Explain the peaks in the following mass spectra: a. 2-pentanone: m/e 86, 71, 57, 43 (100 %) b. 1,2-dichloroethane: m/e 100, 98, 64, 62 (100 %), 51, 49, 27 c. Bromocyclohexane: m/e 163, 161 (both very small), 83 (100 %), 55, 41.

Explain the peaks in the following mass spectra: a. 2-pentanone: m/e 86, 71, 57, 43 (100 %) b. 1,2-dichloroethane: m/e 100, 98, 64, 62 (100 %), 51, 49, 27 c. Bromocyclohexane: m/e 163, 161 (both very small), 83 (100 %), 55, 41.

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 14AP: Propose structures for compounds that fit the following mass-spectral data: (a) A hydrocarbon with...

See similar textbooks

Related questions

Q: If a peak (transition) in the IR spectrum of a compound is observed at 1560 cm for the C=0 moiety,…

Q: Identify and Interpret each fragment of the followving mass spectrum: (write as text) *Molecule…

Q: Which amomg the fragments below will be dectected by mass Spectrophotometer? [CH3CH3]+ CH3CH3…

A: Which among the fragments below will be detected by mass Spectrophotometer?

Q: F 100- Spectrum A 133 80 134 [M]* 105 40 20 - 0 rt 20 40 60 80 100 120 140 160 180 200 m/z Relative…

A: Mass spectrum is useful for measuring mass to charge ratio of the molecules which are present in a…

Q: Select the most reasonable formula for the compounds with the following mass spectral data. M m/z…

Q: The mass spectrum of 2,3-dimethylpentane [(CH3)2CHCH(CH3)CH2CH3]shows fragments at m/z = 85 and 71.…

A: The structure of 2,3-dimethylpentane is, The two methayl groups are present at second and third…

Q: Suggest a way of distinguishing between pentan-2-one and pentan-3-one (CH3COCH2CH2CH3 and…

A: Introduction: The mass spectrometry is used for the analysis of the structure of the molecules. The…

Q: 100 M+ 80 Which of the following compounds would be consistent with-a compound having the following…

A: According to the given spectrum. M+ ion peak have m/z ratio 93. molecular ion peak is equal to its…

Q: The low-resolution mass spectrum of an unknown analgesic X had a molecular ion of 151. Possible…

A: The exact molar masses of C, H, N, and O are shown below.

Q: Account for the presence of the following peak in the mass spectrum of hexanoic acid,…

A: Molecular ions are positive ions and it is formed, when the electrons with high sufficient energy…

Q: ollowing is the mass spectrum of bromocyclopentane. The molecular ion mlz 148 is of such low…

Q: Predict the masses and the structures of the most abundant fragments observed in the mass spectra of…

A: (a) The mass and the structure of the most abundant fragments observed in the mass spectra of the…

Q: 5. 2 8. PPM

Q: A mass spectrum shows significant peaks at m>z = 87, 115, 140, and 143. Which of the following…

A: The given compounds are,

Q: (d) What are metastable peaks? Mass spectrum of toluene exhibits two strong peaks at m/e =91 and…

A: The metastable peak is a peak in which the mass spectrum generated by ions created from decay of…

Q: Which structure would show major fragment ion at 59 and 73 m/z in its mass spectrum?

A: A compound is ionised and the ions are formed on the basis of mass/charge ratio.Principle of mass…

Q: 1. An aliphatic ketone absorbs at 1,715 cm-1. What is the frequency of this vibration in hertz,…

A: “Since you have asked multiple question, we will solve the first question for you. If you want any…

Q: Calculate the HDI of each FM and propose 2 structures for two molecules that are isomers. Specify…

A: Degree of unsaturation (index of hydrogen deficiency ): The given absorption frequencies in IR is,…

Q: The mass spectrum of an alkene, C3H16, exhibits a peak at m/z = 41. Draw two isomers that are…

A: C8H16 (DBE = 8 - (16/2)+1 = 9-8 = 1. Therefore the compound is 1-octene. ( see below for other…

Q: 4. Provide the structure of the fragments that are form in the mass spectrum shoWn below for the…

A: Mass spectrometry helps to determine the mass of ionic species using atomization techniques. Both…

Q: Consider the mass spectrum below. 100 80 60 40 20 0.0+ 0.0 40 100 m/z Part 1 Which peak is the…

A: In the mass spectrum, the greatest m/z value is likely to be the molecular ion. some compounds have…

Q: After creating her standard curve for absorption versus the concentration (M) of FD&C Red 40, a…

A: Given that,Linear equation, y = 2681x + -0.002.Consider Beer’s Law,Absorbance = e×l×c, where l =…

Q: Below is the mass spectrum and mass data of an unknown compound. 100 70 79 80 98 55 20 66 25 50 75…

A: The determination of the structure of the unknown molecule is accomplished by knowing the molecular…

Q: Which amomg the fragments below will be dectected by mass Spectrophotometer? [CH3CH3]+ CH3CH3…

A: In mass spectrometry, neutral and negatively charged particles are not detected.

Q: A mass peak at m/z = 59 appears in the mass spectrum of an amide, C5H11NO. Draw the structure of a…

A: Mass spectrometry helps to determine the presence of the compounds in the given mixture. The m/z…

Q: The base peak in the mass spectrum of 2,2,4-trimethylpentane [(CH3)3CCH2CH(CH3)2] occurs at m/z =…

Q: The low-resolution mass spectrum of an unknown analgesic X had a molecular ion of 151. Possible…

A: The exact molar masses of C, H, N, and O are shown below.

Q: How many carbon atoms are expected to be in a hydrocarbon sample if it shows M and M+1 peak…

A: Find the complete solution given below

Q: 4.Describe and explain the major differences between the IR of compounds 1 and 2 shown below.…

Q: The mass spectrum of 2,2-dimethylpropane shows only a very weak molecular ion peak at m/z = 72.…

Q: What are metastable peaks? Mass spectrum of toluene exhibits two strong peaks at m/e =91 and m/e=65.…

A: Mass spectra is used to determine the molecular formula and molecular structure of compound. It is…

Q: 15. In the mass sp peak is 4.7 and base peak is 100. Calculate the number of carbons in the 14. Give…

Q: The mass spectrum of CóH6Br is shown below. • Explain the two peaks at 156 and 158 m/z. Predict the…

A: From given spectra The two peaks of m/z of 156 and 158 is discussed and its molecular formula is…

Q: A compound gives a mass spectrum with essentially only three peaks at m/z = 77 (40%), 112 (100%),…

A: The given information is a compound gives a mass spectrum with peaks at m/z = 77 (40%), 112 (100%),…

Q: The mass spectrum of an alkene, C8H16, exhibits a peak at m/z = 41. Draw two isomers that are…

A: The possible isomers of an alkene C8H16 are as follows,

Q: The following two mass spectra represent 1-bromo-4-ethylbenzene and (1-bromoethyl)benzene,…

A: We can assign the spectrum by seeing the base peak means the most intense peak of the spectrum, we…

Q: 2-Methylhexane shows an intense peak in the mass spectrum at m/z = 85, 57 and 43. Propose the…

A: We have to predict the structure for given fragments.

Q: 12. The mass spectrum is usually depicted as a chart with increasing m/z from left to right. The…

A: (12) In the mass spectroscopy, the peak in most left is known as molecular ionic peak, it gives the…

Q: b Give the structure of the fragment responsible for the peak at 77 m/z.

Q: Based on the mass spectrum shown below, 100 73 N° 80 A 40 58 20 100 10 20 30 40 50 60 70 m/z 80 90…

A: In the mass spectrum, the greatest m/z value is likely to be the molecular ion.…

Q: What are metastable peaks? Mass spectrum of toluene exhibits two strong peaks at m/e 91 and m/e-65.…

A: The mass spectrum is used to determine the structure of a molecule using the mass to charge ratio.…

Q: 2-Methylhexane shows an intense peak in the mass spectrum at m/z = 85, 57 and 43. Propose the…

Q: Using the mass spectrum of 1-bromobutane. Propose a structural formula for the cation of m/z 29.

A: When electron beams extract an electron from 1-bromobutane, it breaks up to from fragment ion and…

Q: 31. How many percentage of the radical cation peak of (M +1) will be observed approximately when…

A: The relative natural abundance of M+1 that is 13C is 1.1% required the relative natural abundance of…

Q: Account for the formation of the base peaks in these mass spectra. Q.) Isobutylmethylamine, m/z 44

Concept explainers

NMR Spectroscopy

NMR stands for Nuclear Magnetic Resonance in which the study of different molecules is done based on the interaction of radiofrequency electromagnetic radiations with the nuclei of molecules placed in a strong magnetic field. A precise study of spectra of visible light and all bands of electromagnetic radiation is called spectroscopy.

Question

100%

19. Explain the peaks in the following mass spectra:
a. 2-pentanone: m/e 86, 71, 57, 43 (100 %)
b. 1,2-dichloroethane: m/e 100, 98, 64, 62 (100 %), 51, 49, 27
c. Bromocyclohexane: m/e 163, 161 (both very small), 83 (100 %), 55, 41.

Expert Solution

This question has been solved!

Explore an expertly crafted, step-by-step solution for a thorough understanding of key concepts.

This is a popular solution!

SEE SOLUTION Check out a sample Q&A here

Introduction

VIEW

Answer

VIEW

Trending now

This is a popular solution!

Step by step

Solved in 2 steps with 3 images

SEE SOLUTION Check out a sample Q&A here

Knowledge Booster

Learn more about

Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.

Similar questions

Write molecular formulas for compounds that show the following molecular ions in their high-resolution mass spectra, assuming that C, H, N, and O might be present. The exact atomic masses are: 1.007 83 (1H), 12.000 00 (12C), 14.003 07 (14N), 15.994 91 (16O). (a) M+=98.0844 (b) M+=123.0320
The mass spectrum and 13C NMR spectrum of a hydrocarbon are shown. Propose a structure for this hydrocarbon, and explain the spectral data.
The mass spectrum (a) and the infrared spectrum (b) of an unknown hydrocarbon are shown. Propose as many structures as you can.
Is the structure on the bottom right corner of the FTIR photo correct for the mass spectrum, FTIR, and a proton NMR that has a doublet with an integration of 3 hydrogens at 7.25 ppm, a triplet with an integration of 1 hydrogen at 7.41 ppm, and a singlet with an integration of 6 hydrogen at 2.6 ppm? If not, what is the correct structure?
The mass spectrum of 2,3-dimethylpentane [(CH3)2CHCH(CH3)CH2CH3]shows fragments at m/z = 85 and 71. Propose possible structures for theions that give rise to these peaks.
Account for the formation of the base peak in these mass spectra. ( Q.) Isobutylamine, m/z 30
1. An aliphatic ketone absorbs at 1,715 cm-1. What is the frequency of this vibration in hertz, which is cycles per second or just per second, reciprocal seconds? 2. What is the energy equivalent of this stretching vibration in kcal/mole? 3. Why does 3,4-diethyl-3-hexene not have a carbon to carbon double bond stretching absorption band? 4. Why does a carbon to oxygen double bond absorption band have a greater intensity than a carbon to carbon double bond absorption band? 5. Using only IR, explain in detail how one could most easily differentiate between oct-1-ene and oct-1-yne if all carbon to carbon bonds are ignored. 6. Using only IR, explain in detail how one could most easily differentiate between butan-1-ol and butanoic acid.
Account for the formation of the base peaks in these mass spectra. Q.) Isobutylmethylamine, m/z 44
Make a sketch of the partial mass spectrum of 1-bromoheptane, showing the position of the peaks for: [Masses: H=1; C=12; Br=79 and Br=81 (isotopes)] i) The Molecular ion(s) ii) The fragments resulting from a split between carbons 3 and 4. iii) The fragments resulting from a split between carbons 5 and 6.
How many carbon atoms are expected to be in a hydrocarbon sample if it shows M and M+1 peak intensities of 67.8 and 6.04 respectively?
Use equations to explain the prominent peaks at m>z 74 and m>z 87 in the mass spectrumof 2-methylpentanoic acid
What distinguishes the mass spectrum of 2,2-dimethylpropane from the mass spectra of pentane and isopentane?