1. Chair Strain(a)Consider (1R,2S,3S,4S)-1,4-dibromo-2-(tert-butyl)-3-methylcyclohexane. Circlethe location (axial or equatorial) for each substituent in this molecule's most stable chairconformer.(b)(၁)Br1-Braxialequatorial*ButBuaxialequatorial"CH3CH 3axial equatorialBr4-BraxialequatorialDraw the most stable chair conformer, adding only the substituents (not thehydrogen groups of those stereocenters) onto the chair below.Complete the table below, indicating how many of each type of interaction ispresent in total for the most stable chair conformer as described in (a).gauche interactions between gauche interactions 1,3-diaxial interactionssubstituents and the ringbetween substituentsbetween substituents

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Answered: 1. Chair Strain (a) Consider…

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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3. Given the molecule below, draw all the Newman Projections for the said molecule about C2-C3. Label each drawn projection with a number label and identify the most stable conformation. Justify your answer in relation to the Torsional and Steric Strain present in the structure. 1 3 H3C 2 4 CH3 H3C CH3
For each organic compound in the table below, enter the locant of the highlighted side chain. CH3 CH₂ CH₂ H CH3 · C CH₂- CH CH3 CH₂ CH3- compound CH₂ I CH₂- CH CH | CH₂ CH3- — - CH₂ | CH₂-C. CH3 | — ぎーぎ CH3 locant of highlighted side chain 0 0
(a) (d) 5. Assign the R and S configurations for all stereogenic centers in the following compounds. BI H CH(CH₂)₂ KAMION WOH H₂C H CH₂ Br -H Br +H CH, (0) CH=CH₂ H+C₂0 -C=CCH₂ CH₂CH₂CH₂C1 CH₂CH₂CI H₂NH CH₂CH₂Cl CH₂CH₂CH₂OH H₂N CH₂CH₂OH CH₂
1. The cyclohexane derivative shown below exists primarily in its most stable chair conformation. Given this, indicate which positions (axial or equatorial) the indicated groups [(1)-(3)] would occupy in the most stable chair conformation. н (2) (3) a. (1) = equatorial; (2) = axial; (3) = equatorial b. (1) = equatorial; (2) = equatorial; (3) = equatorial c. (1) = axial; (2) = equatorial; (3) = equatorial d. (1) = axial; (2) = axial; (3) = equatorial %3D %3D %3D 2. Which structure shown below has a chiral center? -Br HO OH a. b. с. d. 3. Consider a Reaction Coordinate diagram for a one step reaction (not provided). Which of the following species would be the highest in energy? a. Intermediate b. Transition state c. Reactants d. Products
Calculate the energy needed (kJ/mol) for the least and the most stable chair conformers of the molecule below. [Energy (kJ/mol): 1,3-diaxial (H- CH3) strain= 3.8; 1,3-diaxial (H-OH) strain= 2.0; 1,3-diaxial (CH3-OH) strain=18.6.]. Write your answer in format--> the least stable:_ kJ/mol; the most stable: kJ/mol * OH H;C
2. For the following structure: (1S, 2R, 4R)-2-chloro-1-isopropyl-4-methylcyclohexane a. draw both chair conformations for the molecule b. identify whether the more stable stereoisomer.
3.(a) Draw Newman projections for the anti, gauche and fully eclipsed conformers of hexane as viewed through C-3 (the third carbon) You do not need to draw the graph nor all of the structures. One of each type is enough (b) Rank them in order of stability (1-most stable, 3-least stable) © What types of strain are present in each
6. For each pair of compounds below determine whether they represent the same molecule, enantiomers, or diastereomers. CH H₂N H CH J OllinO 2||2 COOH C OH CH₂ OH NH₂ CH, COOH CH3 HO H₂N CH₂4 CH CCC COOH OH NH₂ NIIIIIC CH₂ H CH3 CH3 H₂N HO H₂N COOH CH OH 5- O J CH3 COOH O H CH₂ H COOH HO CH CH₂4 HOOC COOH ........ OH JCC H NH₂ NH₂ CH₂
what is the most stable conformation of (1R, 2S, 5R)-1,2,5-trimethylcyclohexane
- Sight along the C2-C3 bond of butan-2-amine (CH3CH(NH2)CH2CH3), and draw a Newman projection of the (a) second most stable, and the (b) second least stable conformation. - Draw the most stable chair conformation for Bornesitol.
for each molecule there should be 3 different newman projections
through the C2-C3 bond (identify which is which). 2. Draw cis-1,4-dibromocyclohexane in a chair conformation and determine the approximate strain energy using literature 1,3-diaxial strain energy values. SICE Innolaupsib to cont notam os To moitasto Jab nousmmoines

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