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Chapter 4: Q.33. (page 128)

Question: Pristane is a high molecular weight alkane present in shark liver oil, a lipid used as a folk remedy and lubricant by coastal societies in northern Europe for centuries. What is the IUPAC name for pristane?

Pristane

Short Answer

Expert verified

Answer

The IUPAC name of pristane is 2,6,10,14-tetramethylpentadecane.

Step by step solution

01

Chemical composition of pristane

Pristane is a hydrocarbon that is obtained from shark liver oil. It is a lipid that is transparent and oily. It is insoluble in water, but it is soluble in nonpolar solvents such as benzene, diethyl ether, and chloroform.

The chemical formula of pristane is C19H40.

02

The IUPAC name of pristane

The following is the structure of the pristane molecule:

The IUPAC name of pristane is 2,6,10,14-tetramethylpentadecane

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Most popular questions from this chapter

Question: Consider rotation around the carbon-carbon bond in 1,2-dichloroethane (ClCH2CH2Cl).

a.Using Newman projections, draw all of the staggered and eclipsed conformations that result from rotation around this bond.

b. Graph energy versus dihedral angle for rotation around this bond.

Question: Consider 1,2-dimethylcyclohexane.

  1. Draw structures for the cis and trans isomers using a hexagon for the six-membered ring.
  2. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable?
  3. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable?
  4. Which isomer, cis or trans, is more stable and why?

Question: Classify the ring carbons as up C’s or down C’s. Identify the bonds highlighted in bold as axial or equatorial.

Question: Answer the following questions about compounds A–D.

a. How are the compounds in each pair related? Choose from constitutional isomers, stereoisomers, or identical molecules: A and B; A and C; B and D.

b. Label each compound as a cis or trans isomer.

c. Draw B as a hexagon with wedges and dashed wedges to show the stereochemistry of substituents.

d. Draw a stereoisomer of A as a hexagon using wedges and dashed wedges to show the orientation of substituents.

Question: Draw a second chair conformation for each cyclohexane. Then decide which conformation is present in higher concentration at equilibrium.

a.

b.

c.
See all solutions

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