Chemistry Resonance and Bonding Concepts

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Questions and Answers

What is the primary characteristic of a +M effect?

  • It involves ionic bonding.
  • It does not affect electron movement.
  • It withdraws electrons.
  • It donates electrons. (correct)

The formate ion has only one resonance structure.

False (B)

Name one example of a compound that exhibits the -M effect.

Nitrogen in Benzene

The mesomeric effect is also known as the ______ effect.

<p>resonance</p> Signup and view all the answers

Match the following ions with their respective resonance structure examples:

<p>Formate ion = H-C(=O)-O^- ⇄ H-C(-O)=O^- Carbonate ion = O=C(-O^-)-O^- ⇄ -O-C(=O)-O^- ⇄ -O-(=O)-C(=O)-O^-</p> Signup and view all the answers

What primarily affects the lattice energy in ionic compounds?

<p>All of the above (D)</p> Signup and view all the answers

Covalent bonds are exclusively formed by the transfer of electrons.

<p>False (B)</p> Signup and view all the answers

What are the two types of covalent bonds?

<p>Single covalent bonds and multiple covalent bonds</p> Signup and view all the answers

Helium primarily follows the ______ rule.

<p>duet</p> Signup and view all the answers

Match the following theories with their descriptions:

<p>Lewis Theory = Represents the arrangement of valence electrons Valence Bond Theory = Explains the formation of bonds through overlapping orbitals VSEPR Theory = Predicts molecular shapes based on electron pairs Molecular Orbital Theory = Describes electron distribution in molecular orbitals</p> Signup and view all the answers

What effect do -I groups have on the acidic character of a compound?

<p>They increase the acidity. (A)</p> Signup and view all the answers

Which of the following properties is NOT characteristic of ionic compounds?

<p>They are good conductors in solid state. (A)</p> Signup and view all the answers

Resonating structures refer to the same thing as canonical structures.

<p>True (A)</p> Signup and view all the answers

Lattice energy can be directly measured using simple thermodynamic techniques.

<p>False (B)</p> Signup and view all the answers

What is the primary role of resonance in determining acidity?

<p>Resonance helps to stabilize the conjugate base formed after deprotonation, increasing acidity.</p> Signup and view all the answers

Which of the following best describes the inductive effect?

<p>Influence of electron-withdrawing or electron-donating groups (B)</p> Signup and view all the answers

The delocalization of π-electrons or lone pairs of electrons through conjugation is known as __________.

<p>resonance</p> Signup and view all the answers

What does S.E. stand for in the Born-Haber cycle?

<p>Sublimation energy</p> Signup and view all the answers

Match the following compounds with their corresponding changes when acidic character is evaluated:

<p>$F_3C-C-O-H$ = Deprotonates to form $F_3C-C=O$ $F_3C-C-C-O-H$ = Deprotonates to form $F_3C-CH-C=O$ $F_3C-C(CF_3)-C-O-H$ = Deprotonates to form $F_3C-C(CF_3)-C=O$</p> Signup and view all the answers

The energy released when one mole of a solid ionic compound is formed is called __________.

<p>lattice energy</p> Signup and view all the answers

Electronegativity increases as you move down a group in the periodic table.

<p>False (B)</p> Signup and view all the answers

Match the following terms with their corresponding definitions:

<p>Ionization Energy = Energy required to remove an electron from an atom Electron Affinity = Energy released when an electron is added to a neutral atom Bond Dissociation Energy = Energy required to break a bond between two atoms Sublimation Energy = Energy required for a substance to transition from solid to gas</p> Signup and view all the answers

What are +I and -I effects in organic chemistry?

<p>Positive and negative inductive effects of substituent groups</p> Signup and view all the answers

The _____ effect describes how electron density is stabilized or destabilized through resonance.

<p>mesomeric</p> Signup and view all the answers

Match the following effects to their descriptions:

<p>Inductive effect = Transmission of charge through sigma bonds Electronegativity = Tendency of an atom to attract electrons Mesomeric effect = Stabilization due to electron delocalization +I effect = Electron-donating effect from substituents</p> Signup and view all the answers

Which carbocation has the highest stability?

<p>H₃C-CH-CH₃⁺ (A)</p> Signup and view all the answers

+I groups stabilize carbonium and carbanion species.

<p>False (B)</p> Signup and view all the answers

What is the trend of stability as the inductive effect increases in carbocations?

<p>Stability increases as the +I effect increases.</p> Signup and view all the answers

The stability of carbocations can be analyzed through the _____ effect.

<p>+I</p> Signup and view all the answers

Match the following carbocations with their stability ranking:

<p>H₃C-CH₂-CH₂-CH₂⁺ = Lowest stability H₃C-CH-CH₃⁺ = Highest stability CH₃-CH-CH₂⁺ = Medium stability CH₃-CH₂-CH₃⁺ = Higher stability</p> Signup and view all the answers

Which of the following statements accurately describes the octet rule?

<p>Atoms will share, gain, or lose electrons to have eight electrons in their outer shell (C)</p> Signup and view all the answers

Central atoms always carry a neutral charge in molecules.

<p>False (B)</p> Signup and view all the answers

What is the formula to calculate the total number of valence electrons, considering the charges of the molecule?

<p>Q = valence electrons of all atoms + (-ve charge) - (+ve charge)</p> Signup and view all the answers

The number of lone pair electrons can be calculated using the formula: ______ = Q - Bond pairs.

<p>Lone pair electrons</p> Signup and view all the answers

Match the molecules with the correct description of their charge distribution:

<p>H₂O = Has polar covalent bonds and a bent shape NO₃ = Contains resonance structures with charge delocalization H₂ = Consists of two electrons shared equally CO₂ = Linear molecule with nonpolar characteristics</p> Signup and view all the answers

What type of bond results from the head-on overlap of atomic orbitals?

<p>Sigma bond (D)</p> Signup and view all the answers

For a covalent bond to form, atomic orbitals must overlap and have opposite spins.

<p>True (A)</p> Signup and view all the answers

What is the relationship between bond strength and bond length in covalent bonds?

<p>Bond strength is inversely proportional to bond length.</p> Signup and view all the answers

The sideways overlap of two p orbitals results in the formation of a ______ bond.

<p>pi</p> Signup and view all the answers

Match the following types of overlaps with their corresponding bonds:

<p>s-s overlap = Sigma bond s-p overlap = Sigma bond p-p overlap = Pi bond s-s overlap with no overlap = No bond</p> Signup and view all the answers

Which of the following statements about hybridization is correct?

<p>Hybridization involves the mixing of atomic orbitals with nearly the same energy. (D)</p> Signup and view all the answers

The number of hybrid orbitals formed is always double the number of atomic orbitals involved in hybridization.

<p>False (B)</p> Signup and view all the answers

What is the purpose of hybridization in molecular chemistry?

<p>To explain the formation of sigma bonds and the geometry of molecules.</p> Signup and view all the answers

Hybrid orbitals are named based on the participating atomic orbitals, such as __________, __________, and __________.

<p>sp, sp^2, sp^3</p> Signup and view all the answers

Match the type of hybridization to its corresponding molecular geometry:

<p>sp = Linear sp^2 = Trigonal planar sp^3 = Tetrahedral sp^3d = Trigonal bipyramidal</p> Signup and view all the answers

Flashcards

Inductive effect

The tendency of a substituent in a molecule to either withdraw or donate electron density through sigma bonds.

Electronegativity

A measure of an atom's ability to attract electrons towards itself in a chemical bond.

Mesomeric effect

The delocalization of electrons through a system of conjugated pi bonds, leading to stabilization of the molecule.

-I effect

An inductive effect where electron density is withdrawn from a carbon atom by a substituent, making the carbon atom more electron deficient.

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+I effect

An inductive effect where electron density is donated to a carbon atom by a substituent, making the carbon atom more electron rich.

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Carbocation

A positively charged carbon atom with three bonds, often stabilized by electron-donating groups.

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Electron-Donating groups (+I)

Groups that increase electron density towards a carbon atom, making it more stable.

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Stability of Carbocation

The stability of a carbocation increases as the number of electron-donating groups attached to it increases.

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Distance effect

The effect of electron-donating groups decreases with distance from the positively charged carbon.

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Ionic Compounds: State of Matter

Ionic compounds are solid at room temperature due to the strong electrostatic forces holding the ions together in a rigid lattice structure.

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Lattice Energy

The amount of energy released when one mole of an ionic compound is formed from its gaseous ions.

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Sublimation Energy

The energy required to convert one mole of a solid substance into its gaseous state.

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Ionization Energy

The energy required to remove one electron from a gaseous atom.

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Electron Affinity

The energy change when one mole of gaseous atoms gains one electron to form one mole of gaseous negative ions.

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Resonance

The process of delocalizing π-electrons or lone pairs through conjugation, creating multiple resonance structures.

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Resonating Structures

Structures that contribute to the overall representation of a molecule, where electrons can be delocalized through resonance.

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Electron-withdrawing Groups (-I)

Electron-withdrawing groups that make a molecule more acidic by stabilizing the negative charge of the conjugate base through resonance.

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Resonance Method for Acidity

A method used to determine the acidity of a compound by considering the stability of its conjugate base through resonance stabilization.

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Resonance Structure

A representation of a molecule showing all possible positions of electrons, contributing to the molecule's overall stability. These structures differ in electron distribution but have the same arrangement of atoms.

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Mesomeric Effect (+M/+R)

The electron-donating effect of an atom or group within a molecule. It involves the movement of electron density from the substituent to the pi system of the molecule, increasing its electron density.

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Mesomeric Effect (-M/-R)

The electron-withdrawing effect of an atom or group within a molecule. It pulls electron density away from the pi system, making the molecule more 'electron-poor.'

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Polar Covalent Bond

A type of covalent bond where the electron pair sharing is uneven, resulting in a partial positive charge on one atom and a partial negative charge on the other. This arises due to differences in electronegativity between the atoms.

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Valence electrons

The electrons in the outermost shell of an atom that are available for bonding.

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Central atom

The atom in a molecule that forms bonds with other atoms, typically the one with the highest electronegativity.

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Octet rule

Atoms tend to gain, lose, or share electrons to achieve a full outer electron shell with eight electrons (like noble gases).

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Charge distribution

The way positive and negative charges are distributed within a molecule.

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Lewis dot structures

Diagrams that show the arrangement of valence electrons in a molecule, using dots to represent electrons.

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Covalent bond formation

The formation of a covalent bond involves the overlap of atomic orbitals, where only half-filled orbitals with opposite spins can participate.

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Bond strength and overlap

The degree of overlap between atomic orbitals determines the bond's strength. Greater overlap leads to a stronger bond and vice-versa.

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Sigma bond formation

Sigma bonds are formed by direct head-on overlap between s orbitals, or an s and a p orbital.

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Pi bond formation

Pi bonds result from the sideways overlap of two p orbitals. Their formation depends on a pre-existing sigma bond framework.

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Overlap and sign

Orbitals that overlap must have the same sign (+ or -) to result in bonding interaction.

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Covalent bonding

The sharing of valence electrons between atoms to achieve a stable electron configuration, typically resembling a noble gas.

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Single Covalent bond

When atoms form a bond by sharing one pair of electrons. The shared electron pair occupies the region between the two bonded atoms.

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Multiple Covalent bonds

Atoms share more than one pair of electrons, forming stronger bonds than single bonds. Sigma bonds are the strongest, while pi bonds are weaker and form sideways.

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Hybridization

The process where atomic orbitals mix to form new hybrid orbitals, leading to specific shapes that influence molecular geometry and bond formation.

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Hybrid Orbitals

These are formed during hybridization and are involved in the formation of sigma bonds, explaining the geometry of molecules.

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Sigma Bond

The type of bond formed directly between two atoms by overlapping orbitals.

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Number of Hybrid Orbitals

The number of hybrid orbitals formed is equal to the number of atomic orbitals participating in the hybridization process.

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Naming Hybrid Orbitals

Hybrid orbitals are named based on the type of atomic orbitals involved in their formation, such as sp, sp2, sp3, etc.

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