Question

Question: Convert the following condensed formulas into skeletal structures:

$$\begin{gathered} \mathbf{a}\mathbf{.}\mathbf{}{\mathbf{CH}}_{\mathbf{3}}{\mathbf{CONHCH}}_{\mathbf{3}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}}\mathbf{c}\mathbf{.}\left({\mathrm{CH}}_3\right)\mathbf{COH}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{e}\mathbf{.}{\mathbf{CH}}_{\mathbf{3}}{\mathbf{COCH}}_{\mathbf{2}}{\mathbf{CO}}_{\mathbf{2}}\mathbf{H} \\ \mathbf{b}\mathbf{.}\mathbf{}{\mathbf{CH}}_{\mathbf{3}}{\mathbf{COCH}}_{\mathbf{2}}\mathbf{Br}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{d}\mathbf{.}{\mathbf{CH}}_{\mathbf{3}}\mathbf{COCl}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{}\mathbf{f}\mathbf{.}\mathbf{}{\mathbf{HO}}_{\mathbf{2}}\mathbf{CCH}\left(\mathrm{OH}\right){\mathbf{CO}}_{\mathbf{2}}\mathbf{H} \end{gathered}$$

Short answer

Answer

a.

b.

c.

d.

e.

f.

Step-by-step solution

Step-by-Step SolutionStep 1: Skeletal structures

The cyclic rings are represented as polygons. All the heteroatoms are shown as directly bonded to the carbon atoms. The double line represents a double bond between carbon and oxygen atom.

Conversion of the condensed formulas into skeletal structures

The carbon atoms in the given formulas are shown as zigzag lines. Each corner also represents a carbon atom and is assumed to be tetravalent with enough hydrogen atoms attached to it.

Conversion

a. The skeletal structure of the compound ${\mathrm{CH}}_3{\mathrm{CONHCH}}_3$is shown below:

Structure of N-methyl ethanamide

The corner represents a carbon atom, and the bonding between carbon and the heteroatoms is shown in the structure. The hydrogen atoms are assumed to be present at each carbon.

b. The skeletal structure of ${\mathrm{CH}}_3{\mathrm{COCH}}_2\mathrm{Br}$is shown below:

The structure of 1-bromopropanone

c. The skeletal structure of${\left({\mathrm{CH}}_3\right)}_3\mathrm{COH}$is shown below:

The structure of 2-methyl-2-propanol

d. The skeletal structure of ${\mathrm{CH}}_3\mathrm{COCl}$is shown below:

The structure of acetyl chloride

e. The skeletal structure of ${\mathrm{CH}}_3{\mathrm{COCH}}_2{\mathrm{CO}}_2\mathrm{H}$is shown below:

The structure of 3-oxo-butanoic acid

f. The skeletal structure of ${\mathrm{HO}}_2\mathrm{CCH}\left(\mathrm{OH}\right){\mathrm{CO}}_2\mathrm{H}$is shown below:

The structure of 2-hydroxy-1,3 -dipropanoic acid