Analysis of aldehydes and ketones from beer as O-(2,3,4,5,6 -pentafluorobenzyl)hydroxylamine derivatives

Marja Ojala (Corresponding Author), Tapio Kotiaho, Johanna Siirilä, Marja-Liisa Sihvonen

Research output: Contribution to journalArticleScientificpeer-review

36 Citations (Scopus)

Abstract

O-(2,3,4,5,6-pentafluorobenzyl)Hydroxylamine (PFBOA) was used as a derivatization reagent for carbonyl compounds in beer. Derivatization was carried out in aqueous solution without extraction or concentration of the sample. The effects of antifoam agent, reaction time and pH on the reaction efficiency were studied. Antifoam RD, a silicone polymer-based antifoam reagent, was the best antifoaming agent since it did not cause interferences. Reaction time studies showed that the yield of aldehydes increased up to 12 hr and then decreased slightly. The yield of 3-hydroxybutanone, a test compound for ketones, increased throughout the 48 hr test period. The natural pH of beer (ca. 4.5) was favourable for the determination of carbonyl compounds as PFBOA derivatives. Higher pH values caused yield losses and some compounds, such as butanedione, 2,3-pentanedione and 5-hydroxymethyl-2-furfural, could not be measured at all in neutral or basic conditions. Carbonyl compounds were identified by GC-MS, using three different ionization techniques, electron impact ionization, chemical ionization, and negative chemical ionization. The formation of the protonated molecules by ammonia chemical ionization and formation of the negative molecular ions and [M — HF]−. ions by negative chemical ionization permitted reliable identification of the various carbonyl compounds studied. Sixteen carbonyl compounds from the 32 standard compounds were identified in beer and 11 of the most significant were quantitated using GC-ECD. Reproducibility of quantitation for beer samples was good, the relative standard deviations varied between 2.7 and 6.7 %. The estimated detection limits of the PFBOA derivatives of the carbonyl compounds in beer varied in the range of 0.01–1 μg/dm3.
Original languageEnglish
Pages (from-to)1297-1309
Number of pages13
JournalTalanta
Volume41
Issue number8
DOIs
Publication statusPublished - 1994
MoE publication typeA1 Journal article-refereed

Fingerprint

Beer
Carbonyl compounds
Hydroxylamine
Ketones
Aldehydes
Ionization
Derivatives
Reaction Time
Antifoaming Agents
Ions
Time and Motion Studies
Silicones
Time and motion study
Impact ionization
Ammonia
Limit of Detection
Polymers
Electrons
Efficiency
Molecules

Cite this

Ojala, Marja ; Kotiaho, Tapio ; Siirilä, Johanna ; Sihvonen, Marja-Liisa. / Analysis of aldehydes and ketones from beer as O-(2,3,4,5,6 -pentafluorobenzyl)hydroxylamine derivatives. In: Talanta. 1994 ; Vol. 41, No. 8. pp. 1297-1309.
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title = "Analysis of aldehydes and ketones from beer as O-(2,3,4,5,6 -pentafluorobenzyl)hydroxylamine derivatives",
abstract = "O-(2,3,4,5,6-pentafluorobenzyl)Hydroxylamine (PFBOA) was used as a derivatization reagent for carbonyl compounds in beer. Derivatization was carried out in aqueous solution without extraction or concentration of the sample. The effects of antifoam agent, reaction time and pH on the reaction efficiency were studied. Antifoam RD, a silicone polymer-based antifoam reagent, was the best antifoaming agent since it did not cause interferences. Reaction time studies showed that the yield of aldehydes increased up to 12 hr and then decreased slightly. The yield of 3-hydroxybutanone, a test compound for ketones, increased throughout the 48 hr test period. The natural pH of beer (ca. 4.5) was favourable for the determination of carbonyl compounds as PFBOA derivatives. Higher pH values caused yield losses and some compounds, such as butanedione, 2,3-pentanedione and 5-hydroxymethyl-2-furfural, could not be measured at all in neutral or basic conditions. Carbonyl compounds were identified by GC-MS, using three different ionization techniques, electron impact ionization, chemical ionization, and negative chemical ionization. The formation of the protonated molecules by ammonia chemical ionization and formation of the negative molecular ions and [M — HF]−. ions by negative chemical ionization permitted reliable identification of the various carbonyl compounds studied. Sixteen carbonyl compounds from the 32 standard compounds were identified in beer and 11 of the most significant were quantitated using GC-ECD. Reproducibility of quantitation for beer samples was good, the relative standard deviations varied between 2.7 and 6.7 {\%}. The estimated detection limits of the PFBOA derivatives of the carbonyl compounds in beer varied in the range of 0.01–1 μg/dm3.",
author = "Marja Ojala and Tapio Kotiaho and Johanna Siiril{\"a} and Marja-Liisa Sihvonen",
note = "Project code: KET41251",
year = "1994",
doi = "10.1016/0039-9140(94)E0018-M",
language = "English",
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pages = "1297--1309",
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Analysis of aldehydes and ketones from beer as O-(2,3,4,5,6 -pentafluorobenzyl)hydroxylamine derivatives. / Ojala, Marja (Corresponding Author); Kotiaho, Tapio; Siirilä, Johanna; Sihvonen, Marja-Liisa.

In: Talanta, Vol. 41, No. 8, 1994, p. 1297-1309.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

T1 - Analysis of aldehydes and ketones from beer as O-(2,3,4,5,6 -pentafluorobenzyl)hydroxylamine derivatives

AU - Ojala, Marja

AU - Kotiaho, Tapio

AU - Siirilä, Johanna

AU - Sihvonen, Marja-Liisa

N1 - Project code: KET41251

PY - 1994

Y1 - 1994

N2 - O-(2,3,4,5,6-pentafluorobenzyl)Hydroxylamine (PFBOA) was used as a derivatization reagent for carbonyl compounds in beer. Derivatization was carried out in aqueous solution without extraction or concentration of the sample. The effects of antifoam agent, reaction time and pH on the reaction efficiency were studied. Antifoam RD, a silicone polymer-based antifoam reagent, was the best antifoaming agent since it did not cause interferences. Reaction time studies showed that the yield of aldehydes increased up to 12 hr and then decreased slightly. The yield of 3-hydroxybutanone, a test compound for ketones, increased throughout the 48 hr test period. The natural pH of beer (ca. 4.5) was favourable for the determination of carbonyl compounds as PFBOA derivatives. Higher pH values caused yield losses and some compounds, such as butanedione, 2,3-pentanedione and 5-hydroxymethyl-2-furfural, could not be measured at all in neutral or basic conditions. Carbonyl compounds were identified by GC-MS, using three different ionization techniques, electron impact ionization, chemical ionization, and negative chemical ionization. The formation of the protonated molecules by ammonia chemical ionization and formation of the negative molecular ions and [M — HF]−. ions by negative chemical ionization permitted reliable identification of the various carbonyl compounds studied. Sixteen carbonyl compounds from the 32 standard compounds were identified in beer and 11 of the most significant were quantitated using GC-ECD. Reproducibility of quantitation for beer samples was good, the relative standard deviations varied between 2.7 and 6.7 %. The estimated detection limits of the PFBOA derivatives of the carbonyl compounds in beer varied in the range of 0.01–1 μg/dm3.

AB - O-(2,3,4,5,6-pentafluorobenzyl)Hydroxylamine (PFBOA) was used as a derivatization reagent for carbonyl compounds in beer. Derivatization was carried out in aqueous solution without extraction or concentration of the sample. The effects of antifoam agent, reaction time and pH on the reaction efficiency were studied. Antifoam RD, a silicone polymer-based antifoam reagent, was the best antifoaming agent since it did not cause interferences. Reaction time studies showed that the yield of aldehydes increased up to 12 hr and then decreased slightly. The yield of 3-hydroxybutanone, a test compound for ketones, increased throughout the 48 hr test period. The natural pH of beer (ca. 4.5) was favourable for the determination of carbonyl compounds as PFBOA derivatives. Higher pH values caused yield losses and some compounds, such as butanedione, 2,3-pentanedione and 5-hydroxymethyl-2-furfural, could not be measured at all in neutral or basic conditions. Carbonyl compounds were identified by GC-MS, using three different ionization techniques, electron impact ionization, chemical ionization, and negative chemical ionization. The formation of the protonated molecules by ammonia chemical ionization and formation of the negative molecular ions and [M — HF]−. ions by negative chemical ionization permitted reliable identification of the various carbonyl compounds studied. Sixteen carbonyl compounds from the 32 standard compounds were identified in beer and 11 of the most significant were quantitated using GC-ECD. Reproducibility of quantitation for beer samples was good, the relative standard deviations varied between 2.7 and 6.7 %. The estimated detection limits of the PFBOA derivatives of the carbonyl compounds in beer varied in the range of 0.01–1 μg/dm3.

U2 - 10.1016/0039-9140(94)E0018-M

DO - 10.1016/0039-9140(94)E0018-M

M3 - Article

VL - 41

SP - 1297

EP - 1309

JO - Talanta

JF - Talanta

SN - 0039-9140

IS - 8

ER -