1 / 11

COMBINED PROBLEM #1

COMBINED PROBLEM #1. PROBLEM 1 INFRARED SPECTRUM. C 4 H 10 O. PROBLEM 1 NMR SPECTRUM. 6. C 4 H 10 O. 2. 1. 1. doublet. multiplet. doublet. COMBINED PROBLEM #2. PROBLEM 2 INFRARED SPECTRUM. C 9 H 10 O 2. 1719. PROBLEM 2 NMR SPECTRUM. C 9 H 10 O 2. 3. 2. 5.

kimama
Download Presentation

COMBINED PROBLEM #1

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. COMBINED PROBLEM #1

  2. PROBLEM 1 INFRARED SPECTRUM C4H10O

  3. PROBLEM 1 NMR SPECTRUM 6 C4H10O 2 1 1 doublet multiplet doublet

  4. COMBINED PROBLEM #2

  5. PROBLEM 2 INFRARED SPECTRUM C9H10O2 1719

  6. PROBLEM 2 NMR SPECTRUM C9H10O2 3 2 5 two multiplets quartet triplet

  7. BASIC INFRARED KNOWLEDGE EXPANDED CH 3000 BASE VALUES OH 3600 NH 3400 CH 3000 C N 2250 C C 2150 C=O 1715 C=C 1650 C-O 1100 3300 3100 2900 2850 2750 C-H =C-H -C-H -CHO CH2 and CH3 bend :1465and1365 1800 1735 1725 1715 1710 1690 aldehyde acid acid chloride ester amide ketone anhydride : 1810 and 1760 EXPANDED C=O benzene C=C : between1400and1600 Also remember the effects of H-bonding, conjugation and ring size.

  8. NMR Correlation Chart -OH -NH DOWNFIELD UPFIELD DESHIELDED SHIELDED CHCl3 , TMS d (ppm) 12 11 10 9 8 7 6 5 4 3 2 1 0 H CH2Ar CH2NR2 CH2S C C-H C=C-CH2 CH2-C- CH2F CH2Cl CH2Br CH2I CH2O CH2NO2 C-CH-C RCOOH RCHO C=C C C-CH2-C C-CH3 O Ranges can be defined for different general types of protons. This chart is general, the next slide is more definite.

  9. O O O O O O O APPROXIMATE CHEMICAL SHIFT RANGES (ppm) FOR SELECTED TYPES OF PROTONS R-CH3 0.7 - 1.3 R-N-C-H 2.2 - 2.9 R-C=C-H R-CH2-R 1.2 - 1.4 4.5 - 6.5 R-S-C-H 2.0 - 3.0 R3CH 1.4 - 1.7 I-C-H 2.0 - 4.0 H R-C=C-C-H 1.6 - 2.6 Br-C-H 2.7 - 4.1 6.5 - 8.0 Cl-C-H 3.1 - 4.1 R-C-C-H 2.1 - 2.4 R-C-N-H RO-C-H 3.2 - 3.8 5.0 - 9.0 RO-C-C-H 2.1 - 2.5 HO-C-H 3.2 - 3.8 R-C-H HO-C-C-H 2.1 - 2.5 9.0 - 10.0 R-C-O-C-H 3.5 - 4.8 N C-C-H 2.1 - 3.0 O2N-C-H 4.1 - 4.3 R-C-O-H R-C C-C-H 2.1 - 3.0 11.0 - 12.0 F-C-H 4.2 - 4.8 C-H 2.3 - 2.7 R-N-H 0.5 - 4.0 Ar-N-H 3.0 - 5.0 R-S-H R-O-H 0.5 - 5.0 Ar-O-H 4.0 - 7.0 1.0 - 4.0 R-C C-H 1.7 - 2.7

  10. m 10 11 12 13 14 15 ALKENES s s Monosubstituted Disubstituted cis-1,2- s trans-1,2- s 1,1- s Trisubstituted m =C-H OUT OF PLANE BENDING Tetrasubstituted 1000 900 800 700 cm-1

  11. m 10 11 12 13 14 15 BENZENES Monosubstituted s s Disubstituted s ortho m s s meta para s RING H’s Trisubstituted OOPS m s 1,2,4 1,2,3 s m 1,3,5 s m combination bands 1000 900 800 700 cm-1

More Related