Chemistry Of Arenes - Chapter 18 Lecture Notes - Edubirdie

University:
York University
Course:
CHEM 2021 | Introductory Organic Chemistry II
Academic year:

2023
Views:

121

Pages:

3
Author:

Niklas

Ch 18 - Chemistry of Arenes: Ex. of Aromatic comp. Benzene (B) Pyridine (Py) Furan Phenol Aniline Toluene (Methyl Benzene) Compare hexatriene + Benzene Hexatriene Benzene 30kcal/mol 36kcal/mol Common Feat. of Aromatic Comp. Criteria for a comp. to be Aromatic: Must have cont. overlapping p-orbitals (fully conj) Cyclic & Planar (all orbitals are parallel) Huckel's Rule (4n+2) π e-, where n=1,2,3... If ①②③ are applied, but 4n π e- → "AntiAromatic" 4n π e- n=1 (4 x 1) = 4 π e- 2 π e- (2 DB) Example Energy Diagram: FMO FOR Aromatic 4p = 4MO FMO FOR Anti-Aromatic 4p = 4MO NRG NRG Anti-Bonding Orbitals "Non-Bonding" Orbitals BONDING LINE Bonding Orbitals 1L 1L 1L 1L FOR Aromatic Comp: All e- occupy BONDING MO. Very stable! Rea. Catalyst! FOR Anti-Aromatic Comp: 2 MO that are 1/2 Filled w/ e- UNPAIRED! Very unstable! Very Reactive! pKa ~16.5 Cyclopentadiene (pKa ~15) H+ VS. Aromatic 4πe- Anti-Aromatic 4πe- Frost Circle 4πe- VS. 4πe- All e- paired. Occupy Bond MO. Aromatic 2 unpaired e- ↑ NRG sp² (conjugation) Furan → Aromatic 6πe-

Related Documents

Chemistry Of Arenes - Chapter 18 Lecture Notes

Chemistry Of Arenes - Chapter 18 Lecture Notes - Page 1

Chemistry Of Arenes - Chapter 18 Lecture Notes - Page 2

Chemistry Of Arenes - Chapter 18 Lecture Notes - Page 3

of 3

New Documents from this Course

COOH (X-Halocarbonyls) Synthesis - Lecture Notes

COOH (X-Halocarbonyls) Synthesis - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Substituent Effect On Mechanisim - Lecture Notes

Substituent Effect On Mechanisim - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Amides (Synthesis Of Amides) - Lecture Notes

Amides (Synthesis Of Amides) - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Steroids (Organic Composition With Common Structures) - Lecture Notes

Steroids (Organic Composition With Common Structures) - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Understanding Nucleophile Reactions - Lecture Notes

Understanding Nucleophile Reactions - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Reactivity Of Acid Chlorides - Lecture Notes

Reactivity Of Acid Chlorides - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Convert Chain Form To Fisher Projection - Lecture Notes

Convert Chain Form To Fisher Projection - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Carbohydrates Cn(H2O)m - Lecture Notes

Carbohydrates Cn(H2O)m - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Nucleophilic Anilines - Lecture Notes

Nucleophilic Anilines - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Formation of Hydrates - Lecture Notes

Formation of Hydrates - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Reactivity Of Aldehydes & Ketones - Lecture Notes

Reactivity Of Aldehydes & Ketones - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note

Adding Alkylgroup Alternative (AAA) - Lecture Notes

Adding Alkylgroup Alternative (AAA) - Lecture Notes

York University CHEM 2021 | Introductory Organic Chemistry II

Lecture Note