Organic Chemistry 10e SSM – Chapter 27 Solutions | Advanced Topics & Practice | OpenStax 10th Edition

OpenStax Organic Chemistry: A Tenth Edition Student Solutions Manual

Chapter 27 – Biomolecules: Lipids

Solutions to Problems
27.1




27.2




Glyceryl tripalmitate is higher melting because it is saturated.

27.3




The double bonds are cis.

27.4




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, OpenStax Organic Chemistry: A Tenth Edition Student Solutions Manual



27.5




27.6 The pro-S hydrogen (blue) ends up cis to the methyl group, and the pro-R hydrogen (red)
ends up trans.




27.7 As described in Worked Example 27.1, draw the diphosphate precursor so that it
resembles the product. Often, the precursor is linalyl diphosphate, which results from
isomerization of geranyl diphosphate (the mechanism is shown in Figure 27.11). In (a),
it’s not easy to see the relationship, but once you’ve arrived at the product, rotate the
structure.
(a)




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, OpenStax Organic Chemistry: A Tenth Edition Student Solutions Manual



(b)




27.8 Both ring systems are trans-fused, and both hydrogens at the ring junctions are axial.
Refer back to Chapter 4 if you have trouble remembering the relationships of substituents
on a cyclohexane ring.

(a)




(b)




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