Formaldehyde and Acetaldehyde Increase Aqueous-Phase Production of Imidazoles in Methylglyoxal/Amine Mixtures: Quantifying a Secondary Organic Aerosol Formation Mechanism

Rodriguez, Alyssa A.; Loera, Alexia de; Powelson, Michelle H.; Galloway, Melissa M.; Haan, David O. De

doi:10.1021/acs.estlett.7b00129

Cited by 39 publications

(37 citation statements)

References 44 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In this regard, the findings of the present study are consistent with those by Lui et al (2017) (Hong Kong, China), Rodriguez et al (2017) (San Diego, USA), Granby et al (1997) (Central Copenhagen, Denmark), Tanner and Meng, 1984 (Rome, Italy), and De Bruin et al, (2008) (in twelve European cities). Photochemical generation of FA and AA is possible due to oxidative degradation of VOCs such as alkenes enhanced by hydroxyl radicals in summer (Duan et al, 2012; Lui et al, 2017; Morknoy et al, 2011; Possanzini et al, 2002).…”

Section: Resultssupporting

confidence: 92%

Characteristics and health effects of formaldehyde and acetaldehyde in an urban area in Iran

Delikhoon

Fazlzadeh

Sorooshian

et al. 2018

Environmental Pollution

109

View full text Add to dashboard Cite

This study reports a spatiotemporal characterization of formaldehyde and acetaldehyde in the summer and winter of 2017 in the urban area of Shiraz, Iran. Sampling was fulfilled according to EPA Method TO-11 A. The inverse distance weighting (IDW) procedure was used for spatial mapping. Monte Carlo simulations were conducted to evaluate carcinogenic and non-cancer risk owing to formaldehyde and acetaldehyde exposure in 11 age groups. The average concentrations of formal-dehyde/acetaldehyde in the summer and winter were 15.07/8.40 μg m−3 and 8.57/3.52 μg m−3, respectively. The formaldehyde to acetaldehyde ratios in the summer and winter were 1.80 and 2.43, respectively. The main sources of formaldehyde and acetaldehyde were photochemical generation, vehicular traffic, and biogenic emissions (e.g., coniferous and deciduous trees). The mean inhalation lifetime cancer risk (LTCR) values according to the Integrated Risk Information System (IRIS) for formaldehyde and acetaldehyde in summer and winter ranged between 7.55 × 10−6 and 9.25 × 10−5, which exceed the recommended value by US EPA. The average LTCR according to the Office of Environmental Health Hazard Assessment (OEHHA) for formaldehyde and acetaldehyde in summer and winter were between 4.82 × 10−6 and 2.58 × 10−4, which exceeds recommended values for five different age groups (Birth to <1, 1 to <2, 2 to < 3, 3 to <6, and 6 to <11 years). Hazard quotients (HQs) of formaldehyde ranged between 0.04 and 4.18 for both seasons, while the HQs for acetaldehyde were limited between 0.42 and 0.97.

show abstract

Section: Resultssupporting

confidence: 92%

Characteristics and health effects of formaldehyde and acetaldehyde in an urban area in Iran

Delikhoon

Fazlzadeh

Sorooshian

et al. 2018

Environmental Pollution

109

View full text Add to dashboard Cite

show abstract

“…Acrolein is a typical α, β-unsaturated mono-carbonyl compound with a widespread occurrence in the atmosphere. Acrolein was observed at concentrations comparable to those of acetaldehyde in a coastal region of southern Europe (Cerqueira et al, 2003;Romagnoli et al, 2016). According to ambient measurements by Altemose et al (2015), the average concentration of acrolein was 2.9 ± 0.8 µg m −3 during the Beijing Olympics.…”

mentioning

confidence: 88%

Nitrogen-containing secondary organic aerosol formation by acrolein reaction with ammonia/ammonium

Nizkorodov

Chen

et al. 2019

Atmos. Chem. Phys.

View full text Add to dashboard Cite

Abstract. Ammonia-driven carbonyl-to-imine conversion is an important formation pathway to the nitrogen-containing organic compounds (NOCs) in secondary organic aerosols (SOAs). Previous studies have mainly focused on the dicarbonyl compounds as the precursors of light-absorbing NOCs. In this work, we investigated whether acrolein could also act as an NOC precursor. Acrolein is the simplest α, β-unsaturated mono-carbonyl compound, and it is ubiquitous in the atmosphere. Experiments probing multiphase reactions of acrolein as well as bulk aqueous-phase experiments were carried out to study the reactivity of acrolein towards ammonia and ammonium ions. Molecular characterization of the products based on gas chromatography mass spectrometry, high-resolution mass spectrometry, surface-enhanced Raman spectrometry and ultraviolet/visible spectrophotometry was used to propose possible reaction mechanisms. We observed 3-methylpyridine (commonly known as 3-picoline) in the gas phase in Tedlar bags filled with gaseous acrolein and ammonia or ammonium aerosols. In the ammonium-containing aqueous phase, oligomeric compounds with formulas (C3H4O)m(C3H5N)n and pyridinium compounds like (C3H4O)2C6H8N+ were observed as the products. The pathway to 3-methylpyridine was proposed to be the intramolecular carbon–carbon addition of the hemiaminal, which resulted from sequential carbonyl-to-imine conversions of acrolein molecules. The 3-methylpyridine was formed in the aqueous phase, but some of the 3-methylpyridine could revolatilize to the gas phase, explaining the observation of gaseous 3-methylpyridine in the bags. The (C3H4O)2C6H8N+ was a carbonyl-to-hemiaminal product from acrolein dimer and 3-methylpyridine, while the oligomeric products of (C3H4O)m(C3H5N)n were polymers of acroleins and propylene imines formed via carbonyl-to-imine conversion and condensation reactions. The pH value effect on the liquid products was also studied in the bulk aqueous-phase experiments. While the oligomeric compounds were forming in both acidic and alkaline conditions, the pyridinium products favored moderately acidic conditions. Both the oligomeric products and the pyridinium salts are light-absorbing materials. This work suggests that acrolein may serve as a precursor of light-absorbing heterocyclic NOCs in SOA. Therefore, secondary reactions of α, β-unsaturated aldehydes with reduced nitrogen should be taken into account as a source of light-absorbing NOCs in SOA.

show abstract

“…The correlation of high nitrate concentrations to nitrate‐related OA likely results from the emission of both VOCs and NO x from vehicles, especially during rush hour (Kelly et al, ; Nowak et al, ; Xu et al, ; Young et al, ). The higher concentrations of nitrate and NOOA on high‐fog days could indicate that NOOA and nitrate are enhanced by aqueous processing (Blando & Turpin, ; Collett et al, ; Herckes et al, ; Powelson et al, ; Rodriguez et al, ), and the weaker correlation of NOOA to nitrate ( r 2 = 0.15) on high‐fog days could result from a time lag in the formation of each. For example, the maximum concentration of nitrate occurred at 1100 on 11 January 2015 and the maximum of AMS‐NOOA was not until 1200, with this offset in timing reducing the correlation of the 5‐min time series even though both were elevated on fog days.…”

Section: Apportionment Of Organic Aerosol Components To Emission Sourcesmentioning

confidence: 99%

Organic Aerosol Particle Chemical Properties Associated With Residential Burning and Fog in Wintertime San Joaquin Valley (Fresno) and With Vehicle and Firework Emissions in Summertime South Coast Air Basin (Fontana)

Chen

Russell

et al. 2018

JGR Atmospheres

View full text Add to dashboard Cite

Organic aerosol mass (OM) components were investigated at Fresno in winter and at Fontana in summer by positive matrix factorization of high‐resolution time‐of‐flight aerosol mass spectra and of Fourier Transform infrared spectra, as well as by k‐means clustering of light‐scattering (LS) aerosol single‐particle spectra. The results were comparable for all three methods at both sites, showing different contributions of primary and secondary organic aerosol sources to PM1. At Fresno biomass burning organic aerosol contributed 27% of OM on low‐fog days, and nitrate‐related oxidized OA (NOOA) accounted for 47% of OM on high‐fog days, whereas at Fontana very oxygenated organic aerosol (VOOA) components contributed 58–69% of OM. Amine and organosulfate fragment concentrations were between 2 and 3 times higher on high‐fog days than on low‐fog days at Fresno, indicating increased formation from fog‐related processes. NOOA and biomass burning organic aerosol components were largely on different particles than the VOOA components in Fresno, but in Fontana both NOOA and VOOA components were distributed on most particle types, consistent with a longer time for and a larger contribution from gas‐phase photochemical secondary organic aerosol formation in summer Fontana than winter Fresno. Uncommon trace organic fragments, elevated inorganic, and alcohol group submicron mass concentrations persisted at Fontana for more than 5 days after 4 July fireworks. These unique aerosol chemical compositions at Fresno and Fontana show substantial and extended air‐quality impacts from residential burning and fireworks.

show abstract

Formaldehyde and Acetaldehyde Increase Aqueous-Phase Production of Imidazoles in Methylglyoxal/Amine Mixtures: Quantifying a Secondary Organic Aerosol Formation Mechanism

Cited by 39 publications

References 44 publications

Characteristics and health effects of formaldehyde and acetaldehyde in an urban area in Iran

Characteristics and health effects of formaldehyde and acetaldehyde in an urban area in Iran

Nitrogen-containing secondary organic aerosol formation by acrolein reaction with ammonia/ammonium

Organic Aerosol Particle Chemical Properties Associated With Residential Burning and Fog in Wintertime San Joaquin Valley (Fresno) and With Vehicle and Firework Emissions in Summertime South Coast Air Basin (Fontana)

Contact Info

Product

Resources

About