46 A molecule produces an IR spectrum with a majorpeak at 1700 cm-1. The mass spectrum has amolecular ion with a m/z of 86, a base peak with amz of 43 and another peak with m/z of 71. Draw astructure that best fits this data.Select to Draw

Identification of unknown compound with the help of given spectral data.

Answered: A molecule produces an IR spectrum with…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL2: Mass Spectrometry

Section: Chapter Questions

Problem 3E

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Following is the mass spectrum of an unknown compound. The two highest peaks are at m/z 120 and 122. Suggest a structure for this compound. (Data from http://webbook.nist.gov/chemistry/.)
Here are proton NMR data for 1-bromopropane: Ha : triplet (2H) 3.32ppm; Hb : multiplet (2H)1.81ppm; Hc : triplet (3H) 0.93ppm. (Relative integrations shown in parentheses.) a. Through how many bonds can a hydrogen split another hydrogen? b. According to this splitting rule, does Ha split Hc ? c. Is your answer in part a) consistent with the multiplicity listed for peak clusters a and c? d. How many hydrogenssplit Hb ? e. Upon very close inspection of the proton NMR spectrum of 1-bromopropane, you wouldfind that peak cluster b has at least six peaks. Is this consistent with your answer in part d)? f. Speculate as to why any peak cluster with more than four peaks is listed simply as a"multiplet."
The infrared spectrum of the compound with the mass spectrum shown below has a medium-intensity peak at about 1650 cm-1. There is also a C-H out-of-plane bending peak near 880 cm-1. Propose a structure consistent with the data.
A molecule produces an IR spectrum with key peaks at approximately 3300 and 2100 cm⁻¹. The mass spectrum has a molecular ion with a m/z = 68, and major fragment with m/z of 39. Draw a structure that best fits this data.
Identify the important peaks in the following MS spectral data and draw the structure of the important peaks in the following MS spectral data.
The base peak in the mass spectrum of hexanamide appears at m/z = 59. Draw the ion that corresponds to this mass peak, and show how it is produced from the molecular ion.
For each set of spectral data below, draw the skeletal structure of the molecule that is consistent with the data. a. C5H12OMajor IR peaks: 3000 -2850 cm-11H NMR: 1.10 ppm (doublet); 3.60 ppm (septet), 3.8 ppm (quartet), 1.05 ppm (triplet) b. C3H6Br2Major IR peaks: 3000 -2850 cm-11H NMR: 2.4 ppm (quintet) and 3.5 ppm (triplet)
Predict and compare IR stretching frequencies (cm-1) for each pair of compounds below .
The mass spectrum of compound C, with a molecular formula C8H7BrO2 is shown below. 1.Draw the most likely ion fragment for the signals at m/z 155, 159, 183, and 185.Explain why these signals appear as pairs with almost similar intensities in the mass spectrum. 2.Identify and draw the structure of compound C.
An unknown hydrocarbon has a molecular ion peak at m/e = 84, with a relative intensity of 31.3. The M+1 peak has a relative intensity of 2.06, and the M+2 peak has a relative intensity of 0.08. What is the molecular formula of this substance?
Which compounds (A-F) match with the corresponding IR spectrums (1-2)?
Q1. Why is it common to use CCl4 as a solvent in IR spectroscopy? Q3. After completion of the previous reaction, you end up seeing the following peaks: 3300 cm-1 (broad intense peak), 3060-3040 cm-1 (2 medium intensity peaks), 3030-3020-3010 cm-1 (3 small peaks), 1640 cm-1 (low intensity peak), 1585 cm-1 (medium intensity peak), 1410 cm-1 (medium intensity peak), 1100 cm-1 (strong intensity peak), 1010 cm-1 (medium intensity peak), 900-690 (many peaks, medium intensities). Give the molecular structure of the actual final product for the previous reaction. (Hint: it is not a carboxylic acid, nor the ketone previously drawn.) Q4. You want to take the IR spectrum of acetylene. How would you prepare your sample? Mention all important details of the sample preparation (no need to describe the acquisition).

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A molecule produces an IR spectrum with a major peak at 1700 cm-1. The mass spectrum has a molecular ion with a m/z of 86, a base peak with a mz of 43 and another peak with m/z of 71. Draw a structure that best fits this data.