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310-9 - 1 CH 310 N T Th 2-3:30 LECTURE 9 Textbook...

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Unformatted text preview: 1 CH 310 N T Th 2-3:30 LECTURE 9 Textbook Assignment: Chapter 16 Homework (for credit): POW 4 posted- Today’s Topics: The carbonyl group- addition reactions Notice & Announcements: Exam 1– Grading In Progress Organic Lecture Series Organic Lecture Series Organic Lecture Series Organic Lecture Series 2 Aldehydes Aldehydes And And Ketones Ketones Organic Lecture Series Organic Lecture Series Organic Lecture Series Organic Lecture Series 3 The Carbonyl Group The next chapters cover the physical and chemical properties of classes of compounds containing the carbonyl group, C=O h aldehydes and ketones (Chapter 16) h carboxylic acids (Chapter 17) h acid halides, acid anhydrides, esters, amides (Chapter 18) h enolate anions (Chapter 19) 2 Organic Lecture Series Organic Lecture Series Organic Lecture Series Organic Lecture Series 4 Physical Properties Physical Properties Oxygen is more electronegative than carbon (3.5 vs 2.5) and, therefore, a C=O group is polar – aldehydes and ketones are polar compounds and interact in the pure state by dipole-dipole interaction – they have higher boiling points and are more soluble in water than nonpolar compounds of comparable molecular weight Organic Lecture Series Organic Lecture Series Organic Lecture Series Organic Lecture Series 5 Spectral Properties Spectral Properties • IR: IR: Carbonyl-Aldehydes 1720-1725; also show m C-H @ 2720; Ketones 1710-1715 (aryl ketones 1680) • NMR: NMR: Aldehydes 9.5-10.2 (s) ketones protons α to 2.1-2.3 can be 2.2-2.6 • 13 13 CNMR: CNMR: carbonyl carbon 180-215 ppm • MS: MS: Aldehydes (M-1) loss of aldehyde H; loss of CO (M-28); both groups undergo α cleavage Organic Lecture Series Organic Lecture Series Organic Lecture Series Organic Lecture Series 6 1680 3 Organic Lecture Series Organic Lecture Series Organic Lecture Series Organic Lecture Series 7 O a b b c c c s, 3 H m, 3 H m, 2 H a b c d d Organic Lecture Series Organic Lecture Series Organic Lecture Series Organic Lecture Series...
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