Reactions of Chlorine Dioxide with Unsaturated Compounds. II. Methyl Oleate.

Lindgren, B.; Svahn, Carl Magnus; Smidsrød, Olav; Møller, Jørgen; Brunvoll, J.; Bunnenberg, E.; Djerassi, Carl; Records, Ruth

doi:10.3891/acta.chem.scand.20-0211

Cited by 21 publications

(12 citation statements)

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“…9,10-Dichlorostearate also appears to chromatograph more easily (10-12) and preparative GLC was used by Daniels et al (10) in the isolation of this compound. The behavior of the tetrachlorostearate was not reported by any of these workers (10)(11)(12).…”

Section: Introductionmentioning

confidence: 81%

Determination of brominated vegetable oils in soft drinks by gas liquid chromatography

Conacher¹,

Chadha²,

Sahasrabudhe³

1969

J Americ Oil Chem Soc

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A method is described for the qualitative and quantitative determination of brominated vegetable oils in soft drinks. The procedure involves treatment of the brominated oils with sodium methoxide followed by GLC analysis of the resulting methyl esters using methyl pentadecanoate as internal standard. Recoveries on known amounts of these oils ranged between 93.7% and 102.4%. The technique, applied to several commercial soft drinks, has shown the content of brominated oil to be in the range 10–45 mg per 10 fluid oz of drink.

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Section: Introductionmentioning

confidence: 81%

Determination of brominated vegetable oils in soft drinks by gas liquid chromatography

Conacher¹,

Chadha²,

Sahasrabudhe³

1969

J Americ Oil Chem Soc

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“…The presence of grafted chlorine onto polymer chains was only revealed by Colins et al [18]. This polymer contained some unsaturation, which in view of the early findings of Lindgren et al [16,17] suggest some reactivity between the polymer and chlorine dioxide. When the antioxidant system has become totally depleted, a fast but strictly surface-confined degradation of polyethylene occurs [10].…”

Section: Introductionmentioning

confidence: 93%

“…Saturated aliphatic hydrocarbons and aliphatic olefins were reported to be unreactive to chlorine dioxide under typical water conditions [14,15]. Lindgren et al [16,17] reported the presence of oxidative and chlorinated products from the reactions of chlorine dioxide and some olefins, which they suggested to be due to a mechanism whereby the allylic hydrogen is abstracted by chlorine dioxide giving free radical intermediates. The high stability of saturated hydrocarbons towards chlorine dioxide was further supported by data presented by Yu et al [8] on polyethylene pipes exposed to water containing 4.0 ppm chlorine dioxide at 90 C and pH ¼ 6.8: the material beneath the degradation layer showed no detectable IR absorption due to carbonyl, hydroxyl or chlorine groups.…”

Section: Introductionmentioning

confidence: 97%

Chlorine dioxide resistance of different phenolic antioxidants in polyethylene

Reitberger

Hjertberg

et al. 2015

Polymer Degradation and Stability

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“…Methyl oleate is reported to react at the double bond site to produce aldehydes, the epoxide, chlorohydrin, a dichloro derivative, and a-chloro and a-unsaturated ketones. The aldehyde formation seems to be subject to argument: Leopold and Mutton (24) reported aldehyde formation by chlorine dioxide cleavage of the double bond in triolein (the triglyceride of oleic acid), and Lindgren and Svahn (25) did not find aldehydes after chlorine dioxide reaction with methyl oleate.…”

Section: Reactions With Alkenesmentioning

confidence: 99%

Reaction products of chlorine dioxide.

Stevens¹

1982

Environ Health Perspect

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Inspection of the available literature reveals that a detailed investigation of the aqueous organic chemistry of chlorine dioxide and systematic identification of products formed during water disinfection has not been considered. This must be done before an informed assessment can be made of the relative safety of using chlorine dioxide as a disinfectant alternative to chlorine. Although trihalomethanes are generally not formed by the action of chlorine dioxide, the products of chlorine dioxide treatment of organic materials are oxidized species, some of which also contain chlorine. The relative amounts of species types may depend on the amount of chlorine dioxide residual maintained and the concentration and nature of the organic material present in the source water. The trend toward lower concentrations of chlorinated by-products with increasing ClO2 concentration, which was observed with phenols, has not been observed with natural humic materials as measured by the organic halogen parameter. Organic halogen concentrations have been shown to increase with increasing chlorine dioxide dose, but are much lower than those observed when chlorine is applied. Aldehydes have been detected as apparent by-products of chlorine dioxide oxidation reactions in a surface water that is a drinking water source. Some other nonchlorinated products of chlorine dioxide treatment may be quinones and epoxides. The extent of formation of these moieties within the macromolecular humic structure is also still unknown.

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Reactions of Chlorine Dioxide with Unsaturated Compounds. II. Methyl Oleate.

Cited by 21 publications

References 0 publications

Determination of brominated vegetable oils in soft drinks by gas liquid chromatography

Determination of brominated vegetable oils in soft drinks by gas liquid chromatography

Chlorine dioxide resistance of different phenolic antioxidants in polyethylene

Reaction products of chlorine dioxide.

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