© The Author(s) Published by Science and Education Publishing.

Slides:

Advertisements

Similar presentations

15. Benzene and Aromaticity

Advertisements

AROMATIC COMPOUNDS By PUAN AZDUWIN BINTI KHASRI. Criteria for Aromaticity 1. A compound must have an uninterrupted cyclic cloud of electrons above and.

Arenes and Aromaticity (Benzene)

Arenes and Aromaticity (Benzene). 140 pm All C—C bond distances = 140 pm Benzene empirical formula = CH.

CHE 242 Unit VI The Study of Conjugated Systems, Aromaticity, and Reactions of Aromatic Compounds CHAPTER SIXTEEN Terrence P. Sherlock Burlington County.

Case Western Reserve University

Chapter 21, Benzene and and the Concept of Aromaticity.

Organic Chemistry Reviews Chapter 14 Cindy Boulton March 22, 2009.

Heterocyclic Chemistry

245 Chapter 11: Arenes and Aromaticity 11.1: Benzene - C 6 H : Kekulé and the Structure of Benzene Kekule benzene: two forms are in rapid equilibrium.

F IVE M EMBERED H ETEROCYCLES P REPARATIONS AND R EACTIONS.

Aromaticity Dr. A.K.M. Shafiqul Islam

1 (2 August 2002, Kansas) Police said an Olathe man was struck and killed by a train after his vehicle broke down on Interstate 35. His attempts at repairing.

Chapter 16 Lecture Aromatic Compounds Organic Chemistry, 8 th Edition L. G. Wade, Jr.

1 Tropylium Ion The cycloheptatrienyl cation has 6 p electrons and an empty p orbital. Aromatic: more stable than open chain ion =>

© 2011 Pearson Education, Inc. 1 Chapter 15 Aromaticity Reactions of Benzene Organic Chemistry 6 th Edition Paula Yurkanis Bruice.

Aromatic Hydrocarbons Introduction Kekule proposed the structure of benzene Resonance Theory The Stability of Benzene The Criteria for Aromaticity—Hückel’s.

1 Aromatic Compounds Aromatic was used to described some fragrant compounds in early 19 th century but are now grouped by chemical behavior (unsaturated.

Chapter 15 Benzene and Aromaticity

AROMATIC COMPOUNDS Dr. Sheppard CHEM 2412 Summer 2015 Klein (2 nd ed.) sections: 18.1, 18.2, 18.8, 18.3, 18.4, 18.5.

15. Benzene and Aromaticity

Chapter 15: Benzene and Aromaticity. 2 Aromatic Compounds Aromatic was used to described some fragrant compounds in early 19 th century –Not correct:

11111 Spring 2009Dr. Halligan CHM 236 Benzene and Aromatic Compounds Chapter 17.

Heterocyclic Aromatics

Aromatic Compounds - Benzene & Its Family - Nanoplasmonic Research Group Organic Chemistry Chapter 4 Part I.

Cyclic and heterocyclic aromatic compounds

Multiple-Center MO Theory Like all MOs, the following general rules apply to multiple-center MOs:

Benzene and Aromaticity

Organic Chemistry Aromatic compounds.

11.18 Cyclobutadiene and Cyclooctatetraene

Polycyclic Aromatic Hydrocarbons

MO’s for Cyclobutadiene

Chapter 5, Part 1: Benzene and Aromaticity Based on McMurry’s Organic Chemistry, 6 th edition.

Aromaticity: Reactions of Benzene and Substituted Benzenes

15. Benzene and Aromaticity Based on McMurry’s Organic Chemistry, 6 th edition ©2003 Ronald Kluger Department of Chemistry University of Toronto.

1 Benzene and Aromatic Compounds. 2 Benzene (C 6 H 6 ) is the simplest aromatic hydrocarbon (or arene). Benzene has four degrees of unsaturation, making.

Benzene and Aromaticity

Reactions of Arenes 1.

Aromatic Compounds 15.7 Introduction to Aromatic Compounds.

Chapter 15 Benzene and Aromaticity

Chapter 14 Aromatic Compounds

Organic Chemistry, First Edition Janice Gorzynski Smith

Benzene and Aromaticity

(2 August 2002, Kansas) Police said an Olathe man was struck and killed by a train after his vehicle broke down on Interstate 35. His attempts at repairing.

Aromatic Compounds Unit 10

Chapter 9: Benzene and its Derivatives

Chapter 15 Benzene and Aromaticity

History of Benzene.

15. Benzene and Aromaticity

Figure Number: UN Title: Amine Inversion

Chapter 17 Lecture Outline

Figure: UN Title: Hydrogenation of cyclohexene and benzene. Caption:

15. Benzene and Aromaticity

CH 14-2 Characteristics of Benzene

Benzene and Aromatic Compounds

Chapter 16 Aromatic Compounds

Aromaticity of Benzenoid and Non-benzenoid compounds

Molar Heats of Hydrogenation

Heat evolved upon catalytic hydrogenation (DHo)

Figure Number: UN Title: Amine Inversion

Isolated and Conjugated Dienes

M.Sc. II S.M. Joshi Reactivity of Five Membered Heterocyclic Rings

Benzene and Aromaticity

Pyridine Is Aromatic.

Table 1. Measurements of LEDs

Chapter 15 Benzene and Aromaticity

Education, 2016, Vol. 4, No. 1, doi: /wjce-4-1-4

Presentation transcript:

© The Author(s) 2013. Published by Science and Education Publishing. Table 1. (Aromatic, anti-aromatic and non-aromatic nature of organic compounds by calculating A value) Organic Compound (Cyclic, Planar/Cyclic, non-planar) πb value [πb =number of π bonds with in the ring system] e-p value [ e-p = number of delocalized electron pair outside or adjacent to the ring system] A value [A = πb + e-p + 1(constant)] (even no/odd no) Nature of compound ( aromatic/anti-aromatic/non aromatic) Benzene or [6] annulene (Cyclic, Planar) 3 π bonds 3 + 0+1 = 4 (even no) Aromatic Naphthalene 5 π bonds 5 + 0 +1 = 6 Anthracene 7 π bonds 7 + 0 + 1 = 8 Cyclopropene (Cyclic, non planar due to one sp3 hybridized carbon atom) 1 π bond 1 + 0 + 1 = 2 Non-aromatic Cyclopropenyl cation Cyclopropenyl anion 1 (For one negative charge on carbon which undergoes delocalization) 1 + 1+ 1 = 3 (odd no) Anti-aromatic Cyclobutadiene or [4] annulene 2 π bonds 2 + 0 + 1 = 3 (odd no) Anti aromatic Cyclopentadiene (Cyclic, non planar due to one sp3 hybridised carbon atom) Cyclopentadienyl cation Cyclopentadienyl anion 01(For one negative charge on carbon which undergo delocalization) 2 + 1 + 1 = 4 Cyclooctatetraene or [8] annulene 4 π bonds 4 + 0 + 1 = 5 Cyclooctatrienyl cation (Cyclic, non-planar due to one sp3 hybridized carbon atom adjacent to positive charge) 3 + 0 + 1 = 4 Non aromatic Pyridine ( Here lone pair on N does not take part in delocalization) Pyrrole ( Here lone pair on N take part in delocalization) Furan ( Here out of two lone pairs on O only one LP take part in delocalization) Thiophene ( Here out of two lone pairs on S only one LP take part in delocalization) Arijit Das et al. A Rapid and Innovative Method for the Identification of Aromatic and Anti-aromatic Nature of Organic Compounds. World Journal of Chemical Education, 2013, Vol. 1, No. 1, 6-8. doi:10.12691/wjce-1-1-2 © The Author(s) 2013. Published by Science and Education Publishing.