318-21 - CH 318 N LECTURE 21 Textbook Assignment: Chapter...

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CH 318 N LECTURE 21 Textbook Assignment: Chapter 21 (Continue) Homework (for credit): POW 11 posted Today’s Topics: Benzene & Aromaticity-Reactions of Benzene Notice & Announcements: Organic Lecture Series 2 Benzene & Benzene & Aromaticity Aromaticity
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Organic Lecture Series 3 Nomenclature Nomenclature -Monosubstituted Monosubstituted • Monosubstituted alkylbenzenes are named as derivatives of benzene – many common names are retained Toluene Cumene Ethylbenzene Styrene Phenol Aniline Benzoic acid Anisole COOH NH 2 OCH 3 OH Benzaldehyde CHO (commit to memory) Organic Lecture Series 4 Benzyl and phenyl groups: (Z)-2-Phenyl- 2-butene 4-(3-Methoxyphenyl)- 2-butanone 1-Phenyl-1pentanone OO H 3 CO Ph Benzene Phenyl group, Ph- Toluene Benzyl group, Bn- CH 3 CH 2 -
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Organic Lecture Series 5 Disubstituted Benzenes Disubstituted Benzenes • Locate two groups by numbers or by the locators ortho ortho (1,2-), meta meta (1,3-), and para para (1,4-) where one group imparts a special name, name the compound as a derivative of that molecule CH 3 Br COOH NO 2 Cl NH 2 3 3 2-Nitrobenzoic acid ( o -Nitrobenzoic acid ) 3-Chloroaniline ( m -Chloroaniline) 4-Bromotoluene ( p -Bromotoluene) m -Xylene Organic Lecture Series 6 where neither group imparts a special name, locate the groups and list them in alphabetical order 2 3 2 1-Bromo-2-nitrobenzene ( o -Bromonitrobenzene) 1-Chloro-4-ethylbenzene ( p -Chloroethylbenzene) 1 2 3 42 1 Disubstituted Disubstituted Benzenes Benzenes
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Organic Lecture Series 7 Polysubstituted Derivatives Polysubstituted Derivatives – if one group imparts a special name, name the molecule as a derivative of that compound – if no group imparts a special name, list them in alphabetical order, giving them the lowest set of numbers CH 3 NO 2 OH Br 2 CH 2 CH 3 4 2 1 6 4 2 1 4 1 2 4-Chloro-2-nitro- toluene 2,4,6-Tribromo- phenol 2-Bromo-1-ethyl-4- nitrobenzene Cl Organic Lecture Series 8 Phenols Phenols • The functional group of a phenol is an -OH group bonded to a benzene ring 1,2-Benzenediol (Catechol) 1,4-Benzenediol (Hydroquinone) 3-Methylphenol ( m- Cresol) Phenol OH CH 3
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Organic Lecture Series 9 – hexylresorcinol is a mild antiseptic and disinfectant – eugenol is used as a
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318-21 - CH 318 N LECTURE 21 Textbook Assignment: Chapter...

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