Phototriggered labeling and crosslinking by 2-nitrobenzyl alcohol derivatives with amine selectivity

Abstract. Products of secondary organic aerosol (SOA) from aromatic volatile organic compounds (VOC) – 2,3-dihydroxy-4-oxopentanoic acid, dicarboxylic acids, nitromonoaromatics, and furandiones – were evaluated for their potential to serve as anthropogenic SOA tracers with respect to their 1) ambient concentrations and detectability in PM2.5 in Iowa City, IA, USA, 2) gas-particle partitioning behaviour, and 3) source specificity by way of correlations with primary and secondary source tracers and literature review. A widely used tracer for toluene-derived SOA, 2,3-dihydroxy-4-oxopentanoic acid was only detected in the particle phase (Fp = 1) at low, but consistently measureable ambient concentrations (averaging 0.3 ng m−3). Four aromatic dicarboxylic acids were detected at relatively higher concentrations (9.1–34.5 ng m−3), of which phthalic acid was the most abundant. Phthalic acid had a low particle-phase fraction (Fp = 0.26) likely due to quantitation interferences from phthalic anhydride, while 4-methylphthalic acid was predominantly in the particle phase (Fp = 0.82). Phthalic acid and 4-methyl phthalic acid were both highly correlated with 2,3-dihydroxy-4-oxopentanoic acid (rs = 0.73, p = 0.003; rs = 0.80, p < 0.001, respectively), suggesting that they were derived from aromatic VOC. Isophthalic and terephthalic acids, however, were detected only in the particle phase (Fp = 1) and correlations suggested association with primary emission sources. Nitromonoaromatics were dominated by particle-phase concentrations of 4-nitrocatechol (1.6 ng m−3) and 4-methyl-5-nitrocatechol (1.6 ng m−3) that were associated with biomass burning. Meanwhile, 4-hydroxy-3-nitrobenzyl alcohol was detected in a lower concentration (0.06 ng m−3) in the particle phase only (Fp = 1), and is known as a product of toluene photooxidation. Furandiones in the atmosphere have only been attributed to the photooxidation of aromatic hydrocarbons, however the substantial partitioning toward the gas phase (Fp ≤ 0.16) and their water sensitivity limit their application as tracers. The outcome of this study is the demonstration that 2,3-dihydroxy-4-oxopentanoic acid, phthalic acid, 4-methylphthalic acid, and 4-hydroxy-3-nitrobenzyl alcohol are good candidates for tracing SOA from aromatic VOC.

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m-nitrobenzyl alcohol electrochemistry in fast atom bombardment mass spectrometry

Journal of the American Society for Mass Spectrometry ◽

10.1016/1044-0305(92)87044-y ◽

1992 ◽

Vol 3 (2) ◽

pp. 113-121 ◽

Cited By ~ 15

Author(s):

Johnny D. Reynolds ◽

Kelsey D. Cook ◽

James L. E. Burn ◽

Clifton Woods

Keyword(s):

Mass Spectrometry ◽

Fast Atom Bombardment ◽

Nitrobenzyl Alcohol

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Synthesis of 2-Nitrobenzaldehyde in the Presence of Ionic Liquids

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.233-235.1146 ◽

2011 ◽

Vol 233-235 ◽

pp. 1146-1151 ◽

Cited By ~ 1

Author(s):

Rui Yi Yan ◽

Pu Yang ◽

Zeng Xi Li ◽

Hui Wang ◽

Yan Yan Diao ◽

...

Keyword(s):

Ionic Liquids ◽

Reaction Mechanism ◽

Nitrobenzyl Alcohol

A method for synthesizing of 2-nitrobenzaldehyde from 2-nitrobenzyl alcohol using ionic liquids (ILs) has been developed. The conversion of 2-nitrobenzyl alcohol and the selectivity of 2-nitrobenzaldehyde in the ionic liquids are higher than those in the traditional dichlorethane solvent. In addition, a reaction mechanism for the oxidation of 2-nitrobenzyl alcohol to 2-nitrobenzaldehyde is proposed.

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The Complex Compound of Amino Acids With Titanium (III) as a Method to Control and Synthesis of Different Structures of TiO2 Nanoparticles; Usage as Photocatalysts to Oxidize Alcohols to Aldehyde

10.21203/rs.3.rs-175630/v1 ◽

2021 ◽

Author(s):

Yahya Absalan ◽

Nazanin Noroozi Shad ◽

Mostafa Gholizadeh

Keyword(s):

Amino Acids ◽

Titanium Dioxide ◽

Uv Light ◽

Chemical Analyses ◽

Benzyl Alcohols ◽

Titanium Dioxide Nanoparticle ◽

Physical Chemical ◽

Nitrobenzyl Alcohol ◽

Different Types ◽

Full Investigation

Abstract Different types of the amino acids (Glutamine, Glycine, Alanine) were used to coordinate TiCl3 in order to investigating the best precursor for synthesis of TiO2. Also, a full investigation was carried out to synthesis four different structures of TiO2 nanoparticles [TiO2 (A0.8R0.2), TiO2 (A0.6R0.4), TiO2 (Anatase), and TiO2 (Rutile)]. Oxidation of derivatives alcohol to their corresponding aldehyde through the obtained nanoparticles, as a photocatalyst, under UV light was considered to investigate the best structure of TiO2. Different physical-chemical analyses were applied to investigate the result. The result showed that the titanium dioxide nanoparticle, synthesized from glycine was obtained at the least temperature and was chosen as a precursor to synthesis of four different types of TiO2. All the synthesized TiO2 were applied for oxidation of benzyl alcohols into benzaldehyde, as a test, and TiO2 (A0.6R0.4) could give the best result (87% efficiency). Then it was used to oxidize benzyl alcohol, 4-cholorobenzyl alcohol, 4-nitrobenzyl alcohol and 4-methoxybenzyl alcohol to their corresponding aldehyde and efficiency were 74, 92, 87, and 65% respectively.

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2-Hydroxy-5-nitrobenzyl alcohol

Acta Crystallographica Section E Structure Reports Online ◽

10.1107/s1600536806034611 ◽

2006 ◽

Vol 62 (10) ◽

pp. o4224-o4225

Author(s):

Gang Lei ◽

Huan-Xia Zhang ◽

Shao-Jin Gu

Keyword(s):

Nitrobenzyl Alcohol

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ChemInform Abstract: REACTIONS OF NITROBENZYL ALCOHOL UNDER ACIDIC CONDITIONS, POSSIBILITIES OF INTRAMOLECULAR NUCLEOPHILIC PARTICIPATION BY THE NITRO GROUP

Chemischer Informationsdienst ◽

10.1002/chin.197450160 ◽

1974 ◽

Vol 5 (50) ◽

pp. no-no

Author(s):

JAN BAKKE

Keyword(s):

Nitro Group ◽

Nitrobenzyl Alcohol ◽

Acidic Conditions

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Low-tmperature Heat Capacities and Standard Molar Enthalpy of Formation of 4-Nitrobenzyl Alcohol

Chinese Journal of Chemistry ◽

10.1002/cjoc.200990205 ◽

2009 ◽

Vol 27 (7) ◽

pp. 1225-1231 ◽

Cited By ~ 3

Author(s):

Qingfen MENG ◽

Zhicheng TAN ◽

Xiaohuan WANG ◽

Yaping DONG ◽

Wu LI ◽

...

Keyword(s):

Enthalpy Of Formation ◽

Heat Capacities ◽

Molar Enthalpy ◽

Standard Molar Enthalpy ◽

Nitrobenzyl Alcohol

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Evaluation of anthropogenic secondary organic aerosol tracers from aromatic hydrocarbons

Atmospheric Chemistry and Physics ◽

10.5194/acp-17-2053-2017 ◽

2017 ◽

Vol 17 (3) ◽

pp. 2053-2065 ◽

Cited By ~ 33

Author(s):

Ibrahim M. Al-Naiema ◽

Elizabeth A. Stone

Keyword(s):

Aromatic Hydrocarbons ◽

Phthalic Acid ◽

Secondary Organic Aerosol ◽

Dicarboxylic Acids ◽

Organic Aerosol ◽

Secondary Source ◽

Particle Phase ◽

Water Sensitivity ◽

Nitrobenzyl Alcohol ◽

Ambient Concentrations

Abstract. Products of secondary organic aerosol (SOA) from aromatic volatile organic compounds (VOCs) – 2,3-dihydroxy-4-oxopentanoic acid, dicarboxylic acids, nitromonoaromatics, and furandiones – were evaluated for their potential to serve as anthropogenic SOA tracers with respect to their (1) ambient concentrations and detectability in PM2.5 in Iowa City, IA, USA; (2) gas–particle partitioning behaviour; and (3) source specificity by way of correlations with primary and secondary source tracers and literature review. A widely used tracer for toluene-derived SOA, 2,3-dihydroxy-4-oxopentanoic acid was only detected in the particle phase (Fp = 1) at low but consistently measurable ambient concentrations (averaging 0.3 ng m−3). Four aromatic dicarboxylic acids were detected at relatively higher concentrations (9.1–34.5 ng m−3), of which phthalic acid was the most abundant. Phthalic acid had a low particle-phase fraction (Fp =  0.26) likely due to quantitation interferences from phthalic anhydride, while 4-methylphthalic acid was predominantly in the particle phase (Fp = 0.82). Phthalic acid and 4-methylphthalic acid were both highly correlated with 2,3-dihydroxy-4-oxopentanoic acid (rs = 0.73, p = 0.003; rs = 0.80, p < 0.001, respectively), suggesting that they were derived from aromatic VOCs. Isophthalic and terephthalic acids, however, were detected only in the particle phase (Fp = 1), and correlations suggested association with primary emission sources. Nitromonoaromatics were dominated by particle-phase concentrations of 4-nitrocatechol (1.6 ng m−3) and 4-methyl-5-nitrocatechol (1.6 ng m−3) that were associated with biomass burning. Meanwhile, 4-hydroxy-3-nitrobenzyl alcohol was detected in a lower concentration (0.06 ng m−3) in the particle phase only (Fp = 1) and is known as a product of toluene photooxidation. Furandiones in the atmosphere have only been attributed to the photooxidation of aromatic hydrocarbons; however the substantial partitioning toward the gas phase (Fp  ≤  0.16) and their water sensitivity limit their application as tracers. The outcome of this study is the demonstration that 2,3-dihydroxy-4-oxopentanoic acid, phthalic acid, 4-methylphthalic acid, and 4-hydroxy-3-nitrobenzyl alcohol are good candidates for tracing SOA from aromatic VOCs.

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