Skip to main content
Ch.8 - Basic Concepts of Chemical Bonding
Chapter 8, Problem 97a

a. Triazine, C3H3N3, is like benzene except that in triazine every other C—H group is replaced by a nitrogen atom. Draw the Lewis structure(s) for the triazine molecule.

Verified step by step guidance
1
Identify the total number of valence electrons in the triazine molecule. Carbon has 4 valence electrons, hydrogen has 1, and nitrogen has 5. Calculate the total by adding the valence electrons from all atoms in C3H3N3.
Arrange the atoms in a ring structure similar to benzene, with alternating carbon and nitrogen atoms. This will form a six-membered ring.
Connect the atoms with single bonds initially. Each carbon and nitrogen atom should be bonded to two other atoms in the ring.
Distribute the remaining valence electrons to satisfy the octet rule for each atom. Start by completing the octets of the nitrogen atoms, then the carbon atoms.
If there are any remaining electrons after completing the octets, consider forming double bonds between carbon and nitrogen atoms to ensure all atoms have a complete octet.

Verified Solution

Video duration:
8m
This video solution was recommended by our tutors as helpful for the problem above.
Was this helpful?

Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Lewis Structures

Lewis structures are diagrams that represent the bonding between atoms in a molecule and the lone pairs of electrons that may exist. They use dots to represent electrons and lines to represent bonds between atoms. Understanding how to draw Lewis structures is essential for visualizing molecular geometry and predicting reactivity.
Recommended video:
Guided course
04:28
Lewis Dot Structures: Ions

Resonance Structures

Resonance structures are different ways of drawing the same molecule that illustrate the delocalization of electrons. In molecules like triazine, resonance can occur due to the presence of multiple bonds and lone pairs, leading to different valid Lewis structures. Recognizing resonance is crucial for accurately depicting the electronic structure of a compound.
Recommended video:
Guided course
01:42
Resonance Structures

Hybridization

Hybridization is the concept of mixing atomic orbitals to form new hybrid orbitals that can accommodate bonding in molecules. In triazine, the nitrogen and carbon atoms may undergo hybridization to form sigma bonds and accommodate lone pairs, influencing the molecule's shape and bond angles. Understanding hybridization helps in predicting molecular geometry and reactivity.
Recommended video:
Guided course
00:51
Hybridization
Related Practice
Textbook Question

Mothballs are composed of naphthalene, C10H8, a molecule that consists of two six-membered rings of carbon fused along an edge, as shown in this incomplete Lewis structure:(a) Draw all of the resonance structures of naphthalene. How many are there?

762
views
Textbook Question

Mothballs are composed of naphthalene, C10H8, a molecule that consists of two six-membered rings of carbon fused along an edge, as shown in this incomplete Lewis structure:

(b) Do you expect the C—C bond lengths in the molecule to be similar to those of C—C single bonds, C ═ C double bonds, or intermediate between C—C single and C ═ C double bonds?

559
views
Textbook Question

Mothballs are composed of naphthalene, C10H8, a molecule that consists of two six-membered rings of carbon fused along an edge, as shown in this incomplete Lewis structure:

(c) Not all of the C—C bond lengths in naphthalene are equivalent. Based on your resonance structures, how many C—C bonds in the molecule do you expect to be shorter than the others?

976
views
Textbook Question

Ortho-Dichlorobenzene, C6H4Cl2, is obtained when two of the adjacent hydrogen atoms in benzene are replaced with Cl atoms. A skeleton of the molecule is shown here. (a) Complete a Lewis structure for the molecule using bonds and electron pairs as needed.

479
views
Textbook Question

Ortho-Dichlorobenzene, C6H4Cl2, is obtained when two of the adjacent hydrogen atoms in benzene are replaced with Cl atoms. A skeleton of the molecule is shown here. (b) Are there any resonance structures for the molecule? If so, sketch them.

539
views
Textbook Question

Two compounds are isomers if they have the same chemical formula but different arrangements of atoms. Use Table 8.3 to estimate H for each of the following gas-phase isomerization reactions and indicate which isomer has the lower enthalpy. (d) Methyl isocyanide → Acetonitrile

1365
views