A compound with the molecular formula C6H11BrO2 shows an intense band at 1739 cm-1 in the IR spectrum. The mass spectrum shows signals at m/z = 194 and 196 (about 1:1 intensity); 149 and 151 (about 1:1 intensity); 115; 121 and 123 (about 1:1 intensity); 166 and 168 (about 1:1 intensity); and 29. Suggest a reasonable structure for this compound that is consistent with this data.

A compound with the molecular formula C6H11BrO2 shows an intense band at 1739 cm-1 in the IR spectrum. The mass spectrum shows signals at m/z = 194 and 196 (about 1:1 intensity); 149 and 151 (about 1:1 intensity); 115; 121 and 123 (about 1:1 intensity); 166 and 168 (about 1:1 intensity); and 29. Suggest a reasonable structure for this compound that is consistent with this data.

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter12: Structure Determination: Mass Spectrometry And Infrared Spectroscopy

Section12.SE: Something Extra

Problem 50AP

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