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Chapter 13: Q 5. (page 501)

Question: What molecular ions would you expect for the compound depicted in the ball-and-stick model?

Short Answer

Expert verified

Answer

For the given compound, 162 and 164 molecular ions are expected.

Step by step solution

01

Identify the elements by analyzing the model

The tetravalent black ball symbolizes a carbon atom, the white ball symbolizes a hydrogen atom.

The red ball with only one bond, that is double the size of a carbon atom, must be a bromine atom.

02

Predicting the molecular ion

The molecular ion is predicted by calculating the molecular weight of the compound. A molecular ion is formed when a molecule experiences either the removal or addition of one/multiple electrons.

03

Determination of the molecular ions

The given molecular formula is C6H11Br. Bromine has two isotopes,79Br and 81Br.

The molecular weight is calculated below:

C6H1179Br  = 6×12+11×1+79×1=72+11+79=162

C6H1181Br  = 6×12+11×1+81×1=72+11+81=164

Hence, the molecular ions are 162 and 164.

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Most popular questions from this chapter

Question:Propose a structure consistent with each set of data.

a. a compound that contains a benzene ring and has a molecular ion at m/z= 107

b. a hydrocarbon that contains only sp3 hybridized carbons and a molecular ion at m/z= 84

c. a compound that contains a carbonyl group and gives a molecular ion at m/z= 114

d. a compound that contains C, H, N, and O and has an exact mass for the molecular ion at

101.0841

Question:Suppose you have two bottles, labeled ketone A and ketone B. You know that one bottle contains CH3CO(CH2)5CH3and one contains CH3CH2CO(CH2)4CH3but you do not know which ketone is in which bottle. Ketone A gives a fragment at m/z= 99 and ketone B givesa fragment at m/z= 113. What are the likely structures of ketones A and B from these fragmentation data?

Question: Which of the following possible structures for X can be excluded on the basis of its IR spectrum?

Question: Treatment of benzaldehyde (C6H5CHO) with Zn(Hg) in aqueous HCl forms a compound Z that has a molecular ion at 92 in its mass spectrum. Z shows absorptions at 3150–2950, 1605, and 1496 cm-1 in its IR spectrum. Give a possible structure for Z.

Question: The carbonyl absorption of an amide typically occurs in the 1630–1680 cm-1 range, while the carbonyl absorption of an ester occurs at much higher wavenumber, typically 1735–1745 cm-1 . Account for this difference.
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