CramX Logo

Q
QuestionChemistry

Loading...
12 months agoReport content

Answer

Full Solution Locked

Sign in to view the complete step-by-step solution and unlock all study resources.

Step 1:
: Draw the Lewis structure for the first possible case, where a lone pair from one of the two oxygen atoms not bonded to hydrogen is used to form a bond with the carbon atom.

\begin{array}{ccccc} & & \mathrm{O} & & \ & & | & & \ \mathrm{H}-\mathrm{C}-\mathrm{O} & \longrightarrow & \mathrm{O} & - & \mathrm{C}-\mathrm{O}^{-} \ & & | & & \ & & \mathrm{H} & & \end{array}

Step 2:
: Draw the Lewis structure for the second possible case, where a lone pair from the oxygen atom bonded to the hydrogen is used to form a bond with the carbon atom.

\begin{array}{ccccc} \mathrm{H} & - & \mathrm{C} & = & \mathrm{O} \ & & | & & | \ & & \mathrm{O}^{-} & - & \mathrm{H} \end{array}

Step 3:
: Explain why the first Lewis structure is more stable.

The first Lewis structure is more stable because it results in a charge separation, with a negative charge on the oxygen atom that initially had two bonds and a positive charge on the oxygen atom that initially had one bond. This charge separation leads to a more stable electronic configuration, as it reduces electrostatic repulsion between like charges.

Final Answer

a.) The Lewis structure when using a lone pair from one of the two oxygen atoms not bonded to hydrogen: \begin{array}{ccccc} & & \mathrm{O} & & \ & & | & & \ \mathrm{H}-\mathrm{C}-\mathrm{O} & \longrightarrow & \mathrm{O} & - & \mathrm{C}-\mathrm{O}^{-} \ & & | & & \ & & \mathrm{H} & & \end{array} b.) The Lewis structure when using a lone pair from the oxygen atom bonded to the hydrogen: \begin{array}{ccccc} \mathrm{H} & - & \mathrm{C} & = & \mathrm{O} \ & & | & & | \ & & \mathrm{O}^{-} & - & \mathrm{H} \end{array} c.) The first Lewis structure is more stable due to charge separation and reduced electrostatic repulsion.