Are my chair conformations correct? What about the energies of each conformation according to the table? 1H.Strain of one H-X1,3-diaxial interactionEnergy difference (AG)between axial and equitorial(kcal/mol)(kcal/mol)0.10.2CI0.250.5Br0.30.60.51.0CH30.91.8CH2CH30.951.9CH(CH3)21.052.1C(CH3)32.75.4CO2H0.71.4CN0.10.2H-H eclipse = 1 kcal/molH-CH3 eclipse = 1.3 kcal/molCH3-CH3 eclipse 3 kcal/molCH3-CH3 gauche 0.9 kcal/mol 2. Draw both chair conformations of the compounds below. In each case, calculate theenergy difference between the two chair conformers and indicate which is more stable or ifboth are equal in energy. (18 total pts)a) Checlk wikk ookMoke StableOHH3CH.H.OHHE 2E -1.8AG=,2b)2.7C (CH)s1.7CHs27E-5.4CH3Gqual

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Are my chair conformations correct? What about the energies of each conformation according to the table?

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 37CTQ: Indicate the relationship between each pair. Choose from: configurational stereoisomers,conformers,...

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Concept explainers

Alkanes and Cycloalkanes

Alkanes are saturated organic compounds which are made up of C and H atoms. Alkanes have the general formula of CnH2n+2. Alkane contains sp3 hybridized carbon atoms with four sigmas (σ) bonds & every hydrogen atom is connected with one of the carbon atoms. The size of the alkane could be determined by the number of carbon atoms located in it.

Question

Are my chair conformations correct? What about the energies of each conformation according to the table?

1
H.
Strain of one H-X
1,3-diaxial interaction
Energy difference (AG)
between axial and equitorial
(kcal/mol)
(kcal/mol)
0.1
0.2
CI
0.25
0.5
Br
0.3
0.6
0.5
1.0
CH3
0.9
1.8
CH2CH3
0.95
1.9
CH(CH3)2
1.05
2.1
C(CH3)3
2.7
5.4
CO2H
0.7
1.4
CN
0.1
0.2
H-H eclipse = 1 kcal/mol
H-CH3 eclipse = 1.3 kcal/mol
CH3-CH3 eclipse 3 kcal/mol
CH3-CH3 gauche 0.9 kcal/mol

2. Draw both chair conformations of the compounds below. In each case, calculate the
energy difference between the two chair conformers and indicate which is more stable or if
both are equal in energy. (18 total pts)
a) Checlk wikk ook
Moke Stable
OH
H3C
H.
H.
OH
H
E 2
E -1.8
AG=,2
b)
2.7
C (CH)s
1.7
CHs
27
E-5.4
CH3
Gqual

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