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Chapter 4: Q.47. (page 128)

Question: Convert each structure to a Newman projection around the bond highlighted in pink.

a.

b.

c.

Short Answer

Expert verified

Answer

a.

b.

c.

Step by step solution

01

Conversion of the wedge dash molecule into Newman projection

The molecule in the Newman projection is focused on the one carbon-carbon bond.

  • Select the carbon-carbon bond in the wedge dash.
  • Put the wedge dash molecule on the plane making 1200between the substituents of each carbon.
02

Explanation

a.

The Newman projection from the given wedge-dash molecule is obtained as:

Newman projection

b.

The Newman projection from the given wedge-dash molecule is obtained as:

Newman projection

c.

The Newman projection from the given wedge-dash molecule is obtained as:

Newman projection

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Most popular questions from this chapter

Question: Cholic acid, a compound called a bile acid, is converted to a bile salt in the body. Bile salts have properties similar to soaps, and they help transport lipids through aqueous solutions. Explain why this is so.

Question: Give the structure corresponding to each IUPAC name.

a. 1,2-dimethylcyclobutane d. 1-sec-butyl-3-isopropylcyclopentane

b. 1,1,2-trimethylcyclopropane e. 1,1,2,3,4-pentamethylcycloheptane

c. 4-ethyl-1,2-dimethylcyclohexane

Question: a. Which compounds (B–F) are identical to A? b. Which compounds (B–F) represent an isomer of A?

Question: For each compound drawn below:

a. Draw representations for the cis and trans isomers using a hexagon for the six membered ring, and wedges and dashed wedges for substituents.

b. Draw the two possible chair conformations for the cis isomer. Which conformation, if either, is more stable?

c. Draw the two possible chair conformations for the trans isomer. Which conformation, if either, is more stable?

d. Which isomer, cis or trans, is more stable and why?

Question: For each compound drawn below:

a. Label each OH, Br, andCH3group as axial or equatorial.

b. Classify each conformation as cis or trans.

c. Translate each structure into a representation with a hexagon for the six-membered ring, and wedges and dashed wedges for groups above and below the ring.

d. Draw the second possible chair conformation for each compound.
See all solutions

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