Question

TReferences [Review Topics] Draw the structure of the compound C,H,O, from its proton ("H) NMR spectrum below. First-order spin-upin splitting rules and equal coupling constants can be assumed. (Detailed analysis of any non-first order portions of the spectrum will not be required.) Integral ratios to the nearest whole number are (left to right) 1:5:1:3. Flash Installation and Troubleshooting Used with permission from Aldrich Chemical Co., Inc. Solvent CDC *5Y ZOOM MEASURE 104 83 63 Chemical shift, (ppm) 21 (Use your cursor to read the chemical shift scale. Spin-spin splitting multiplets can be expanded using the "Zoom" and y-axis expansion("x5 Y) tools.) • You do not have to consider stereochemistry • You do not have to explicitly draw Hatoms. . Do not include lone pairs in your answer. They will not be considered in the grading Previous Next Save and Ex -

Answer 1

Question 1

The double bond unsaturation of this compound is 5

The Broad peak at 12.0 ppm belongs to COOH proton.

The peaks at 7.01 ppm -7.38 ppm belongs to mono substituted phenyl ring.

The peak at 3.8 ppm belongs to CH group lies between COOH and aromatic ring.

The peak 1.8 ppm belongs to Methyl group

Using the information we can deduce the structure

Question 2

The double bond unsaturation of this compound is 0

There are two carbons .

one carbon is attached to oxygen and another methyl carbon present. Based on the molecular formula the compound must posses symmetry. it can ether group with similar groups on both side

Using the information we can deduce the structure

Question 1 COOH 2-phenylpropanoic acid Chemical Formula: CgH1002 Molecular Weight: 150.1770 ChemNMR 1H Estimation 1.46 7.35 3.75 OH 12.72 7.35 .35 O 7.297 7.35 PPM 6 Question 2 2-isopropoxypropane Chemical Formula: C8H140 Molecular Weight: 102.1770 ChemNMR 13C Estimation 22.6 1724.0 72. 4 22.6 80 ' 70 ' 60 ' 50 40 30 20 10 . o PPM