Mass spectrometry formula

Separation of families by merely increasing the resolution evidently can not be used when the two chemical families have the same molecular formula. This is particularly true for naphthenes and olefins of the formula, C H2 , which also happen to have very similar fragmentation patterns. Resolution of these two molecular types is one of the problems not yet solved by mass spectrometry, despite the efforts of numerous laboratories motivated by the refiner s major interest in being able to make the distinction. Olefins are in fact abundantly present in the products from conversion processes. 

Ultraviolet visible (UV VIS) spectroscopy, which probes the electron distribution especially m molecules that have conjugated n electron systems Mass spectrometry (MS), which gives the molecular weight and formula both of the molecule itself and various structural units within it... 

By high-resolution mass spectrometry, ions of known mass from a standard substance can be separated from ions of unknown mass derived from a sample substance. By measuring the unknown mass relative to the known ones through interpolation or peak matching, the unknown can be measured. An accurate mass can be used to obtain an elemental composition for an ion. If the latter is the molecular ion, the composition is the molecular formula. 

Among the modem procedures utilized to estabUsh the chemical stmcture of a molecule, nuclear magnetic resonance (nmr) is the most widely used technique. Mass spectrometry is distinguished by its abiUty to determine molecular formulas on minute amounts, but provides no information on stereochemistry. The third most important technique is x-ray diffraction crystallography, used to estabUsh the relative and absolute configuration of any molecule that forms suitable crystals. Other physical techniques, although useful, provide less information on stmctural problems. 

A compound with the molecular formula C7///JNO3, determined by mass spectrometry, was isolated from the plant Petiveria alliacea (Phytolaccaceae). What is its structure given the set of NMR results 52 ... 

Amongst products isolated from Heliotropium spathulatum (Boraginaceae) were 9 mg of a new alkaloid which gave a positive Ehrlich reaction with p-dimethylaminobenzaldehyde The molecular formula determined by mass spectrometry is CisH2sNOs. What is the structure of the alkaloid given the set of NMR results 54 Reference is useful in providing the solution to this problem. Conditions CDCI3, 9 mg per 0.3 ml, 25 °C, 400 MHz ( //), 100 MHz ( C). (a) HH COSY plot ... 

The male sex hormone testosterone contains C, H, and O and has a mass of 288.2089 amu as determined by high-resolution mass spectrometry. What is the likely molecular formula of testosterone ... 

Camphor, a saturated monoketone from the Asian camphor tree, is used among other things as a moth repellent and as a constituent of embalming fluid. If camphor has M+ = 152.1201 by high-resolution mass spectrometry, what is its molecular formula How many rings does camphor have ... 

B Nicotine is a diamino compound isolated from dried tobacco leaves. Nicotine has two rings and M + = 162.1157 by high-resolution mass spectrometry. Give a molecular formula for nicotine, and calculate the number of double bonds. 

We saw in Chapter 12 that mass spectrometry gives a molecule s formula and infrared spectroscopy identifies a molecule s functional groups. Nuclear magnetic resonance spectroscopy does not replace either of these techniques rather, it complements them by "mapping" a molecule s carbon-hydrogen framework. Taken together, mass spectrometry, JR, and NMR make it possible to determine the structures of even very complex molecules. 

Mass spectrometry Molecular size and formula IR spectroscopy Functional groups present NMR spectroscopy Carbon-hydrogen framework UV spectroscopy Nature of conjugated tt electron system... 

The luciferin produces a blue oxidation product during its purification process. In the DEAE chromatography of luciferin, this blue compound is eluted before the fractions of luciferin. The fractions of the blue compound were combined and purified by HPLC on a column of Hamilton PRP-1 (7 x 300 mm) using methanol-water (8 2) containing 0.1% ammonium acetate. The purified blue compound showed absorption peaks at 234, 254, 315, 370, 410, 590 (shoulder) and 633 nm. High-resolution FAB mass spectrometry of this compound indicated a molecular formula of C l C Nai m/z 609.2672 (M - Na + 2H)+, and mlz 631.2524 (M + H)+]. These data, together with the HNMR spectral data, indicated the structure of the blue compound to be 8. 

The molecular formulas of PMs (Table 9.5) obtained by high-resolution mass spectrometry in collaboration with Prof. Y. Kishi, Harvard University, indicate that PMs are formed by the condensation of three molecules of PS and two molecules of methylamine, with the removal of four water molecules. No study has been made on their conformational isomers. 

To find the molecular formula of a compound, we need one more piece of information—its molar mass. Then all we have to do is to calculate how many empirical formula units are needed to account for the molar mass. One of the best ways of determining the molar mass of an organic compound is by mass spectrometry. We saw this technique applied to atoms in Section B. It can be applied to molecules, too and, although there are important changes of detail, the technique is essentially the same. 

Mass spectrometry has been used to show that the molar mass of vitamin C is 176.12 g-mol-1. Given its empirical formula of C3H4O3, what is the molecular formula of vitamin C ... 

The following is a procedure recommended for elucidating the structure of complex organic molecules. It uses a combination of different NMR and other spectroscopic techniques. It assumes that the molecular formula has been deduced from elemental analysis or high-resolution mass spectrometry. Computer-based automated or interactive versions of similar approaches have also been devised for structural elucidation of complex natural products, such as SESAMI (systematic elucidation of structures by using artificial machine intelligence), but there is no substitute for the hard work, experience, and intuition of the chemist. 

P.C. Jurs, B.R. Kowalski and T.L. Isenhour, Computerized learning machines applied to chemical problems. Molecular formula determination from low resolution mass spectrometry. Anal. Chem., 41 (1969)21-27. 

To assure consistency and speed in multidisciplinary structure analysis of low-MW compounds involving various techniques (IR, NMR, MS, etc.) most industrial laboratories use a Standard Operating Procedure (SOP). In such schemes IR analysis is frequently used as a cheap filter for a quick starting control and as a means for verification. As IR detects only structural units identification of an unknown compound on the basis of IR is difficult. Mass spectrometry is used as the prime identification tool and is especially important in the determination of the exact mass and gross formulae. While structural prognostication on the basis of MS is difficult for the non-expert, a posteriori interpretation is quite feasible. H NMR is both easy and cheap, however requires greater sample quantities than either... 

High resolution is used to determine the exact mass of an ion species in a mixture knowledge of the exact mass of an unknown substance allows its atomic composition to be established. Target analysis exact mass determination proves the presence of a particular ion species (compound) in a mixture. Mass spectrometry is perhaps the only method that can be used to find the empirical formulae of compounds that are not completely pure. 

If you are lucky, the ion with the highest mass to charge value will be the molecular ion. However, this is often not the case, as textbooks on mass spectrometry make clear. If it is possible to carry out high resolution mass spectrometry on the molecules in question, and the molecular ion is indeed observed, the exact mass can be used in combination with tables to obtain the molecular formula directly. Alternatively, you can use the internet (http //www.sisweb. com/cgi-bin/masslO.pl) to calculate and plot mass distributions for any molecular fragment you think may be present. 

Analysis and mass spectrometry showed it to have the molecular formula C HeBrFa. This could have been formed by the addition of magnesium bromide to tetrafluorobenzyne followed by the elimination of magnesium bromide-fluoride to give bromotrifluorobenzyne (30) and hence the compound (31). Analysis of the 19F n.m.r. spectrum and more particularly the preparation of (31) from o-bromotetrafluorophenyl-magnesium bromide and benzene confirmed the suggested mechanism. In this latter reaction the ratio of (31) to (24) was 99 1 54>. 

Attempts to crystallize a phosphonato complex invariably led to the formation of glassy materials. For example, a solid compound was obtained that analyzed as K2Be(H2mdp)2 2H20. Electrospray mass spectrometry spectra of this product confirm the stoichiometry the most abundant peaks corresponded to the formulas [Be(H2mdp)2]2 in the negative ion ESMS spectrum and K8[Be(H2mdp)] + in the positive ion ESMS spectrum (260). 

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