tutorial%205A

tutorial%205A - Chem 281 Tutorial Problem Set No. 5 1. a)...

Info iconThis preview shows pages 1–2. Sign up to view the full content.

View Full Document Right Arrow Icon
Chem 281 Tutorial Problem Set No. 5 1. a) C 3 H 6 O 2 (degree of unsaturation = 1) From IR: C-H stretch at 3002 cm -1 C=O stretch at 1746 cm -1 (ester) C-O stretch at 1246 cm -1 Also, no OH stretch therefore an ester function CO 2 This leaves C 3 H 6 O 2 – CO 2 = C 2 H 6 ; only one possible structure b) C 6 H 6 O (degree of unsaturation = 4) (when you see such a high degree of unsaturation the structure usually contains a benzene ring From IR: O-H stretch at 3226 cm -1 C-H stretch at 2956 cm -1 NO C=O stretch C-O stretch at 1238 cm -1 Based on O-H, C 6 H 6 O – OH = C 6 H 5 ; only one possible structure c) C 3 H 6 O (degree of unsaturation = 1) From IR: C-H stretch at 3005 cm -1 C=O stretch at 1715 cm -1 (ketone) This leaves C 3 H 6 O – CO = C 2 H 6 ; only one possible structure d) C 2 H 6 O (degree of unsaturation = 0) From IR: C-H stretch at 2938 cm -1 NO C=O stretch, NO O-H stretch C-O stretch at 1121 cm -1 only one possible structure 2. The following are predictions of where the protons should appear for each of the
Background image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full DocumentRight Arrow Icon
Image of page 2
This is the end of the preview. Sign up to access the rest of the document.

Page1 / 2

tutorial%205A - Chem 281 Tutorial Problem Set No. 5 1. a)...

This preview shows document pages 1 - 2. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online