Stimulated sequential dehydroxy-fluorination: a safe, convenient method for gas chromatographic analysis of phosphate diesters with possible application to hydrolysates of organophosphorus pesticides and nerve gases
Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and th...
Ausführliche Beschreibung
Gespeichert in:
| Autor*in: |
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| Format: |
E-Artikel |
|---|---|
| Sprache: |
Englisch |
| Erschienen: |
1980 |
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| Reproduktion: |
Elsevier Journal Backfiles on ScienceDirect 1907 - 2002 |
|---|---|
| Übergeordnetes Werk: |
in: Journal of Chromatography A - Amsterdam : Elsevier, 192(1980), Seite 173-184 |
| Übergeordnetes Werk: |
volume:192 ; year:1980 ; pages:173-184 |
| Links: |
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| 520 | |a Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. | ||
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(DE-627)NLEJ174043147 (DE-599)GBVNLZ174043147 DE-627 ger DE-627 rakwb eng Stimulated sequential dehydroxy-fluorination: a safe, convenient method for gas chromatographic analysis of phosphate diesters with possible application to hydrolysates of organophosphorus pesticides and nerve gases 1980 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. Elsevier Journal Backfiles on ScienceDirect 1907 - 2002 Griest, W.H. oth Martin, T.W. oth in Journal of Chromatography A Amsterdam : Elsevier 192(1980), Seite 173-184 (DE-627)NLEJ17403282X (DE-600)1491247-8 0021-9673 nnns volume:192 year:1980 pages:173-184 http://linkinghub.elsevier.com/retrieve/pii/S0021-9673(00)81851-8 GBV_USEFLAG_H ZDB-1-SDJ GBV_NL_ARTICLE AR 192 1980 173-184 |
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(DE-627)NLEJ174043147 (DE-599)GBVNLZ174043147 DE-627 ger DE-627 rakwb eng Stimulated sequential dehydroxy-fluorination: a safe, convenient method for gas chromatographic analysis of phosphate diesters with possible application to hydrolysates of organophosphorus pesticides and nerve gases 1980 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. Elsevier Journal Backfiles on ScienceDirect 1907 - 2002 Griest, W.H. oth Martin, T.W. oth in Journal of Chromatography A Amsterdam : Elsevier 192(1980), Seite 173-184 (DE-627)NLEJ17403282X (DE-600)1491247-8 0021-9673 nnns volume:192 year:1980 pages:173-184 http://linkinghub.elsevier.com/retrieve/pii/S0021-9673(00)81851-8 GBV_USEFLAG_H ZDB-1-SDJ GBV_NL_ARTICLE AR 192 1980 173-184 |
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(DE-627)NLEJ174043147 (DE-599)GBVNLZ174043147 DE-627 ger DE-627 rakwb eng Stimulated sequential dehydroxy-fluorination: a safe, convenient method for gas chromatographic analysis of phosphate diesters with possible application to hydrolysates of organophosphorus pesticides and nerve gases 1980 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. Elsevier Journal Backfiles on ScienceDirect 1907 - 2002 Griest, W.H. oth Martin, T.W. oth in Journal of Chromatography A Amsterdam : Elsevier 192(1980), Seite 173-184 (DE-627)NLEJ17403282X (DE-600)1491247-8 0021-9673 nnns volume:192 year:1980 pages:173-184 http://linkinghub.elsevier.com/retrieve/pii/S0021-9673(00)81851-8 GBV_USEFLAG_H ZDB-1-SDJ GBV_NL_ARTICLE AR 192 1980 173-184 |
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(DE-627)NLEJ174043147 (DE-599)GBVNLZ174043147 DE-627 ger DE-627 rakwb eng Stimulated sequential dehydroxy-fluorination: a safe, convenient method for gas chromatographic analysis of phosphate diesters with possible application to hydrolysates of organophosphorus pesticides and nerve gases 1980 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. Elsevier Journal Backfiles on ScienceDirect 1907 - 2002 Griest, W.H. oth Martin, T.W. oth in Journal of Chromatography A Amsterdam : Elsevier 192(1980), Seite 173-184 (DE-627)NLEJ17403282X (DE-600)1491247-8 0021-9673 nnns volume:192 year:1980 pages:173-184 http://linkinghub.elsevier.com/retrieve/pii/S0021-9673(00)81851-8 GBV_USEFLAG_H ZDB-1-SDJ GBV_NL_ARTICLE AR 192 1980 173-184 |
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(DE-627)NLEJ174043147 (DE-599)GBVNLZ174043147 DE-627 ger DE-627 rakwb eng Stimulated sequential dehydroxy-fluorination: a safe, convenient method for gas chromatographic analysis of phosphate diesters with possible application to hydrolysates of organophosphorus pesticides and nerve gases 1980 nicht spezifiziert zzz rdacontent nicht spezifiziert z rdamedia nicht spezifiziert zu rdacarrier Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. Elsevier Journal Backfiles on ScienceDirect 1907 - 2002 Griest, W.H. oth Martin, T.W. oth in Journal of Chromatography A Amsterdam : Elsevier 192(1980), Seite 173-184 (DE-627)NLEJ17403282X (DE-600)1491247-8 0021-9673 nnns volume:192 year:1980 pages:173-184 http://linkinghub.elsevier.com/retrieve/pii/S0021-9673(00)81851-8 GBV_USEFLAG_H ZDB-1-SDJ GBV_NL_ARTICLE AR 192 1980 173-184 |
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Stimulated sequential dehydroxy-fluorination: a safe, convenient method for gas chromatographic analysis of phosphate diesters with possible application to hydrolysates of organophosphorus pesticides and nerve gases |
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Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. |
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Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. |
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Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes. |
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<?xml version="1.0" encoding="UTF-8"?><collection xmlns="http://www.loc.gov/MARC21/slim"><record><leader>01000caa a22002652 4500</leader><controlfield tag="001">NLEJ174043147</controlfield><controlfield tag="003">DE-627</controlfield><controlfield tag="005">20210705202314.0</controlfield><controlfield tag="007">cr uuu---uuuuu</controlfield><controlfield tag="008">070505s1980 xx |||||o 00| ||eng c</controlfield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-627)NLEJ174043147</subfield></datafield><datafield tag="035" ind1=" " ind2=" "><subfield code="a">(DE-599)GBVNLZ174043147</subfield></datafield><datafield tag="040" ind1=" " ind2=" "><subfield code="a">DE-627</subfield><subfield code="b">ger</subfield><subfield code="c">DE-627</subfield><subfield code="e">rakwb</subfield></datafield><datafield tag="041" ind1=" " ind2=" "><subfield code="a">eng</subfield></datafield><datafield tag="245" ind1="1" ind2="0"><subfield code="a">Stimulated sequential dehydroxy-fluorination: a safe, convenient method for gas chromatographic analysis of phosphate diesters with possible application to hydrolysates of organophosphorus pesticides and nerve gases</subfield></datafield><datafield tag="264" ind1=" " ind2="1"><subfield code="c">1980</subfield></datafield><datafield tag="336" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">zzz</subfield><subfield code="2">rdacontent</subfield></datafield><datafield tag="337" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">z</subfield><subfield code="2">rdamedia</subfield></datafield><datafield tag="338" ind1=" " ind2=" "><subfield code="a">nicht spezifiziert</subfield><subfield code="b">zu</subfield><subfield code="2">rdacarrier</subfield></datafield><datafield tag="520" ind1=" " ind2=" "><subfield code="a">Model studies with di-n-butylphosphate show that organic triester derivatives chosen to gain increased volatility by simply minimizing total molecular weight are relatively poorer in gas chromatographic properties than the diesterphosphoro-fluoridate analogue because both the molecular weight and the overall polarity of the derivative are critical factors. We find the substitution of the hydroxyl group by fluorine is the most successful way at present to derivative phosphate diesters. Fluorine substitution is effective because it reduces the strong phosphoryl dipole, presumably by decreasing the electron density on the oxygen atom via pπ-pπ back-bonding to the phosphorus. Dehydroxy-fluorination is best carried-out by a sequential reagent process starting with dicyclohexylcarbodiimide to stimulate and direct the dehydroxy-step before adding hydrogen fluoride as the active fluorinating agent. This procedure is safe and convenient and is believed applicable to a wide range of hydroxy-phosphates including the hydrolysates of many organophosphorus pesticides and nerve gases at minimal sample sizes.</subfield></datafield><datafield tag="533" ind1=" " ind2=" "><subfield code="f">Elsevier Journal Backfiles on ScienceDirect 1907 - 2002</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Griest, W.H.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="700" ind1="1" ind2=" "><subfield code="a">Martin, T.W.</subfield><subfield code="4">oth</subfield></datafield><datafield tag="773" ind1="0" ind2="8"><subfield code="i">in</subfield><subfield code="t">Journal of Chromatography A</subfield><subfield code="d">Amsterdam : Elsevier</subfield><subfield code="g">192(1980), Seite 173-184</subfield><subfield code="w">(DE-627)NLEJ17403282X</subfield><subfield code="w">(DE-600)1491247-8</subfield><subfield code="x">0021-9673</subfield><subfield code="7">nnns</subfield></datafield><datafield tag="773" ind1="1" ind2="8"><subfield code="g">volume:192</subfield><subfield code="g">year:1980</subfield><subfield code="g">pages:173-184</subfield></datafield><datafield tag="856" ind1="4" ind2="0"><subfield code="u">http://linkinghub.elsevier.com/retrieve/pii/S0021-9673(00)81851-8</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_USEFLAG_H</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">ZDB-1-SDJ</subfield></datafield><datafield tag="912" ind1=" " ind2=" "><subfield code="a">GBV_NL_ARTICLE</subfield></datafield><datafield tag="951" ind1=" " ind2=" "><subfield code="a">AR</subfield></datafield><datafield tag="952" ind1=" " ind2=" "><subfield code="d">192</subfield><subfield code="j">1980</subfield><subfield code="h">173-184</subfield></datafield></record></collection>
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