4. Alkanes and Cycloalkanes

Draw the most energetic Newman Projection of CH₃CH(C₆H₅)CH₃

Draw the most stable Newman Projection of CH₃CH₂ CH₂OH through the C2 – C1 bond. 

Use a Newman projection about the indicated bond to draw the most stable conformer for each compound.

a. 3-methylpentane about the C2―C3 bond

Use a Newman projection about the indicated bond to draw the most stable conformer for each compound.

b. 3,3-dimethylhexane about the C3―C4 bond

Convert each Newman projection to the equivalent line–angle formula, and assign the IUPAC name. g.

(g)

(h)

Convert each Newman projection to the equivalent line–angle formula, and assign the IUPAC name.

(a)

(b)

Draw a Newman projection, similar to Figure 3-25 down the C1—C6 bond in the ­equatorial conformation of methylcyclohexane. Show that the equatorial methyl group is also anti to C5. (Using your models will help.)

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Draw Newman projections of the following molecules viewed from the direction of the blue arrows.

(b)

Draw Newman projections of the following molecules viewed from the direction of the blue arrows.

(a)

Convert the following Newman projections to skeletal structures and name them.

a.

b.

Draw all the staggered and eclipsed conformers that result from rotation about the C-2-C-3 bond of pentane.

Using Newman projections, draw the most stable conformer for each of the following:

b. 3-methylhexane, viewed along the C-3----C-4 bond

Using Newman projections, draw the most stable conformer for each of the following:

a. 3-methylpentane, viewed along the C-2---C-3 bond

Draw a potential-energy diagram for rotation about the C-2---C-3 bond of pentane through 360°, starting with the least stable conformer.