Which of the following is true about the geometry of the glycinium cation [VISUAL]? — Bonding Chemistry Question
Question
Which of the following is true about the geometry of the glycinium cation [VISUAL]?
The leftmost C atom and all the atoms directly bonded to it lie in the same plane.
Both C atoms and both O atoms lie in the same plane.
The N-C-C bond angle is 180°.
The geometry around the N atom is planar.
💡 Solution & Explanation
### STEPS:
1. Analyze the geometry around the carbonyl carbon (the rightmost carbon atom): This carbon atom is bonded to three neighboring atoms: the leftmost carbon atom, a double-bonded oxygen atom, and a single-bonded oxygen atom. It has zero nonbonding lone pairs of electrons.
2. Apply VSEPR theory to the carbonyl carbon: Because this carbon has exactly three electron domains (all of which are bonding domains), it exhibits a trigonal planar molecular geometry with hybridization.
3. Determine coplanarity based on trigonal planar geometry: According to VSEPR theory, all four atoms in a trigonal planar arrangement lie in the same flat plane. Therefore, the carbonyl carbon, the other carbon atom, and both oxygen atoms are coplanar, meaning both atoms and both atoms lie in the same plane. This makes Option B the correct statement.
4. Evaluate the geometry of other central atoms in the cation:
* Leftmost carbon atom (-carbon): This carbon is single-bonded to four atoms (, two 's, and the carbonyl ) with no nonbonding lone pairs. It has four electron domains, meaning the geometry around it is roughly tetrahedral.
* Nitrogen atom: The nitrogen atom is bonded to four atoms (three 's and the leftmost ) with no nonbonding lone pairs, giving it four electron domains. The geometry of the electron domains around the nitrogen atom is roughly tetrahedral.
*
### WHY_OTHERS_WRONG:
- Option A is incorrect: The leftmost carbon atom is bonded to four atoms and has four electron domains, giving it a three-dimensional tetrahedral molecular geometry rather than a planar one. Thus, the atoms bonded to it do not all lie in the same plane.
- Option C is incorrect: Because the leftmost carbon atom has tetrahedral geometry, the bond angle is roughly , which is significantly bent compared to a linear angle.
- Option D is incorrect: The nitrogen atom is bonded to four atoms and has four electron domains, giving it a three-dimensional tetrahedral geometry rather than a planar one.