Organic Hypohalites.

Anbar, M.; Ginsburg, David

doi:10.1021/cr60172a002

Cited by 62 publications

(32 citation statements)

References 85 publications

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“…Organic acyl hypohalites are discussed e.g. by Anbar and Ginsburg (1954). Pink and Steward (1971) report oxidative decarboxylation caused by bromine water.…”

Section: Related Mechanisms Of Halogen Chemistrymentioning

confidence: 99%

Halogenation processes of secondary organic aerosol and implications on halogen release mechanisms

et al. 2012

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Abstract. Reactive halogen species (RHS), such as X·, X 2 and HOX containing X = chlorine and/or bromine, are released by various sources like photo-activated sea-salt aerosol or from salt pans, and salt lakes. Despite many studies of RHS reactions, the potential of RHS reacting with secondary organic aerosol (SOA) and organic aerosol derived from biomass-burning (BBOA) has been neglected. Such reactions can constitute sources of gaseous organohalogen compounds or halogenated organic matter in the tropospheric boundary layer and can influence physicochemical properties of atmospheric aerosols.Model SOA from α-pinene, catechol, and guaiacol was used to study heterogeneous interactions with RHS. Particles were exposed to molecular chlorine and bromine in an aerosol smog-chamber in the presence of UV/VIS irradiation and to RHS, released from simulated natural halogen sources like salt pans. Subsequently, the aerosol was characterized in detail using a variety of physicochemical and spectroscopic methods. Fundamental features were correlated with heterogeneous halogenation, which results in new functional groups (FTIR spectroscopy), changes UV/VIS absorption, chemical composition (ultrahigh resolution mass spectroscopy (ICR-FT/MS)), or aerosol size distribution. However, the halogen release mechanisms were also found to be affected by the presence of organic aerosol. Those interaction processes, changing chemical and physical properties of the aerosol are likely to influence e.g. the ability of the aerosol to act as cloud condensation nuclei, its potential to adsorb other gases with low-volatility, or its contribution to radiative forcing and ultimately the Earth's radiation balance.

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“…Organic acyl hypohalites are discussed e.g. by Anbar and Ginsburg (1954). Pink and Steward (1971) report oxidative decarboxylation caused by bromine water.…”

Section: Related Mechanisms Of Halogen Chemistrymentioning

confidence: 99%

Halogenation processes of secondary organic aerosol and implications on halogen release mechanisms

et al. 2012

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“…A mechanism consistent with these findings must account for the electron-rich nature of the rate-determining step. The theory that a hypohalite species is the primary intermediate in the oxidation of alcohols is not new [12]. Dehydrohalogenation of the unstable hypohalite has generally been attributed to the formation of aldehyde product.…”

Section: Resultsmentioning

confidence: 99%

Kinetics of phase-transfer-catalyzed oxidations ofp-substituted benzyl alcohols with aqueous hypochlorite

Bradley

Lesica

Albertson

1997

React Kinet Catal Lett

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Section: Mechanism and Discussionmentioning

confidence: 99%

“…The literature indicates that, for other similar reactions, the formation of bromine may take place through the formation of the BrCl intermediate compound, which in excess of Br − quickly leads to the formation of Br 2 . On the other hand, according to the literature, when Br 2 is present in solution along Br − , the Br 3 − species will be formed in a fast equilibrium process that is dissociated from the formation of Br 3 − ( K e = 16.1 at 25°C, I = 1.0 M) .…”

Section: Mechanism and Discussionmentioning

confidence: 99%

Oxidation of Bromide by Tert‐Butyl Hypochlorite

Pastoriza

Antelo

Crugeiras

2013

Int J of Chemical Kinetics

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The kinetics of the oxidation reaction of bromide by tert‐butyl hypochlorite (tBuOCl) was studied at 25°C, ionic strength 0.5 M, and under isolation conditions. A stopped‐flow spectrophotometer was employed for monitoring the reactions. Kinetic studies show that the reaction is first order with respect to [Br−] and [tBuOCl]. Linear dependences of the proton concentration, in perchloric acid medium, and the buffer solution concentration were found on the rate constant. The activation parameters were calculated using the Arrhenius and Eyring equations from the kinetic studies performed to analyze the influence of temperature on the rate constant. The results are consistent with a reaction mechanism of general acid catalysis. The catalytic constants were obtained for the oxidation of bromide by tert‐butyl hypochlorite. The slope obtained for the Brönsted relationship was 0.36.

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Organic Hypohalites.

Cited by 62 publications

References 85 publications

Halogenation processes of secondary organic aerosol and implications on halogen release mechanisms

Halogenation processes of secondary organic aerosol and implications on halogen release mechanisms

Kinetics of phase-transfer-catalyzed oxidations ofp-substituted benzyl alcohols with aqueous hypochlorite

Oxidation of Bromide by Tert‐Butyl Hypochlorite

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