318-10 - Organic Lecture Series CH 318 N LECTURE 10...

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Organic Lecture Series 1 CH 318 N LECTURE 10 Textbook Assignment: Chapter 16 Homework (for credit): POW 4 posted Today’s Topics: Aldehydes/Ketones-properties Notice & Announcements: Organic Lecture Series 2 Aldehydes Aldehydes And And Ketones Ketones
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Organic Lecture Series 3 The Carbonyl Group The next units cover the physical and chemical properties of classes of compounds containing the carbonyl group, C=O ¾ aldehydes and ketones (Chapter 16) ¾ carboxylic acids (Chapter 17) ¾ acid halides, acid anhydrides, esters, amides (Chapter 18) ¾ enolate anions (Chapter 19) Organic Lecture Series 4 – the carbonyl group consists of one sigma bond formed by the overlap of sp 2 hybrid orbitals and one pi bond formed by the overlap of parallel 2 p orbitals – pi bonding and pi antibonding MOs for formaldehyde
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Organic Lecture Series 5 – the functional group of an aldehyde is a carbonyl group bonded to a H atom and a carbon atom – the functional group of a ketone is a carbonyl group bonded to two carbon atoms Ethanal (Acetaldehyde) O CH 3 Methanal (Formaldehyde) O HCH Propanone (Acetone ) O 3 CCH 3 Organic Lecture Series 6 Nomenclature IUPAC names: • the parent chain is the longest chain that contains the functional group •f o r a n aldehyde , change the suffix from -e to -al al • for an unsaturated aldehyde, change the infix from -an an - to -en en - ; the location of the suffix determines the numbering pattern • for a cyclic molecule in which -CHO is bonded to the ring, add the suffix - carbaldehyde carbaldehyde
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Organic Lecture Series 7 H O 3-Methylbutanal 2-Propenal (Acrolein) (2 E )-3,7-Dimethyl-2,6-octadienal (Geranial) 1 2 3 4 5 6 7 8 H O H O CHO HO Cyclopen tane- carbaldehyde trans -4-Hydroxycyclo- hexanecarbaldehyde 1 4 C 6 H 5 -3-Phenyl-2-propenal (Cinnamaldehyde) Benzaldehyde Organic Lecture Series 8 IUPAC names • the parent alkane is the longest chain that contains the carbonyl group • for ketones, change the suffix -e to -one one • number the chain to give C=O the smaller number • the IUPAC retains the common names acetone, acetophenone, and benzophenone Propanone (Acetone) Benzophenone 1-Phenyl-1-pentanone Acetophenone OO O O
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Organic Lecture Series 9
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318-10 - Organic Lecture Series CH 318 N LECTURE 10...

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