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Chapter 3: Q48P (page 190)

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

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01

IUPAC nomenclature

A systematic way of naming organic compounds based on their chemical composition and structure is given by IUPAC nomenclature.

02

Newman projection

Newman projections are often used in drawing conformations. In Newman鈥檚 projection, one views the bond end along the axis of connection.The front carbon is represented by the intersection of bonds, while the rear carbon appears as a circle.

03

 Step 3: Converting Newman projection into a line-angle formula and assigning their IUPAC names

In order to show the connectivity of carbon atoms more precisely, Newman projections are converted into a bond-line formula.

a.

b.

c.

d.

e.

f.

g.

h.

i

j

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Most popular questions from this chapter

trans - 1,2 - dimethylcyclobutane is more stable than cis - 1,2 -dimethylcyclobutane, but cis - 1,3 - dimethylcyclobutane is more stable than trans - 1,3 - dimethylcyclobutane. Use drawings to explain these observations.

Question: Which of the following cycloalkanes are capable of geometric (cis-trans) isomerism? Draw the cis and trans isomers

(a)3 - ethyl - 1,1 - dimethylcyclohexane

(b)1 - ethyl - 3 - methylcycloheptane

(c)1 - ethyl - 3 - methylcyclopentane

(d)1 - cyclopropyl - 2 - methylcyclohexane

Draw the structures of the following compounds.

(a) 4-(1,1-dimethylethyl)nonane

(b) 5-(1,2,2-trimethylpropyl)decane

(c) 3,3-diethyl-4-(2,2-dimethylpropyl)nonane

Question: All of the following names are incorrect or incomplete. In each case, draw the structure ( or a possible structure) and name it correctly

Using what you know about the conformational energetics of substituted cyclohexanes, predict which of the two 9-methyldecalinisomers is more stable. Explain your reasoning.
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