Chapter 12: Problem 19
The bond between carbon atom (1) and carbon atom (2) in compound \(\mathrm{N} \equiv \mathrm{C}-\mathrm{CH}=\mathrm{CH}_{2}\) involves the hybrids as (a) \(s p^{2}\) and \(s p^{2}\) (b) \(s p^{3}\) and \(s p\) (c) \(s p\) and \(s p^{2}\) (d) \(s p\) and \(s p\)
Short Answer
Expert verified
Option (c): \(sp\) and \(sp^2\).
Step by step solution
01
Identify the Hybridization of Each Atom
First, we need to identify the type of hybridization present in each carbon atom in the compound \(\mathrm{N} \equiv \mathrm{C}-\mathrm{CH}=\mathrm{CH}_{2}\). The carbon atom involved in the triple bond (\(\mathrm{C}\equiv\mathrm{N}\)) uses \(sp\) hybridization, as triple bonds are typically formed with one \(s\) and one \(p\) orbital (Source 1). The middle carbon with a single bond to an adjacent atom and a double bond to another uses \(sp^2\) hybridization.
02
Determine the Bond's Nature
The bond in question is between the two middle carbon atoms, carbon (1) and carbon (2). Carbon (1) in the sequence \(-\mathrm{C}-\mathrm{CH}=\) is adjacent to the triple bond and must have \(sp\) hybridization. Carbon (2), which is also involved in forming a double bond with \(\mathrm{CH}_2\), uses \(sp^2\) hybridization.
03
Match the Correct Hybridization Pair
Since carbon (1) has \(sp\) hybridization and carbon (2) has \(sp^2\) hybridization, we look for the pair that represents an \(sp\) bond with an \(sp^2\) bond. This matches option (c), \(sp\) and \(sp^2\).
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Triple Bond
In the world of chemical bonding, a **triple bond** represents one of the strongest types of covalent connections between two atoms. A triple bond involves the sharing of three pairs of electrons between the atoms. This type of bond can be found in molecules such as nitrogen gas (
N_2
) or the carbon-nitrogen bond in hydrogen cyanide (
HCN
). In terms of hybridization, triple bonds are typically associated with sp hybridization. Here, one s orbital and one p orbital combine to form two equivalent sp orbitals. The remaining two p orbitals are unhybridized and they are involved in pi (
) bonding.
- **Strength and Rigidity**: Triple bonds have high bond strengths and give rigidity to the molecule due to the linear arrangement.
- **Bond Length**: They possess shorter bond lengths compared to double or single bonds due to the increased pull between the atoms.
- **Orbital Overlap**: Two pi bonds and one sigma bond result from orbital overlap, primarily dictating the bond's characteristics.
Double Bond
A **double bond** defines a connection between two atoms involving four electrons or two pairs of electrons. Predominantly, double bonds are found in molecules like ethylene (
C_2H_4
), where there is substantial pi bonding parallel to sigma bonding. This pi bond arises from the sideways overlap of two p orbitals, while the sigma bond is from direct overlap.
**Hybridization in Double Bonds**
The carbon atoms involved in double bonds typically have sp2 hybridization. In this hybridization:
- One s orbital and two p orbitals mix to form three sp2 hybrid orbitals.
- The leftover p orbital is used in pi bonding.
- **Planar Geometry**: Provides a trigonal planar molecular geometry with 120° bond angles.
- **Moderate Stability**: Offers stability less than a triple bond but more than a single bond.
Molecular Geometry
The concept of **molecular geometry** is vital in understanding the physical and chemical properties of molecules. It defines the three-dimensional arrangement of atoms within a molecule, influencing molecular shape, bond angles, and dipole moments.
**Influence of Hybridization on Geometry**
Depending on the type of hybridization involved, the molecular geometry can vary:
- **sp Hybridization**: Results in a linear geometry, often seen in molecules with triple bonds like acetylene ( C_2H_2 ).
- **sp2 Hybridization**: Leads to trigonal planar geometry, common in molecules with double bonds such as ethylene ( C_2H_4 ).
- **sp3 Hybridization**: Produces a tetrahedral shape, typical in saturated alkanes like methane ( CH_4 ).