Write the complete Lewis structure for (a) formaldehyde, HCHO, which as its aqueous solution "formalin" is used to preserve biological specimens; (b) methanol, \(\mathrm{CH}_{3} \mathrm{OH}\), the toxic compound also called wood alcohol; (c) glycine, \(\mathrm{CH}_{2}\left(\mathrm{NH}_{2}\right) \mathrm{COOH}\), the simplest of the amino acids, the building blocks of protcins.

Short Answer

Expert verified
The Lewis structure for formaldehyde includes a carbon atom double-bonded to an oxygen atom and single-bonded to two hydrogen atoms. Methanol has a carbon atom single-bonded to three hydrogen atoms and one OH group. Glycine's structure has a carbon atom single-bonded to two hydrogen atoms, one NH2 group, and one COOH group, with the carbonyl carbon double-bonded to an oxygen atom.

Step by step solution

01

Title - Identifying Valence Electrons

For formaldehyde (HCHO), count the total number of valence electrons. Hydrogen has 1, carbon has 4, and oxygen has 6, totaling to 12 valence electrons. Methanol (CH3OH) also requires accounting for valence electrons. Hydrogen has 1 each, carbon has 4, and oxygen has 6, which amounts to 14 valence electrons. In glycine (CH2(NH2)COOH), count valence electrons for each atom; carbon has 4, hydrogen 1 each, nitrogen 5, and oxygen 6 each, for a total of 24 valence electrons.
02

Title - Creating the Skeletal Structure

Draw the skeletal structures. In formaldehyde, place carbon in the center with two hydrogens attached to it and an oxygen double bonded to carbon. For methanol, place carbon in the center with three hydrogens and an OH group attached. Glycine's skeletal structure has a central carbon with two hydrogens, an NH2 group, and COOH group attached.
03

Title - Completing Octets and Adding Double Bonds

Complete the octets of all atoms, keeping track of the valence electrons. In formaldehyde, since carbon and oxygen can form double bonds, and the necessity to complete their octets, place a double bond between carbon and oxygen. Methanol has single bonds with an OH group also single-bonded to carbon. For glycine, carbon will have single bonds with hydrogen atoms and a double bond with oxygen in the COOH group. The NH2 group attaches with single bonds. Oxygen and nitrogen atoms should have lone pairs to complete their octets.
04

Title - Checking Electron Counts and Charge Distribution

Confirm that all atoms have complete octets and the total number of electrons used is equal to the total counts calculated in Step 1. Ensure there are no formal charges or they are minimized, indicating a stable structure.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Valence Electrons
Valence electrons are the outermost electrons of an atom and are crucial in determining how an element interacts and bonds with other elements. In chemistry, these electrons are represented by dots surrounding the atomic symbols in Lewis structures. For example, hydrogen has one valence electron, which is why it's often depicted with a single dot when drawing Lewis structures.

Carbon, with four valence electrons, is commonly shown with four dots, while oxygen, which has six valence electrons, is represented with six dots. In the context of formaldehyde (HCHO), methanol (CH3OH), and glycine (CH2(NH2)COOH), calculating the total valence electrons is the initial step to predicting the molecule's structure. It is essential to correctly count the valence electrons to ensure that we create accurate and stable molecular structures.
Electron Octet Rule
The electron octet rule is a staple in understanding chemical bonding and structure. It states that atoms tend to form bonds until they are surrounded by eight electrons in their highest energy level, or valence shell, which is the arrangement seen in noble gases. This rule guides us to predict the typical bonding patterns for most elements, except hydrogen and helium, which are stable with a 'duet' of two electrons.

When applying the octet rule to create Lewis structures for molecules like formaldehyde, methanol, and glycine, we aim to ensure that each carbon, nitrogen, and oxygen atom attains a full octet, while the hydrogen atoms reach the duet. This rule is a key factor when determining whether to form single, double, or triple bonds within the molecule. For instance, the double bond between carbon and oxygen in formaldehyde fulfills the octet rule for both atoms.
Formal Charges
In chemistry, formal charges help us understand the distribution of electrons within a molecule and can indicate the stability of the structure. A formal charge is the charge an atom would have if all bonding electrons were equally shared between the bonded atoms. It's calculated based on the number of valence electrons an atom has, minus the electrons assigned to the atom in the Lewis structure (both bonding and nonbonding electrons).

The formula for calculating the formal charge is: \( FC = V - (N + \frac{B}{2}) \) where \( FC \) is the formal charge, \( V \) is the number of valence electrons, \( N \) is the number of non-bonding electrons, and \( B \) is the number of bonding electrons. Our goal in drawing Lewis structures for molecules is to minimize formal charges, achieving a more stable configuration. This optimization often results in the most commonly observed structure in nature. For example, if formal charges are present in the final Lewis structure of formaldehyde, methanol, or glycine, they should balance out to reflect the real-world neutrality of these molecules.

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