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Aromaticity Organic compounds aliphaticaromatic Benzene and related compounds. open-chain compounds and ring compounds that are chemically similar to open-chain.

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Presentation on theme: "Aromaticity Organic compounds aliphaticaromatic Benzene and related compounds. open-chain compounds and ring compounds that are chemically similar to open-chain."— Presentation transcript:

1 Aromaticity Organic compounds aliphaticaromatic Benzene and related compounds. open-chain compounds and ring compounds that are chemically similar to open-chain compounds.

2 Benzene (C 6 H 6 ) is the simplest aromatic hydrocarbon (or arene). Benzene

3 Planar: bond angles are 120°, carbon–carbon bond lengths are the same length and intermediate in length between single and double bonds. Undergoes substitution rather than electrophilic addition

4 Aromaticity and the Hückel 4n+2 Rule 1- aromatic compounds are: Planar. cyclic molecule. ( Conjugated cyclic) : resonance all over the ring. Obey Huckel’s rule : “ The  cloud must contains a total of (4n+ 2 ) electrons “ 43210n 181410624n+2

5 2-Anti-Aromatic Compounds are: Conjugated cyclic, planar, The number of π electons = (4n) no. of π e = 4, 8, 12, 16, 20, …etc. 2 double bond 4 π electron

6 3-Non-Aromatic Compounds are: A non-planar non-conjugated.

7 Classify the following compounds into aromatic, anti-aromatic and non-aromatic? =CH 2

8 Nomenclature for benzene: A. monosubstituted benzenes: 1. Common names:

9 2. Substituted benzene:

10 ortho- meta- para- 1,2- 1,3- 1,4- B. Disubstituted benzenes: When two substituents are on benzene, three constitutional isomers are possible:

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12 3- three or more substituents 1.Substituent's locations are specified by numerals. 2. If any of the substituents imparts a special name, then the molecule is named as a derivative of that substituent. 3. If there is no special name, then the substituents are named in alphabetical order with the lowest possible set of numbers.

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14 When a benzene ring is a substituent, the term phenyl is used (for C 6 H 5  ) You may also see “Ph” in place of “C 6 H 5 ” “Benzyl” refers to “C 6 H 5 CH 2 ”

15 Give name for the following:

16 Solution: 1-bromo-3-chlorobenzene m-bromochlorobenzene (3-methylbutyl)benzene iso-butylbenzene 4-bromoaniline p-bromoaniline 2,5-dichlorotoluene 1,4-dichloro-2-methylbenzene 1-ethyl-2,4-dinitrobenzene 1,2,3,5-tetramethylbenzene


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