Problem_Set_2_Solutions -...

Info iconThis preview shows pages 1–4. Sign up to view the full content.

View Full Document Right Arrow Icon
1-bromo-5- t -butyl-2- methyl-cyclohexane 4- i -propyl-1-methyl- cyclohexan-1-ol 1,2-dimethyl- cyclohexane-4-nitrile
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
2,3,5-trimethylhexane The positions that are in 1,3 relative to the t-butyl group are oxygens rather than carbons. Therefore there are no groups (other than the lone pairs of electrons) in the axial orienta- tion. Since lone pairs are much smaller than hydrogens, the 1,3-diaxial interactions are not energetically significant.
Background image of page 2
All of the possible staggered conformations can be estimated by assuming that every bond can exist in 3 low energy conformations. Combining all of the different con- formations gives us 3 x where x is the total number of bonds. The number of bonds in a linear alkane is n-1 (where n is the number of carbons) as noted in discussion. Therefore, the total number of conformations is 3 n-1 for linear alkanes, or 3 9 in this case. The second part of the question is related to what I was saying about all of the methyl conformations: since methyl conformations are all the same energy, because
Background image of page 3

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 4
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 6

Problem_Set_2_Solutions -...

This preview shows document pages 1 - 4. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online