The infrared spectrum of the compound with the mass spectrum shown below lacks a
ID: 985439 • Letter: T
Question
The infrared spectrum of the compound with the mass spectrum shown below lacks any significant absorption above 3000 cm-1. There is a distinct peak near 2750 cm-1 and another strong peak near 1730 cm-1. molecular ion: M+ = 100.
The infrared spectrum of the compound with the mass spectrum shown below lacks any significant absorption above 3000 cm1. There is a distinct peak near 2750 cm and another strong peak near 1730 cm molecular ion: M-100. 20 60 m/z Reprinted courten ef the Naticnal Instituid of Standards and Tecknolegy, U.S. Department of Commeret. Net eepyrightable in tke nited States Which of the following structures is consistent with the data? 0Explanation / Answer
Option A is the correct answer.
It is an straight chain aldehyde.
In the IR spectrum, the peak at 1730 corresponds to carbonyl group of non conjugated aldehyde. Hence, options B and D (containing keto groups) are ruled out. The mass spectrum is characteristic of unbranched aldehyde as we can see M-18 peak (loss of water), M-28 peak (loss of ethylene), M-43 peak (loss of CH2=CH-O) and M-44 peak (loss of CH_2=CH-OH)
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