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lecture 5 - Organic Lecture Series CH 310 N LECTURE 4...

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Organic Lecture Series 1 CH 310 N LECTURE 4 Textbook Assignment: Chapter 13 (NMR) Homework (for credit): Problem set 1 posted Today’s Topics: NMR- interpretation Notice & Announcements: Organic Lecture Series 2 Chemical Chemical Shifts Shifts 1 H- NMR NMR RCH 2 OR (CH 3 ) 4 Si ArCH 3 RCH 3 RC CH RCCH 3 ROH RCH 2 OH ArCH 2 R O O RCH 2 R R 3 CH R 2 NH RCCH 2 R R 2 C=CRCHR 2 R 2 C=CHR RCH O RCOH O RCH 2 Cl RCH 2 Br RCH 2 I RCH 2 F ArH O O R 2 C=CH 2 RCOCH 3 RCOCH 2 R ArOH 9.5-10.1 3.7-3.9 3.4-3.6 Type of Hydrogen 0 (by definition) Type of Hydrogen Chemical Shift ( δ ) 1.6-2.6 2.0-3.0 0.8-1.0 1.2-1.4 1.4-1.7 2.1-2.3 0.5-6.0 2.2-2.6 3.4-4.0 Chemical Shift ( δ ) 3.3-4.0 2.2-2.5 2.3-2.8 0.5-5.0 4.6-5.0 5.0-5.7 10-13 4.1-4.7 3.1-3.3 3.6-3.8 4.4-4.5 6.5-8.5 4.5-4.7 Revised: 9/5/11
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Organic Lecture Series 3 NMR in Aromatic systems Frequently, these positions will appear at different δ values. There can be as many as 3 types of protons & complex splitting. a a a b b c Organic Lecture Series 4
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Organic Lecture Series 5 a a b b c c Organic Lecture Series 6 a a b b
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Organic Lecture Series 7 a a b b b Organic Lecture Series 8 a a b b
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Organic Lecture Series 9 a a b b c c d d Organic Lecture Series 10 b a a b c c c
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