Limonene ozonolysis in the presence of nitric oxide: gas-phase reaction products and yields

Details

• Personal Author:
  Ham JE ; Harrison JC ; Jackson, Stephen R. ; Wells JR
• Description:
  The reaction products from limonene ozonolysis were investigated using the new carbonyl derivatization agent, O-tert-butylhydroxylamine hydrochloride (TBOX). With ozone (O3) as the limiting reagent, five carbonyl compounds were detected. The yields of the carbonyl compounds are discussed with and without the presence of a hydroxyl radical (OH) scavenger, giving insight into the influence secondary OH radicals have on limonene ozonolysis products. The observed reaction product yields for limonaketone (LimaKet), 7-hydroxyl-6-oxo-3-(prop-1-en-2-yl)heptanal (7H6O), and 2-acetyl-5-oxohexanal (2A5O) were unchanged suggesting OH generated by the limonene + O3 reaction does not contribute to their formation. The molar yields of 3-isopropenyl-6-oxo-heptanal (IPOH) and 3-acetyl-6-oxoheptanal (3A6O) decreased by 68% and >95%; respectively, when OH was removed. This suggests that OH radicals significantly impact the formation of these products. Nitric oxide (NO) did not significantly affect the molar yields of limonaketone or IPOH. However, NO (20 ppb) considerably decreased the molar reaction product yields of 7H6O (62%), 2A5O (63%), and 3A6O (47%), suggesting NO reacted with peroxyl intermediates, generated during limonene ozonolysis, to form other carbonyls (not detected) or organic nitrates. These studies give insight into the transformation of limonene and its reaction products that can lead to indoor exposures. [Description provided by NIOSH]
• Subjects:
  Environmental Exposure Occupational Health Ozone Risk Assessment Risk Factors Safety Volatile Organic Compounds
• Keywords:
  Author Keywords: Ozone Building Ventilation Carbonyls Cleaning Compounds Derivatization Emission Sources Exposure Levels Hydroxyl Groups Indoor Environments Limonene Organic Compounds Oxygenated Organic Compounds Reaction Products Risk Factors VOCs Volatile Organic Compounds

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• ISSN:
  1352-2310
• Document Type:
  Text
• Genre:
  Journal Article
• Place as Subject:
  OSHA Region 3 ; West Virginia
• CIO:
  National Institute for Occupational Safety and Health (NIOSH)
• Division:
  HELD - Health Effects Laboratory Division
• Topic:
  Workplace Safety & Health
• Location:
  North America
• Pages in Document:
  300-308
• Volume:
  132
• NIOSHTIC Number:
  nn:20047777
• Citation:
  Atmos Environ 2016 May; 132:300-308
• Contact Point Address:
  J.R. Wells, Exposure Assessment Branch, Health Effects Laboratory Division, National Institute for Occupational Safety and Health, 1095 Willowdale Road, Morgantown, WV 26505
• Email:
  ozw0@cdc.gov
• CAS Registry Number:
  Hydroxylamine, O-(1,1-dimethylethyl)-, hydrochloride (1:1) (CAS RN 39684-28-1) ; Limonene (CAS RN 138-86-3) ; Nitric oxide (CAS RN 10102-43-9)
• Federal Fiscal Year:
  2016
• NORA Priority Area:
  Healthcare and Social Assistance ; Services
• Peer Reviewed:
  True
• Source Full Name:
  Atmospheric Environment
• Collection(s):
  National Institute for Occupational Safety and Health
• Main Document Checksum:
  urn:sha-512:404a09b807f2300cbf04fdbafb196f221910eb2f30e5881206cc3d1d441f0a88638f41f3199c635f49bf8a3be49937bfc0559793af70d70dcde5e0d79d29caa2
• Download URL:
  https://stacks.cdc.gov/view/cdc/202760/cdc_202760_DS1.pdf
• File Type:
  [PDF - 989.95 KB ]