Consider the molecule below, shown from two different perspectives. Which statement accurately describes the proton environments expected in 'H NMR? Br. CI Br CI H H H View 1 View 2 There are two distinct hydrogen environments. There is a plane of symmetry that can be drawn through the CH2 group. There are four distinct hydrogen environments. Two hydrogens are diastereotopic based on their positions relative to the halogen atoms; they cannot be interchanged by a symmetry reflection or rotation. O There are three distinct hydrogen environments. The CH2 hydrogens are equivalent because each one is adjacent to both a chlorine atom and a bromine atom.

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Answer this question and explain. 

Consider the molecule below, shown from two different perspectives. Which statement
accurately describes the proton environments expected in 'H NMR?
Br
CI
Br
CI
H
H
H
View 1
View 2
There are two distinct hydrogen environments. There is a plane of symmetry that can be
drawn through the CH2 group.
There are four distinct hydrogen environments. Two hydrogens are diastereotopic based
on their positions relative to the halogen atoms; they cannot be interchanged by a
symmetry reflection or rotation.
There are three distinct hydrogen environments. The CH2 hydrogens are equivalent
because each one is adjacent to both a chlorine atom and a bromine atom.
Transcribed Image Text:Consider the molecule below, shown from two different perspectives. Which statement accurately describes the proton environments expected in 'H NMR? Br CI Br CI H H H View 1 View 2 There are two distinct hydrogen environments. There is a plane of symmetry that can be drawn through the CH2 group. There are four distinct hydrogen environments. Two hydrogens are diastereotopic based on their positions relative to the halogen atoms; they cannot be interchanged by a symmetry reflection or rotation. There are three distinct hydrogen environments. The CH2 hydrogens are equivalent because each one is adjacent to both a chlorine atom and a bromine atom.
Expert Solution
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NMR spectroscopy is a very important tool for the determination of the structure of the organic compound. The NMR spectrum provides the following details about the structure of the organic compound:

  • The number of signals: The number of signals gives information about the different types of hydrogen atoms.
  • Position of signal: The position of the signal tells us about the electronic environment of hydrogen.
  • Splitting of signal: Splitting of the signal tells us about the number of neighboring hydrogen atoms present. If the number of the neighboring hydrogen atom is n then the signal splits in (n+1) peak.
  • Area of signal: The area of the signal provides information about the number of hydrogen atoms responsible for the signal.
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