Q. 1-1-30E - Organic Chemistry (Mcmurry)

Question

Convert the following molecular formulas into line-bond structures that are consistent with valence rules:

(a)  ${\mathbf{C}}_{\mathbf{3}}{\mathbf{H}}_{\mathbf{8}}$                          (b)     ${\mathbf{CH}}_{\mathbf{5}}\mathbf{N}$             

(c)  ${\mathbf{C}}_{\mathbf{2}}{\mathbf{H}}_{\mathbf{6}}\mathbf{O}$(2 possibilities)  (d) ${\mathbf{C}}_{\mathbf{3}}{\mathbf{H}}_{\mathbf{7}}\mathbf{Br}$  (2 possibilities)

 (e ) ${\mathbf{C}}_{\mathbf{2}}{\mathbf{H}}_{\mathbf{4}}\mathbf{O}$  (3 possibilities)  (f) ${\mathbf{C}}_{\mathbf{3}}{\mathbf{H}}_{\mathbf{9}}\mathbf{N}$  (4 possibilities)

Step-by-Step Solution

Answer

(a)

Structure of ${\mathrm{C}}_3{\mathrm{H}}_8$

(b)

Structure of ${\mathrm{CH}}_5\mathrm{N}$

(b) 

First possible structure of${\mathrm{C}}_2{\mathrm{H}}_6\mathrm{O}$

Second possible structure of ${\mathrm{C}}_2{\mathrm{H}}_6\mathrm{O}$

(c)

Two possible structures of ${\mathrm{C}}_3{\mathrm{H}}_7\mathrm{Br}$

(d)

Three possible structures of ${\mathrm{C}}_2{\mathrm{H}}_4\mathrm{O}$

(e)

Four possible structures of ${\mathrm{C}}_3{\mathrm{H}}_9\mathrm{N}$

Molecular formula

Molecular formula is the compressed version of line bond structure. In line bond structure the bonds are shown with a line and the atoms are shown by their respective symbol.

Molecular formula to line bond structure

To convert a molecular formula into a line bond structure, identify the atoms present in the formula and the number of covalent bonds that atom makes. Using trial and error identify how the atoms can be put together.

Representation of structures

(a) The structure of ${\mathrm{C}}_3{\mathrm{H}}_8$  is represented as:

Structure of ${\mathrm{C}}_3{\mathrm{H}}_8$

(b) The structure of ${\mathrm{CH}}_5\mathrm{N}$is represented as:

Structure of ${\mathrm{CH}}_5\mathrm{N}$

(c) The two possible structures of ${\mathrm{C}}_2{\mathrm{H}}_6\mathrm{O}$ are represented as:

First possible structure of ${\mathrm{C}}_2{\mathrm{H}}_6\mathrm{O}$

Second possible structure of ${\mathrm{C}}_2{\mathrm{H}}_6\mathrm{O}$

(d) The two possible structures of ${\mathrm{C}}_3{\mathrm{H}}_7\mathrm{Br}$ are represented as:

Two possible structures of  ${\mathrm{C}}_3{\mathrm{H}}_7\mathrm{Br}$

(e) The three possible structures of ${\mathrm{C}}_2{\mathrm{H}}_4\mathrm{O}$are represented as:

Three possible structures of ${\mathrm{C}}_2{\mathrm{H}}_4\mathrm{O}$

(f) The four possible structures of ${\mathrm{C}}_3{\mathrm{H}}_9\mathrm{N}$are represented as:

${\mathrm{C}}_2{\mathrm{H}}_4\mathrm{O}$

Four possible structures of ${\mathrm{C}}_3{\mathrm{H}}_9\mathrm{N}$