Resonance Flashcards

Understanding Electron Delocalization and Resonance

1
Q

Recall Lewis Structure

What are the criterias for satisfying correct Lewis Structure?

A

Atoms, Octet, ve-, Formal Charge

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2
Q

What is the possible amount of Lewis Structure an organic molecule can have?

A

2 or more

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3
Q

What is the principle behind the term ‘Resonance’?

A

Pi electrons are moving causing delocalization

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4
Q

What is the implication of polar molecule to pi bond?

A

The pi cloud become distorted which results to a higher density to the more electronegative atom.

Atoms will still share eclectrons because of the covalent bond

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5
Q

Dynamic nature of pi electrons

Why Resonance exists?

A

Because of the delocalization or mobility of pi electrons

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6
Q

What is the Resonance symbol?

A

Double headed arrow

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7
Q

Why does formal charge change?

A

Movement of electron

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8
Q

Should Carbon (C) adapt Octet Rule?

A

No

It is a Carbocation specie

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9
Q

Way of describing delocalized ve- with certain molecules where bonding cannot be expressed by one Lewis structure

A

Resonance

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10
Q

Which ones are able to participate in Resonance?

A

Pi electrons and lone pairs adjacent to pi bonds

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11
Q

Can we shift/delocalize electrons in sigma bonds?

A

No

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12
Q

What does breaking sigma bonds represent?

A

Chemical Reaction

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13
Q

Is Resonance a chemical reaction?

A

No

No changes in atomic structure or composition

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14
Q

True or False?

Resonance forms differ only in the placement of electrons.

A

True

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15
Q

If the placement/connectivity of atoms differs from its initial structure, is it still a Resonance?

A

No

It can be rather an Isomer

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16
Q

Curved pushing arrows representing movement of ve-

A

Curved arrow formalism

17
Q

How many electrons?

Full curve arrow

A

2e-

18
Q

The movement of electrons on molecules follows ____ to ____?

A

electron rich to electron poor

19
Q

What is the goal of Resonance?

A

Stabilizing

Lower the overall energy of a molecule via electron delocalization

20
Q

True or False?

Carbonyls always suck up e- to the Oxygen

A

True

21
Q

Where to point the arrow in a charged molecule?

A

Bond adjacent to the charge

Resonance Part 2 by Sir Maki

22
Q

How many arrow?

from ‘+’ charge e- movements

A

1 arrow

23
Q

How many arrow?

from ‘-‘ charge e- movements

A

2 arrow

24
Q

True or False?

Create only one positive and one negative for a neutral molecule.

A

True

‘+’ and ‘-‘ results to neutral charge

25
Q

Illegal moves in Resonance

A
  1. Never resonate onto sp3-C Carbon
  2. Never disrupt an octet of a halogen, O, and N
  3. Additional charges are not legal
26
Q

True or False

Keep positive charge on less EN atom; negative charge on more EN atom

A

True

Rule in determining major Resonance Structures

27
Q

Highest energy contributer Resonance

A

Minor Resonance

Unstable molecule has high energy

28
Q

The combination of all possible Resonance structures

A

Resonance Hybrid