The 'H NMR, 13C NMR and mass spectra of an unknown compound provide the following information: Proton NMR signals: Triplet at 1.3 ppm, ratio = 3 Multiplet at 1.9 ppm, ratio = 2 Triplet at 2.8 ppm, ratio = 2 Doublet at 7.1, ratio 2 Doublet at 7.4, ratio = 2 Carbon NMR signals: 7 separate signals indicating the presence of 9 carbon atoms· Mass spectrum: M+ = 198; M+2 = 200; ratio 1:1 What is this unknown.compound? 2-Bromo-1-methyl-benzene Propylbenzene 2,4,6-Trichloro-ethyl-benzene O 4-Bromo-propyl-benzene O 1-Amino-4-bromo-benzene

The 'H NMR, 13C NMR and mass spectra of an unknown compound provide the following information: Proton NMR signals: Triplet at 1.3 ppm, ratio = 3 Multiplet at 1.9 ppm, ratio = 2 Triplet at 2.8 ppm, ratio = 2 Doublet at 7.1, ratio 2 Doublet at 7.4, ratio = 2 Carbon NMR signals: 7 separate signals indicating the presence of 9 carbon atoms· Mass spectrum: M+ = 198; M+2 = 200; ratio 1:1 What is this unknown.compound? 2-Bromo-1-methyl-benzene Propylbenzene 2,4,6-Trichloro-ethyl-benzene O 4-Bromo-propyl-benzene O 1-Amino-4-bromo-benzene

Macroscale and Microscale Organic Experiments

7th Edition

ISBN:9781305577190

Author:Kenneth L. Williamson, Katherine M. Masters

Publisher:Kenneth L. Williamson, Katherine M. Masters

Chapter13: Mass Spectrometry

Section: Chapter Questions

Problem 3Q

See similar textbooks

Similar questions

Phenacetin, a substance formerly used in over-the-counter headache remedies, has the formula C10H13NO2. Phenacetin is neutral and does not dissolve in either acid or base. When warmed with aqueous NaOH, phenacetin yields an amine, C8H11NO, whose 1H NMR spectrum is shown. When heated with HI, the amine is cleaved to an aminophenol, C6H7NO. What is the structure of phenacetin, and what are the structures of the amine and the aminophenol?
A 13C NMR spectrum of commercially available 2,4-pentanediol, shows five peaks at 23.3, 23.9, 46.5, 64.8, and 68.1 . Explain.
Choose the structure corresponding to the given 1H and 13C NMR spectra
Determine the structure from the FTIR and mass spectrum. The proton NMR has a singlet with an integration of 6 hydrogens at 2.6 ppm, a triplet with an integration of 1 hydrogen at 7.41 ppm, and a doublet with an integration of 3 hydrogens at 7.25 ppm.
Assign the H NMR spectra of compounds 1 and 2 and discuss their main differences and similarities. Use the numbering system 1-5 provided in the chemical structure of compound 1 and 6-12 for compound 2. And labels A-E and F-L provided for resonance signal peaks in spectra
A compound used as a moth repellant has three molecular ion peaks at m/z = 146 (100%), 148 (65%) & 150 (10%) amu in its mass spectrum. A pair of smaller peaks are seen at m/z= 111 (34%) & 113 (11%). The infrared spectrum shows sharp absorption just above 3000 cm^-1 region, and also at 1480 cm^-1. The ^1 H nmr shows a single sharp signal at delta = 7.2 ppm, and the ^13 C nmr has two signals (delta = 133 & 130 ppm).
3 The 1H- and 13C-NMR data of an ester of molecular formula C6H10O2 are given below. Also shown are the COSY and HETCOR NMR spectra of the ester. Identify the ester, explaining how you reach your conclusion. 1H-NMR: 7.20-6.90 (1H), 5.85 (1H), 4.16 (2H), 1.88 (3H), 1.31 (3H) ppm 13C-NMR: 166.7, 144.5, 123.0 , 60.2, 18.0, 14.3 ppm
A hydrocarbon, compound B, has molecular formula C6H6, and gave an NMR spectrum with two signals: delta 6.55 pm and delta 3.84 pm with peak ratio of 2:1. When warmed in pyridine for three hr, compound B quantitatively converts to benzene. Mild hydrogenation of B yielded another compound C with mass spectrum of m/z 82. Infrared spectrum showed no double bonds; NMR spectrum showed one broad peak at delta 2.34 ppm. With this information, address the following questions. a) How many rings are in compound C? b) How many rings are probably in B? How many double bonds are in B? c) Can you suggest a structure for compounds B and C? d) In the NMR spectrum of B, the up-field signal was a quintet, and the down field signal was a triplet. How must you account for these splitting patterns?
Predict the H-NMR spectra of Diphenylacetylene including number of signals, chemical shift of each signal, multiplicity (splitting) of each signal and integration of each signal.
1H NMR spectrum is shown below. Is it an ester found in wintergreen oil or an ester that is commonly used as a pain reliever. Both esters can be made from salicylic acid. Based on this information, determine the structure/identity of the ester corresponding to Spectrum 1.
Compound A is a hydrocarbon with a molar mass of 96g/mol, with the given C13 spectral data. When compound A reacts with BH3 followed by the treatment with basic H2O2 it is converted to compound B. Propose structures for A and B, explain your analysis.Compound A- Proton decoupled C NMR: 26.8, 28.7, 35.7, 106.9, 149.7 δ.DEPT-90: No peak.DEPT-135: No positive peaks; negative peaks at 26.8, 28.7, 35.7, 106.9 δ.Compound B- Proton decoupled C NMR: 26.1, 26.9, 29.9, 40.5, 68.2 δ.DEPT-90: 40.5 δ.DEPT-135: positive peak at 40.5 δ; negative peaks at 26.1, 26.9, 29.9, 68.2 δ
Propose a structure for an alcohol with molecular formula C5H10O by interpreting the following IR, 1H and 13C NMR.