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Bromine exists as two isotopes, $^{79}$Br and $^{81}$Br - VCE - SSCE Chemistry - Question 2 - 2011 - Paper 1

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Bromine exists as two isotopes, $^{79}$Br and $^{81}$Br. The mass spectrum of bromomethane, C$_2$H$_3$Br, with two molecular ion peaks at m/z 108 and 110, is shown b... show full transcript

Worked Solution & Example Answer:Bromine exists as two isotopes, $^{79}$Br and $^{81}$Br - VCE - SSCE Chemistry - Question 2 - 2011 - Paper 1

Step 1

Identify the species that produces the peak at m/z = 29.

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Answer

The species that produces the peak at m/z = 29 is C2_2H3_3Br, specifically the fragment ion formed by the loss of a bromine atom.

Step 2

What do the two molecular ion peaks indicate about the relative abundance of $^{79}$Br and $^{81}$Br? Give a reason for your answer.

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Answer

The presence of two peaks at m/z = 108 and m/z = 110 indicates that both isotopes of bromine are present in the compound C2_2H3_3Br. The peak at m/z = 110, which corresponds to C2_2H_3$$^{81}Br, is slightly higher than the peak at m/z = 108, which corresponds to C2_2H_3$$^{79}Br. This suggests that the relative abundance of 79^{79}Br is slightly more than that of 81^{81}Br, likely due to the natural abundance ratios of the isotopes.

Step 3

In the boxes below, draw the structural formula of each of the two compounds that have the molecular formula C$_2$H$_3$Br.

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  1. Structure 1: The structure of bromoethane, which is C2_2H5_5Br, has a straight-chain arrangement.

    1. Structure 2: The structure of vinyl bromide, C2_2H3_3Br, has a double bond between the two carbon atoms.

Step 4

Circle the structure above that corresponds to the 'H NMR spectrum provided. Justify your selection by referring to both the 'H NMR spectrum and to the structure of the compound.

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Answer

The structure corresponding to the provided 'H NMR spectrum is Structure 2 (vinyl bromide, C2_2H3_3Br). This is justified as the NMR spectrum shows a peak corresponding to the vinyl protons, which would be absent in the corresponding alkane (bromoethane). The region around 5-6 ppm typically indicates the presence of hydrogen atoms mentioned in vinyl groups.

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