CH3 CH3 a) How many asymmetric carbon atoms are there? How many stereoisomers does this planar formula correspond to? c) Show the different stereoisomers in their most stable conformation, specifying the absolute configuration of the asymmetric C atoms. What stereoisomeric relationships exist between them?
Q2 Give the stereochemical relationships between each pair of structures. Examples are same compound, structural isomers, enantiomers, diastereomers. CH,OH CH,OH (c) ÇH, ÇH, (a) CH, CH, (b) Но HO H H OH HO-H HO H H- ОН НО H OH H- H- HO- H OH HO H H OH CH, CH, CH, CH, CH, CH, onared
Draw the most stable conformation of(a) trans-1-tert-butyl-3-(1,1-dimethylpropyl)cyclohexane.
Cyclohexane derivatives exist primarily in the most stable of the available chair conformations. Give the position, axial or equatorial, of each of the three groups shown when the ring is in the most stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq.
3-44 Draw the two chair conformations of each compound and label the substituents as axial and equatorial. In each case, deter- mine which conformation is more stable. (a) cis-1-ethyl-2-isopropylcyclohexane (c) cis-1-ethyl-3-methylcyclohexane (e) cis-1-ethyl-4-methylcyclohexane (d) (b) trans-1-ethyl-2-isopropylcyclohexane trans-1-ethyl-3-methylcyclohexane trans-1-ethyl-4-methylcyclohexane (f)