Answered: For each disubstituted cyclohexane…

For each disubstituted cyclohexane below, draw its ring-flip isomer. Circle the most stable conformation and label the substituent groups as axial or equatorial. 4. (a) *CH3 CH3 (b) (CH3»C CH3

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry

Section4.7: Conformations Of Monosubstituted Cyclohexanes

Problem 17P: Look at Figure 4-12 on page 105, and estimate the percentages of axial and equatorial conformations...

See similar textbooks

Related questions

Q: Consider the substituted cyclohexane shown in the ball-and-stick model. (See attached) Are the…

Q: 4. a. Draw the two chair conformations for cis-1,4-dimethylcyclohexane. Use the given template. In…

A: We have to complete the structural form and choose the correct option.

Q: NH2 T OH Br (a) Use the template below and draw a Newman projection for this conformation of the…

A: The position of the substitutions are the deciding factor for the stability of the Newman…

Q: Look at the diagram below and then please answer the following questions: 1) What is the name of the…

A: There are four conformations are used for represent the 6 atm ring

Q: Calculate the Degrees of Unsaturation for the following molecules and determine the different…

A: The presence of degree of unsaturation in a molecule indicates that the molecule is having…

Q: 7. Which one of the following conformations of disubstituted cyclohexanes is expected to be the most…

A: Presence of one bulky methyl group at axial position will cause two gauche butane interaction. This…

Q: Pick the best IUPAC name for the following molecule: H3C. O.

A: The given compound contains an ester functional group. The main carbon chain has five carbon atoms,…

Q: Consider 2-methylbutane (isopentane). Looking along the C2-C3 bond: a) Draw a Newmann projection of…

A: Since we only answer up to 3 sub-parts, we’ll answer the first 3. Please resubmit the question and…

Q: Which conformer of butane is the lowest in energy? H3C CH3 H3C CH3 A C H H H H3C н H3C H •H H B D…

A: Since we know that anti form of butane is most stable and lowest energy conformer...

Q: Convert each Newman projection to the equiva (а) (b) H. CH,CH3 CH3 H. H. H. CH3 CH3 CH;CH;

A: The compounds given are,

Q: 5) Identify the least stable conformation of 3-bromo-2-methylpentane, viewed through the C3 - C4…

A: Conformation :- It is the spatial arrangement of molecules in three dimensional…

Q: 5. Select the most stable conformer of cis-1, 3- cyclohexane diol. HO OH OH OH НО. OH Брон OH OH B D…

Q: Make a model of each compound, draw it in its most symmetric conformation, and determine whether it…

A: Asymmetric centre – Asymmetric centre is a molecule having a special arrangement of atoms which is…

Q: Provide an IUPAC name for each of the compounds shown. (Specify (E)/(Z) stereochemistry, if…

A: IUPAC NAME:- Z-4-Methylhept-3-ene 2-Ethyl-1-butene 3,4-Dimethylpent-1-ene…

Q: Q.3. Draw three staggered Newman projections of 2,3-dimethylpentane through C2-C3 bond. Circle the…

A: In the given compound one bulkier (-et) and three (-me) substituents are present on C2 and C3…

Q: 5) For the following: a) Draw the "flat" line structure of the following (be sure to indicate…

A: Cyclohexane is most stable in the chair confirmation. Interconversion of confirmation of cyclohexane…

Q: Which alkenes exist as pairs of cis,trans isomers? For each that does, draw the trans isomer. Q.)…

A: Hydrocarbons that have carbon-carbon double bonds are called Alkenes it is also called Olefins.…

Q: Make a model of each compound, draw it in its most symmetric conformation, and determine whether it…

A: The structure of trans-1,3-dibromocyclohexane is given below.

Q: Starting from the wedge-and-dash structure below, rotate the back carbon to provide the Newman…

A: In the most stable conformation the bulkiest groups on the two carbons are anti to each other

Q: For every structure below, draw the most stable chair conformation. Where two or more conformations…

A: In mono substituted cyclohexane chair confirmation if bulkier substituents are present their…

Q: (a) Draw C in its more stable chair conformation. (b) Convert D to a hexagon with substituents on…

A: Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair…

Q: Androstenone is a constituent of male body odor. Various individuals perceive it as sweet, offensive…

Q: CH3 Si. H3C- CH3 Tetramethylsilane (TMS) H3C

Q: Describe this conformation of butane. CH3 ный Ø ΗΨΗ H CH3 gauche eclipsed least-stable eclipsed anti

A: Conformation for butane: Generally there are 4 conformation for butane: fully eclipsed gauche…

Q: Consider the substituted cyclohexane shown in the ball-and-stick model. (See attached) Label the…

Q: 5. Which of the following is the most stable conformation of cis-1-isopropyl-3-methylcyclohexane?…

A: The most stable conformation of cis-1-isopropyl-3-methylcyclohexane has to be given.

Q: 5. What is the relationship between the following two compounds?

A: We can see that given two compounds have different structures. So let's see they are same or…

Q: 9. For 3-fluoro-2-methylpentane, draw the Newman projection for the: (a) lowest energy conformation;…

A: Given compound : 3-fluoro-2-methylpentane

Q: Among the figure, (a) what is the most stable conformation of n-pentane? (b) gauche conformation of…

A: Firstly we will see which structure is butanes and which structure is pentanes. A) Butane…

Q: Write the IUPAC names for these alkanes and cycloalkanes. (a) CH¿CHCH,CH,CH3 CH3 (b)…

A: 1. Select the principle carbon chain 2. Numbering 3. Naming (prefix + word root + suffix)

Q: H3C aH V HC In its most stable chair conformation, indicate the orientation of each of the labeled…

Q: (8) Consider the compound trans-1,3-di-tert-butylcyclohexane. a. Draw the two chair conformers…

A: 8 a) The chair conformers of trans-1,3-di-tert-butylcyclohexane are represented below in which one…

Q: 13a. Draw the correct skeletal structure of 5-methyl-1-hexanol. provided (13b.) draw in skeletal…

A: a.) Skeletal Structure of a compound is drawn by using IUPAC rules . We need to check the carbon…

Q: b) 2 dd

A: The most stable conformations of all these trans-1,2-disubstituted cyclohexanes are discussed below…

Q: 4. Draw the two chair conformations for each of the following mono- or disubstituted cyclohexanes.…

Q: (A) When it is strongly heated, diazomethane (CH2N2) decomposes to give a reactive carbene and a…

A: The structure of Carbene is given below

Q: using newman projections draw the least and most stable conformations with respect to the bond…

A: Given : name of compound. Tip : eclipsed girl is least stable and anti-form is most stable

Q: Give typed full explanation of all subparts (a to f) otherwise leave it

A: Identify the parent chain by looking at the maximum number of carbons attached continuously.Give…

Q: view A B 2 D F eclipsed staggered

Q: Draw a skeletal (line-bond) structure of trans-1,3- dimethylcyclohexane. Use a dash or wedge bond to…

Q: 2 1 Group activity: Use molecular model to convert the given 3D perspective structure to Newman…

A: First, let's understand the molecules we are dealing with. Both cis-3-isopropylcyclohexanol and…

Q: Which of the following statements are correct? I-Stability of conformation is affected due to…

A: Torsional strain is the repulsive interaction between two different bonding electron pairs.

Q: Consider the three structures. 1,1-dimethylcyclobutane (a) Which of these structures has the most…

Q: Given the structures of the following two tetramethylcyclohexanes: CH3 CH3 CH3 "CH3 CH3 CH3 A В (a)…

Concept explainers

Alkynes

Alkynes are organic compounds that contain at least one triple bond between carbon-carbon atoms. They are a series of unsaturated compounds with a general molecular formula, CnH2n-2.

Question

4.
For each disubstituted cyclohexane below, draw its ring-flip isomer. Circle the most stable
conformation and label the substituent groups as axial or equatorial.
(a)
CH3
CH;
(b)
(CH3)C
CH3

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Step 1

VIEW

Step 2

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 1 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

4.(a). Draw the structures of (i) cis-1,4-Dibromocyclohexane and (ii) trans-1,4- Dibromocyclohexane. 4(b). Draw the most stable conformers of (i) cis-1,4-Dibromocyclohexane and (ii) trans-1,4-Dibromocyclohexane. 4(c)Which is more stable? (i) cis-1,4-Dibromocyclohexane or (ii) trans-1,4- Dibromolcyclohexane. Explain the reason for your choice.
(a) Draw all stereoisomers formed by monobromination of the cis and trans isomers of 1,2-dimethylcyclohexane drawn below. (b) How do the products formed from each reactant compare-identical compounds, stereoisomers, or constitutional isomers? cis-1,2-dimethylcyclohexane trans-(1R.2S)-dimethylcyclohexane
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. H3C
How many isomers (structural, geometric, and stereo) have the formula C5H₁0, and have "cyclo" in their name? (i.e. they contain a ring) 6 4 7 3 5
Sight along the C2-C1 bond of 2-methylpropane (isobutane).(a) Draw a Newman projection of the most stable conformation.(b) Draw a Newman projection of the least stable conformation.(c) Make a graph of energy versus angle of rotation around the C2-C1 bond.(d) Assign relative values to the maxima and minima in your graph, given that an H↔H eclipsing interaction costs 4.0 kJ/mol and an H↔CH3 eclipsing interaction costs 6.0 kJ/mol.
2. Here is one cis,trans isomer of 2,4-dimethylcyclohexanol. Complete the alternative chair conformations on the right. OH OH (a) (b) HO H,C CH3
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.
Derive an IUPAC name for the following (cyclo)alkenes. (Do not use cis/trans in your names. Use only the (E)/(Z) designations for double bond stereochemistry. It is not necessary to use italics in writing compound names.) (a) (b) Br C1 -Cl
Consider 1-bromopropane, CH3CH2CH2Br. (a) Draw a Newman projection for the conformation in which CH3 and -Br are anti (dihedral angle 180°). (b) Draw Newman projections for the conformations in which - CH3 and -Br are gauche (dihedral angles 60° and 300°). (c) Which of these is the lowest energy conformation? (d) Which of these conformations, if any, are related by reflection?
Look at the diagram below and then please answer the following questions: 1) What is the name of the least stable conformation associated with the 6-atom ring? 2) Illustrate a chair-chair interconversion equilibrium for the compound. Show all ring substituents (including H atoms), and give axial or equatorial labels only for the non-H substituents. Which side of your equilibrium is favored and why? (CH2)3CH3 OH 6, N. HOH2C 4 Но
Take a look at the butane conformers below. Identify: (a)Which is an anti conformation in Newman? (b)Which is a Gauche conformation? (c)Which is the more stable Sawhorse conformer? (d)Which has the same potential energy/strain with ALS?
2) a) Provide Newman projects of the three staggered conformations of molecule 1 shown below looking down the indicated bond (1→2). Circle the most stable conformation. HH3C CH3 H molecule 1 b) Provide Newman projects of the three eclipsed conformations of molecule 1 looking down the indicated bond. Put a square around the least stable conformation.