Connect Access Card Two Year for Organic Chemistry
Connect Access Card Two Year for Organic Chemistry
10th Edition
ISBN: 9781259636868
Author: Francis Carey
Publisher: McGraw-Hill Education
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Chapter 21.2, Problem 7P
Interpretation Introduction

Interpretation:

An explanation corresponding to the fact that the compound, 1-(3,4-dimethoxyphenyl)propan-2-one on heating with D2O containing K2CO3 shows signals for the protons in the OCH3 group and for those on the aromatic ring only in its 1H NMR spectrum is to be stated.

Concept introduction:

In carbonyl compounds, the protons present on their α carbon atoms are found to be most acidic in nature and are commonly called as α protons.

Proton NMR spectroscopy identifies the amount of hydrogen atoms present in a molecule and the nature of the functional group.

The value of chemical peaks based upon the chemical environment around the hydrogen atom.

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An unknown compound D exhibits a strong absorption in its IR spectrumat 1692 cm−1. The mass spectrum of D shows a molecular ion at m/z =150 and a base peak at 121. The 1H NMR spectrum of D is shown below.What is the structure of D?
Question 3 [20]3.1 Propose structures for compounds that fit the following data:a) A ketone with M+ = 72 and fragments at m/z = 57 and m/z = 29(3)b) An alkane with M+ = 86 and fragments at m/z = 71, m/z = 41 and m/z = 15(4)3.2 Propose fragmentation patterns of the molecules below to determine which molecule willshow m/z peaks at 43, 57, 87, 101 and 116:a) Isopropyl bromideb) Propyl chloridec) sec-Butyl isopropyl ether(13)
Elemental analysis determined unknown Compound G to contain 40.0 % carbon, 6.7 % hydrogen.  Compound G had an M+ = 60 m/z on its MS.  Its IR displayed three absorbances: strong at 1710, strong below 3000, and broad from 2500 to 3500.  The proton NMR showed an absorbance at 1.7 ppm (lowest whole number ratio of H =3), and an absorbance at 11.5 ppm (lowest whole number ratio of H = 1).  Compound G was able to turn blue litmus paper red, and neutralize a base.  What is Compound G?     CH3CO2H     Formaldehyde     HO                 \               C = CH2       / HO     CH2(OH)CHO     CH(OH)=CH(OH)

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Connect Access Card Two Year for Organic Chemistry

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