Chemical ionization mass spectrometry studies. Nitric oxide as a reagent gas

Hunt, Donald F.; Ryan, James F.

doi:10.1039/c39720000620

Cited by 64 publications

(29 citation statements)

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“…Hunt and Ryan have reported that the nitric oxide chemical ionization spectra of secondary alcohols show abundant (M -1)+, (M -17)+, and (M -2 + 30)+ ions. 17 It was proposed that the (M -2 + 30)+ ion is formed by oxidation of the alcohol and subsequent attachment of NO+ to the resulting ketone.17 However, reaction of NO4 with 1 and 2 yields ( + 30)+ ions and no (M -2 + 30)4…”

Section: + G+ -M-+ + Gmentioning

confidence: 99%

Mass spectrometry. Comparison of the electron impact and chemical ionization fragmentations of 8,9-dehydro-2-adamantanol and 2-exo-protoadamantenol

Jelus¹,

Munson²,

Babiak³

et al. 1974

J. Org. Chem.

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10%), 229 (7%); nmr 1.12 (s, 3 H, C-4 CH3), no resonance for the C-3 proton. The compound showed a single component on analysis by tic and glc (on four systems noted above).The less polar major component (19.0 mg) on tic showed a mass spectrum which was very similar to that of [3a,4d-2H2]-4a-methylcholest-5-en-3d-ol (V) with additional ions at 399 (90%) and 366 (3%). The nmr spectrum showed the presence of signals 4.95 (m), 5.62 (m), and 8.43 in addition to the resonances seen in the spectrum of III. The spectrum showed no absorbance at 3.71 (C-3 H) or at 3.90 seen in the spectrum of the less polar component obtained as a by-product in the synthesis of IV.

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Section: + G+ -M-+ + Gmentioning

confidence: 99%

Mass spectrometry. Comparison of the electron impact and chemical ionization fragmentations of 8,9-dehydro-2-adamantanol and 2-exo-protoadamantenol

Jelus¹,

Munson²,

Babiak³

et al. 1974

J. Org. Chem.

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“…than on the formation of the acylium ions A and B. This conclusion is confirmed by a comparison of the CI (NO) spectra of methyl (Z)-octadec-9-enoate obtained (a) with a Kratos MS 25 RF (NO pressure in the ion source [8][9][10][11][12] The mechanism of formation of the acyl ions is still not obvious. So far, the following observations have been reported : (i) the elemental composition has been confirmed by exact mass measurements;' (ii) the acylium structure has been confirmed by identical collisional activation ( We now present further experimental data which may shed some additional light on this peculiar process.…”

Section: Rch-chr' + No+ + Rco+(a) And/or R'co+(b)mentioning

confidence: 76%

Experiments on the formation of acylium ions from alkenic compounds following chemical ionization with no ⁺

Schneider

Budzikiewicz

1991

Org. Mass Spectrom.

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“…Reactions [6] and [7] are the lowest energy fragmentation routes (Fig. 3) while reactions [8] and [9], analogous to reactions [2] and [3] for C,H,,+, have been reported earlier (5) as higher energy fragmentation routes.…”

Section: Chemical Ionization Mass Spectra Of C6 Alkanolsmentioning

confidence: 99%

“…The exception to this trend is observed in the N,0/H2 CI spectra where, except for the tertiary alcohol, the (M -H)+ ion intensity is enhanced as a result of H-abstraction by NO+, present as one of the reactant ions. Hydride ion abstraction from alcohols by NO+ has been observed, as has the inability of NO+ to abstract H-from tertiary alcohols (7). It should be noted that a significant fraction of the C,H9+ ion signal may originate by H 2 0 loss from the (M -H)+ ion rather than by reaction [3].…”

mentioning

confidence: 99%

Effect of reaction exothermicity on the proton transfer chemical ionization mass spectra of isomeric C₅ and C₆ alkanols

Herman¹,

Harrison²

1981

Can. J. Chem.

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. Can. J. Chem. 59,2125Chem. 59, (1981. The chemical ionization mass spectra of eight C5 alkanols and fourteen C, alkanols have been obtained using H3+, N,H+, CO,H+, N20H+, and HCO+ as reactant ions. This choice of reactant ions allows the exothermicity of the protonation reaction to be varied from -90 kcal mol-I (H3+) to -50 kcal mol-' (HCO+). The major fragmentation reaction in all cases was H 2 0 elimination from the protonated alcohol forming the appropriate C,H,,+ or C6H1,+ alkyl ion. The extent of further fragmentation of the alkyl ions decreased with decreasing exothermicity of the protonation reaction and was greatest for alkyl ions derived from primary alcohols, less for alkyl ions derived from secondary alcohols, and very small for alkyl ions derived from tertiary alcohols. The results indicate that there is negligible rearrangement to more stable alkyl ions prior to attaining the critical configuration which determines the energy partitioning between R+ and H,O in the fragmentation of ROH,+. Other less important reaction modes in the CI spectra involved formation of (M -H)+ ions and formation of oxycarbonium ions by alkane elimination from protonated alcohols.

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Chemical ionization mass spectrometry studies. Nitric oxide as a reagent gas

Abstract: Preliminary results indicate that it may be possible to identify the functional group present in many organic compounds from chemical ionization mass spectra recorded with nitric oxide as the reagent gas.

Cited by 64 publications

References 0 publications

Mass spectrometry. Comparison of the electron impact and chemical ionization fragmentations of 8,9-dehydro-2-adamantanol and 2-exo-protoadamantenol

Mass spectrometry. Comparison of the electron impact and chemical ionization fragmentations of 8,9-dehydro-2-adamantanol and 2-exo-protoadamantenol

Experiments on the formation of acylium ions from alkenic compounds following chemical ionization with no ⁺

Effect of reaction exothermicity on the proton transfer chemical ionization mass spectra of isomeric C₅ and C₆ alkanols

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Chemical ionization mass spectrometry studies. Nitric oxide as a reagent gas

Abstract: Preliminary results indicate that it may be possible to identify the functional group present in many organic compounds from chemical ionization mass spectra recorded with nitric oxide as the reagent gas.

Cited by 64 publications

References 0 publications

Mass spectrometry. Comparison of the electron impact and chemical ionization fragmentations of 8,9-dehydro-2-adamantanol and 2-exo-protoadamantenol

Mass spectrometry. Comparison of the electron impact and chemical ionization fragmentations of 8,9-dehydro-2-adamantanol and 2-exo-protoadamantenol

Experiments on the formation of acylium ions from alkenic compounds following chemical ionization with no +

Effect of reaction exothermicity on the proton transfer chemical ionization mass spectra of isomeric C5 and C6 alkanols

Contact Info

Product

Resources

About

Experiments on the formation of acylium ions from alkenic compounds following chemical ionization with no ⁺

Effect of reaction exothermicity on the proton transfer chemical ionization mass spectra of isomeric C₅ and C₆ alkanols