Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition
Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a m...
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| Autor*in: |
Yin, Huiyong [verfasserIn] |
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| Format: |
Artikel |
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| Sprache: |
Englisch |
| Erschienen: |
2001 |
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| Schlagwörter: |
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| Anmerkung: |
© American Society for Mass Spectrometry 2001 |
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| Übergeordnetes Werk: |
Enthalten in: Journal of the American Society for Mass Spectrometry - Springer-Verlag, 1990, 12(2001), 4 vom: Apr., Seite 449-455 |
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| Übergeordnetes Werk: |
volume:12 ; year:2001 ; number:4 ; month:04 ; pages:449-455 |
| Links: |
|---|
| DOI / URN: |
10.1016/S1044-0305(01)00205-7 |
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| Katalog-ID: |
OLC2078703982 |
|---|
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| 245 | 1 | 0 | |a Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition |
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| 520 | |a Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. | ||
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| 650 | 4 | |a Bond Dissociation Energy | |
| 650 | 4 | |a Organic Peroxide | |
| 650 | 4 | |a Bond Dissociation Energy | |
| 650 | 4 | |a Homolysis | |
| 700 | 1 | |a Hachey, David L. |4 aut | |
| 700 | 1 | |a Porter, Ned A. |4 aut | |
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10.1016/S1044-0305(01)00205-7 doi (DE-627)OLC2078703982 (DE-He213)S1044-0305(01)00205-7-p DE-627 ger DE-627 rakwb eng 530 VZ 11 ssgn Yin, Huiyong verfasserin aut Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition 2001 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © American Society for Mass Spectrometry 2001 Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. Collision Induce Dissociation Bond Dissociation Energy Organic Peroxide Bond Dissociation Energy Homolysis Hachey, David L. aut Porter, Ned A. aut Enthalten in Journal of the American Society for Mass Spectrometry Springer-Verlag, 1990 12(2001), 4 vom: Apr., Seite 449-455 (DE-627)130977357 (DE-600)1073671-2 (DE-576)277732093 1044-0305 nnns volume:12 year:2001 number:4 month:04 pages:449-455 https://doi.org/10.1016/S1044-0305(01)00205-7 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_40 GBV_ILN_70 GBV_ILN_168 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4307 GBV_ILN_4313 AR 12 2001 4 04 449-455 |
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10.1016/S1044-0305(01)00205-7 doi (DE-627)OLC2078703982 (DE-He213)S1044-0305(01)00205-7-p DE-627 ger DE-627 rakwb eng 530 VZ 11 ssgn Yin, Huiyong verfasserin aut Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition 2001 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © American Society for Mass Spectrometry 2001 Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. Collision Induce Dissociation Bond Dissociation Energy Organic Peroxide Bond Dissociation Energy Homolysis Hachey, David L. aut Porter, Ned A. aut Enthalten in Journal of the American Society for Mass Spectrometry Springer-Verlag, 1990 12(2001), 4 vom: Apr., Seite 449-455 (DE-627)130977357 (DE-600)1073671-2 (DE-576)277732093 1044-0305 nnns volume:12 year:2001 number:4 month:04 pages:449-455 https://doi.org/10.1016/S1044-0305(01)00205-7 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_40 GBV_ILN_70 GBV_ILN_168 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4307 GBV_ILN_4313 AR 12 2001 4 04 449-455 |
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10.1016/S1044-0305(01)00205-7 doi (DE-627)OLC2078703982 (DE-He213)S1044-0305(01)00205-7-p DE-627 ger DE-627 rakwb eng 530 VZ 11 ssgn Yin, Huiyong verfasserin aut Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition 2001 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © American Society for Mass Spectrometry 2001 Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. Collision Induce Dissociation Bond Dissociation Energy Organic Peroxide Bond Dissociation Energy Homolysis Hachey, David L. aut Porter, Ned A. aut Enthalten in Journal of the American Society for Mass Spectrometry Springer-Verlag, 1990 12(2001), 4 vom: Apr., Seite 449-455 (DE-627)130977357 (DE-600)1073671-2 (DE-576)277732093 1044-0305 nnns volume:12 year:2001 number:4 month:04 pages:449-455 https://doi.org/10.1016/S1044-0305(01)00205-7 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_40 GBV_ILN_70 GBV_ILN_168 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4307 GBV_ILN_4313 AR 12 2001 4 04 449-455 |
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10.1016/S1044-0305(01)00205-7 doi (DE-627)OLC2078703982 (DE-He213)S1044-0305(01)00205-7-p DE-627 ger DE-627 rakwb eng 530 VZ 11 ssgn Yin, Huiyong verfasserin aut Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition 2001 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © American Society for Mass Spectrometry 2001 Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. Collision Induce Dissociation Bond Dissociation Energy Organic Peroxide Bond Dissociation Energy Homolysis Hachey, David L. aut Porter, Ned A. aut Enthalten in Journal of the American Society for Mass Spectrometry Springer-Verlag, 1990 12(2001), 4 vom: Apr., Seite 449-455 (DE-627)130977357 (DE-600)1073671-2 (DE-576)277732093 1044-0305 nnns volume:12 year:2001 number:4 month:04 pages:449-455 https://doi.org/10.1016/S1044-0305(01)00205-7 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_40 GBV_ILN_70 GBV_ILN_168 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4307 GBV_ILN_4313 AR 12 2001 4 04 449-455 |
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10.1016/S1044-0305(01)00205-7 doi (DE-627)OLC2078703982 (DE-He213)S1044-0305(01)00205-7-p DE-627 ger DE-627 rakwb eng 530 VZ 11 ssgn Yin, Huiyong verfasserin aut Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition 2001 Text txt rdacontent ohne Hilfsmittel zu benutzen n rdamedia Band nc rdacarrier © American Society for Mass Spectrometry 2001 Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. Collision Induce Dissociation Bond Dissociation Energy Organic Peroxide Bond Dissociation Energy Homolysis Hachey, David L. aut Porter, Ned A. aut Enthalten in Journal of the American Society for Mass Spectrometry Springer-Verlag, 1990 12(2001), 4 vom: Apr., Seite 449-455 (DE-627)130977357 (DE-600)1073671-2 (DE-576)277732093 1044-0305 nnns volume:12 year:2001 number:4 month:04 pages:449-455 https://doi.org/10.1016/S1044-0305(01)00205-7 lizenzpflichtig Volltext GBV_USEFLAG_A SYSFLAG_A GBV_OLC SSG-OLC-PHY SSG-OLC-CHE SSG-OLC-PHA SSG-OLC-DE-84 GBV_ILN_40 GBV_ILN_70 GBV_ILN_168 GBV_ILN_4012 GBV_ILN_4125 GBV_ILN_4219 GBV_ILN_4307 GBV_ILN_4313 AR 12 2001 4 04 449-455 |
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Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. 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Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition |
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analysis of diacyl peroxides by $ ag^{+} $ coordination ionspray tandem mass spectrometry: free radical pathways of complex decomposition |
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Analysis of diacyl peroxides by $ Ag^{+} $ coordination ionspray tandem mass spectrometry: Free radical pathways of complex decomposition |
| abstract |
Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. © American Society for Mass Spectrometry 2001 |
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Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. © American Society for Mass Spectrometry 2001 |
| abstract_unstemmed |
Abstract Organic peroxides have significance in organic synthesis and biological processes. Characterization of these compounds with weak O-O bonds is sometimes difficult due to their thermal instability and sensitivity to acid or base. Coordination of diacyl peroxides with $ AgBF_{4} $ provides a means for analysis of these compounds by coordination ionspray tandem mass spectrometry (CIS-MS/MS). Precursor ion ($ Q_{1} $) scans of acetyl benzoyl peroxide give two $ Ag^{+} $ adducts, [M + Ag + solvent]+ and [M + Ag + M]+. These silver ion adducts can be selectively dissociated (CID) to give unique structural information about the analyte. Decomposition of the [M + Ag + solvent]+ adduct generates fragmentation products due to apparent homolytic cleavage of the O-O bond followed by decarboxylation of the resultant radicals. The bis-diacylperoxide complex, [M + Ag + M]+ gives CID pathways that involve homolysis of the O-O bond and free radical cross-coupling of the two diacyl peroxides coordinated to the silver ion, i.e. formation of dibenzoyl peroxide, phenyl benzoate, and biphenyl from acetyl benzoyl peroxide. The observation of free radical CID modes is uncommon in mass spectrometry but these pathways are consistent with well-known solution and gas phase processes for peroxide compounds. The proposed fragmentation pathways have been supported by experiments with 18O and deuterated substrates. This technique can be applied to analyze diacyl peroxides with different substituents as well. © American Society for Mass Spectrometry 2001 |
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