Organic Chemistry II Exam 1: Chapter 15 "Benzene and Aromatic Compounds"

0.0(0)
studied byStudied by 0 people
learnLearn
examPractice Test
spaced repetitionSpaced Repetition
heart puzzleMatch
flashcardsFlashcards
Card Sorting

1/30

encourage image

There's no tags or description

Looks like no tags are added yet.

Study Analytics
Name
Mastery
Learn
Test
Matching
Spaced

No study sessions yet.

31 Terms

1
New cards

Benzene

The simplest aromatic hydrocarbon. Very unsaturated yet does not readily undergo addition reactions. Reacts with Bromine only in the presence of a Lewis acid in substitution. Planar with equal bond lengths. Sp2 hybridized, with p orbitals extending above and below the plane of the molecule. Extremely stable.

<p>The simplest aromatic hydrocarbon. Very unsaturated yet does not readily undergo addition reactions. Reacts with Bromine only in the presence of a Lewis acid in substitution. Planar with equal bond lengths. Sp2 hybridized, with p orbitals extending above and below the plane of the molecule. Extremely stable.</p>
2
New cards

Kekule

What is the structure that states benzene is a rapidly equilibrating mixture of two compounds, each containing a six membered ring with three alternating bonds?

<p>What is the structure that states benzene is a rapidly equilibrating mixture of two compounds, each containing a six membered ring with three alternating bonds? </p>
3
New cards

Resonance Hybrid

True benzene is represented by what?

<p>True benzene is represented by what?</p>
4
New cards

electrophiles

Benzene is electron rich and reacts with strong (nucleophiles/electrophiles)

5
New cards

ethylbenzene

Name this molecule

<p>Name this molecule</p>
6
New cards

tert-butyl-benzene

Name this molecule

<p>Name this molecule</p>
7
New cards

Chlorobenzene

Name this molecule

<p>Name this molecule</p>
8
New cards

Toluene (methylbenzene)

Name this molecule

<p>Name this molecule</p>
9
New cards

phenol (hydroxybenzene)

Name this molecule

<p>Name this molecule</p>
10
New cards

Aniline (aminobenzene)

Name this molecule

<p>Name this molecule</p>
11
New cards

ortho

Is this dibromobenzene in ortho, meta, or para position

<p>Is this dibromobenzene in ortho, meta, or para position</p>
12
New cards

meta

Is this dibromobenzene in ortho, meta, or para position

<p>Is this dibromobenzene in ortho, meta, or para position</p>
13
New cards

para

Is this dibromobenzene in ortho, meta, or para position

<p>Is this dibromobenzene in ortho, meta, or para position</p>
14
New cards

o-bromochlorobenzene

Name this molecule

<p>Name this molecule</p>
15
New cards

m-fluoronitrobenzene

Name this molecule

<p>Name this molecule</p>
16
New cards

p-bromotoulene

Name this molecule

<p>Name this molecule</p>
17
New cards

o-nitrophenol

Name this molecule

<p>Name this molecule</p>
18
New cards

phenyl

This group is created by removing one hydrogen from benzene. C6H5—. A substituent of benzene (aryl group)

<p>This group is created by removing one hydrogen from benzene. C6H5—. A substituent of benzene (aryl group)</p>
19
New cards

benzyl

A group that is a substituent of benzene (aryl group). C6H5CH2

<p>A group that is a substituent of benzene (aryl group). C6H5CH2</p>
20
New cards

C NMR

The number of signals on this spectrum indicates the number of the types of carbons in the target molecule. The types of carbons are determined by their immediate surroundings, and that similarity to other carbons in the molecule

<p>The number of signals on this spectrum indicates the number of the types of carbons in the target molecule. The types of carbons are determined by their immediate surroundings, and that similarity to other carbons in the molecule</p>
21
New cards

Aromatic

(Aromatic/Antiaromatic) Compounds

  • 1) Must be cyclic

  • 2) Must be planar

  • 3) Must be completely conjugated

  • 4) Must satisfy Huckel’s Rule: 4n+2 pi electrons

  • 5) All carbons must be sp2 hybridized

Ex: benzene

<p>(Aromatic/Antiaromatic) Compounds</p><ul><li><p>1) Must be cyclic</p></li><li><p>2) Must be planar</p></li><li><p>3) Must be completely conjugated</p></li><li><p>4) Must satisfy Huckel’s Rule: 4n+2 pi electrons</p></li><li><p>5) All carbons must be sp2 hybridized</p></li></ul><p>Ex: benzene</p>
22
New cards

Antiaromatic

(Aromatic/Antiaromatic) Compounds

  • 1) Must be cyclic

  • 2) Must be planar

  • 3) Must be completely conjugated

  • 4) Have 4n pi electrons

Ex: Cyclobutadiene

<p>(Aromatic/Antiaromatic) Compounds</p><ul><li><p>1) Must be cyclic</p></li><li><p>2) Must be planar</p></li><li><p>3) Must be completely conjugated</p></li><li><p>4) Have 4n pi electrons</p></li></ul><p>Ex: Cyclobutadiene</p>
23
New cards

Find the answer in notes

Which of the following molecules is aromatic?

<p>Which of the following molecules is aromatic? </p>
24
New cards

Heterocycles

These benzene like rings contain oxygen, nitrogen, or sulfur and can be aromatic

<p>These benzene like rings contain oxygen, nitrogen, or sulfur and can be aromatic</p>
25
New cards

Aromatic (6 electrons)

Is this molecule aromatic, antiaromatic, or nonaromatic?

<p>Is this molecule aromatic, antiaromatic, or nonaromatic?</p>
26
New cards

Antiaromatic (4 electrons)

Is this molecule aromatic, antiaromatic, or nonaromatic?

<p>Is this molecule aromatic, antiaromatic, or nonaromatic?</p>
27
New cards

nonaromatic (5 electrons)

Is this molecule aromatic, antiaromatic, or nonaromatic?

<p>Is this molecule aromatic, antiaromatic, or nonaromatic?</p>
28
New cards

Aromatic

Is this molecule aromatic, antiaromatic, or nonaromatic?

<p>Is this molecule aromatic, antiaromatic, or nonaromatic?</p>
29
New cards

Molecular Orbital Theory

This theory, (not valence bond theory), describes bonds as the mathematical combination of atomic orbitals that form a new set of orbitals called molecular orbitals. EX: when two p orbitals combine, two molecular orbits should form, and that bonding is either constructive or destructive

30
New cards

Benzene

This graph shows the molecular orbits for which molecule?

<p>This graph shows the molecular orbits for which molecule?</p>
31
New cards

2, 6, 10, 14

List the magic numbers of aromaticity