Secondary limonene endo-ozonide: A major product from gas-phase ozonolysis of R-(+)-limonene at ambient temperature
(2006) In Atmospheric Environment 40(19). p.3460-3466- Abstract
- A 16 s old gas-phase ambient temperature and 1% relative humidity reaction mixture of ozone and R-limonene (ca. 1:10) was sampled on XAD-2 resin followed by pressurized liquid extraction with dichloromethane at ambient temperature. Low temperature on-column injection and gas chromatography (GC) revealed equal amounts of diastereomeric secondary endo-limonene ozonides, in addition to 4-acetyl-l-methyl-cyclohexene (AMCH), 3-isopropyl-6-oxo-heptanal (IPOH), and endo-limonene mono-epoxides. The secondary endo-limonene ozonides began to decrease at extraction temperature above 150 degrees C and were absent at 200 degrees C. Their formation was unaffected by an increase of the relative humidity to 15%. The identification of the secondary... (More)
- A 16 s old gas-phase ambient temperature and 1% relative humidity reaction mixture of ozone and R-limonene (ca. 1:10) was sampled on XAD-2 resin followed by pressurized liquid extraction with dichloromethane at ambient temperature. Low temperature on-column injection and gas chromatography (GC) revealed equal amounts of diastereomeric secondary endo-limonene ozonides, in addition to 4-acetyl-l-methyl-cyclohexene (AMCH), 3-isopropyl-6-oxo-heptanal (IPOH), and endo-limonene mono-epoxides. The secondary endo-limonene ozonides began to decrease at extraction temperature above 150 degrees C and were absent at 200 degrees C. Their formation was unaffected by an increase of the relative humidity to 15%. The identification of the secondary limonene ozonides was confirmed by (1) unique consecutive losses of OH and H2O2, respectively, from the protonated quasi-molecular ion in GC-chemical ionization mass spectrometry mode (isobutane), in addition to high resolution mass determination of [M-OH] and [M-H2O2] ions in EI mode; (2) comparison of mass spectral data to that of synthesized secondary endo-limonene ozonides; and (3) oxidation of dimethyl sulfide to dimethyl sulfoxide and subsequent increase of IPOH. (Less)
Please use this url to cite or link to this publication:
https://lup.lub.lu.se/record/405749
- author
- Norgaard, AW ; Nojgaard, JK ; Larsen, K ; Sporring, Sune LU ; Wilkins, CK ; Clausen, PA and Wolkoff, P
- organization
- publishing date
- 2006
- type
- Contribution to journal
- publication status
- published
- subject
- keywords
- pressurized, liquid extraction, limonene, endo-limonene ozonide, gas-phase ozonolysis
- in
- Atmospheric Environment
- volume
- 40
- issue
- 19
- pages
- 3460 - 3466
- publisher
- Elsevier
- external identifiers
-
- wos:000238504400004
- scopus:33646784716
- ISSN
- 1352-2310
- DOI
- 10.1016/j.atmosenv.2006.02.007
- language
- English
- LU publication?
- yes
- additional info
- The information about affiliations in this record was updated in December 2015. The record was previously connected to the following departments: Analytical Chemistry (S/LTH) (011001004)
- id
- e3a7819c-c1dc-454d-bf11-ea4da90135d0 (old id 405749)
- date added to LUP
- 2016-04-01 16:25:49
- date last changed
- 2022-03-30 07:52:47
@article{e3a7819c-c1dc-454d-bf11-ea4da90135d0,
abstract = {{A 16 s old gas-phase ambient temperature and 1% relative humidity reaction mixture of ozone and R-limonene (ca. 1:10) was sampled on XAD-2 resin followed by pressurized liquid extraction with dichloromethane at ambient temperature. Low temperature on-column injection and gas chromatography (GC) revealed equal amounts of diastereomeric secondary endo-limonene ozonides, in addition to 4-acetyl-l-methyl-cyclohexene (AMCH), 3-isopropyl-6-oxo-heptanal (IPOH), and endo-limonene mono-epoxides. The secondary endo-limonene ozonides began to decrease at extraction temperature above 150 degrees C and were absent at 200 degrees C. Their formation was unaffected by an increase of the relative humidity to 15%. The identification of the secondary limonene ozonides was confirmed by (1) unique consecutive losses of OH and H2O2, respectively, from the protonated quasi-molecular ion in GC-chemical ionization mass spectrometry mode (isobutane), in addition to high resolution mass determination of [M-OH] and [M-H2O2] ions in EI mode; (2) comparison of mass spectral data to that of synthesized secondary endo-limonene ozonides; and (3) oxidation of dimethyl sulfide to dimethyl sulfoxide and subsequent increase of IPOH.}},
author = {{Norgaard, AW and Nojgaard, JK and Larsen, K and Sporring, Sune and Wilkins, CK and Clausen, PA and Wolkoff, P}},
issn = {{1352-2310}},
keywords = {{pressurized; liquid extraction; limonene; endo-limonene ozonide; gas-phase ozonolysis}},
language = {{eng}},
number = {{19}},
pages = {{3460--3466}},
publisher = {{Elsevier}},
series = {{Atmospheric Environment}},
title = {{Secondary limonene endo-ozonide: A major product from gas-phase ozonolysis of R-(+)-limonene at ambient temperature}},
url = {{http://dx.doi.org/10.1016/j.atmosenv.2006.02.007}},
doi = {{10.1016/j.atmosenv.2006.02.007}},
volume = {{40}},
year = {{2006}},
}