The Oxidation of Methylene and Methyl Groups by Sodium Hypochlorite<sup>1</sup>

Neiswender, D. D.; Moniz, W. B.; Dixon, Joseph A.

doi:10.1021/ja01496a051

Cited by 28 publications

(3 citation statements)

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“…Among these polymers are materials which have ultraviolet-absorbing groups attached to the polymer chain. 28 We have recently reported the synthesis of several 5-vinylsalicylic acid derivatives, which were homopolymerized and copolymerized with acrylic monomers.2b The present paper describes the synthesis and polymerization of another important UV absorber, 2,4-dihydroxy-4'-vinylbenzophenone.…”

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confidence: 93%

“…Polymer Science and Engineering, University of Massachusetts, Amherst, Massachusetts 01003. Received September 28,1977 ABSTRACT: The synthesis of 2,4-dihydroxy-4'-vinylbenzophenone was accomplished in five steps, with an overall yield of 15%, starting with p-ethylbenzoic acid. Pure 2,4-dihydroxy-4'-vinylbenzophenone was polymerized with azobis(isobutyro)nitrile as initiator; radical copolymerizations with methacrylic acid and styrene were also accomplished.…”

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confidence: 99%

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Functional Polymers. 4. Polymers of 2,4-Dihydroxy-4'-vinylbenzophenone, New Polymeric Ultraviolet Absorbers

Bailey¹,

Tirrell²,

Pinazzi³

et al. 1978

Macromolecules

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confidence: 93%

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confidence: 99%

Functional Polymers. 4. Polymers of 2,4-Dihydroxy-4'-vinylbenzophenone, New Polymeric Ultraviolet Absorbers

Bailey¹,

Tirrell²,

Pinazzi³

et al. 1978

Macromolecules

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“…Sodium hypochlorite has a strong capacity to oxidize functional groups, including alcohols (Procter, 1991), aldehydes (Abramovici et al, 1985), electron-deficient alkenes (Marmor, 1963), and amines (Lee and Freedman, 1976). Neiswender et al (1960) reported that diketones might be oxidized with NaOCl to give their corresponding diacids. Besides acetic acid, which was identified as the primary final product, low levels of 1,1-dichloro-2-propanone and 1,1,1-trichloropropanone were positively identified (Table 1).…”

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confidence: 99%

Short communication: Reactivity of diacetyl with cleaning and sanitizing agents

Rincon-Delgadillo

López‐Hernández

Rankin

2013

Journal of Dairy Science

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Diacetyl is used to impart a buttery flavor to numerous food products such as sour cream, cottage cheese, vegetable oil-based spreads, baked goods, and beverages. Recent studies have linked exposure to high concentrations of diacetyl and the onset of bronchiolitis obliterans. Due to the reported risks that diacetyl may pose, many food companies have altered practices to reduce worker exposure to diacetyl, including the use of personal respirators, improved air handling systems, and adequate cleaning practices. Commonly used cleaning and sanitizing agents may be reactive with diacetyl; however, the efficacy of these chemicals has not been studied in detail and remains unclear. The objective of this work was to study the reaction chemistry of diacetyl with common industrial cleaning and sanitizing chemicals. The reactions were assessed at equimolar concentrations and analyzed by gas chromatography-mass spectrometry. Peroxyacetic acid was most reactive with diacetyl (95% reduction in diacetyl), followed by sodium hypochlorite (76% reduction), and hydrogen peroxide (26% reduction). Benzalkonium chloride (BAC) did not react with diacetyl. Acetic acid was detected as the main product of reactions of diacetyl with peroxyacetic acid, sodium hypochlorite, and hydrogen peroxide. 1,1-Dichloro-2-propanone and 1,1,1-trichloropropanone were also identified as volatile reaction products in the sodium hypochlorite reactions.

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