1931
DOI: 10.1021/cr60029a001
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The Halogenation of the Paraffin Hydrocarbons.

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Cited by 30 publications
(26 citation statements)
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“…This is also the case in the absence of Mg 2 Si. Bromination of alkanes has been demonstrated before, [99][100][101][102] and results in the formation of alkyl bromides and HBr gas. 102 1 H NMR spectroscopic analysis indeed conrms the formation of octyl bromides, as evidenced by signals at 3.99, 4.04 and 4.13 ppm, which were assigned (primarily) to three isomers of secondary octyl bromides (ratios not quantied, see Fig.…”
Section: Synthesis Of Si Qds By Oxidation Of Mg 2 Si By Brmentioning
confidence: 93%
“…This is also the case in the absence of Mg 2 Si. Bromination of alkanes has been demonstrated before, [99][100][101][102] and results in the formation of alkyl bromides and HBr gas. 102 1 H NMR spectroscopic analysis indeed conrms the formation of octyl bromides, as evidenced by signals at 3.99, 4.04 and 4.13 ppm, which were assigned (primarily) to three isomers of secondary octyl bromides (ratios not quantied, see Fig.…”
Section: Synthesis Of Si Qds By Oxidation Of Mg 2 Si By Brmentioning
confidence: 93%
“…They serve as precursors to carbanions, carbon radicals, carbocations, and organo–transition‐metal species 1. Among the various methodologies to prepare bromoalkanes, the most straightforward is the direct conversion of CH bonds into CBr bonds by using molecular bromine; this method originated a century ago 2. Kharasch and coworkers established the reactivity of this method towards different CH bonds and radical‐chain mechanisms 3.…”
Section: Methodsmentioning
confidence: 99%
“…[1] Among the various methodologies to prepare bromoalkanes, the most straightforward is the direct conversion of CÀH bonds into CÀBr bonds by using molecular bromine; this method originated a century ago. [2] Kharasch and coworkers established the reactivity of this method towards different CÀH bonds and radical-chain mechanisms. [3] A bromine radical, arising from homolysis of molecular bromine by photoirradiation, abstracts a hydrogen atom from a CÀH bond to form a carbon radical, liberating HBr.…”
mentioning
confidence: 99%
“…The [2+2] dimerization of anthracene and thymoquinone in the solid state, 14 the Z to E isomerizations of cinnamic and related unsaturated acids 15 and the photoreduction of carbonyls were likewise investigated in that time period. A possible industrial application of photochemistry emerged after the discovery of the easy bromination of alkyl benzenes 16 and of the rearrangement of naphthoquinone diazides. In the last case, a Wolff rearrangement with loss of nitrogen and ring contraction took place with concomitant formation of a carboxylic acid.…”
Section: Historical Backgroundmentioning
confidence: 99%
“…Early reports dealt with the solar induced synthesis of variable amounts of chlorinated hydrocarbons by reaction between simple hydrocarbons and chlorine gas. 16 On the other hand, activated C-H bonds are well suited for halogenation reactions. A fast and efficient a-bromination of aromatic and aliphatic carbonyl compounds has been achieved through solar exposure by using N-bromosuccinimide (NBS) as the halogen source.…”
Section: Halogenationsmentioning
confidence: 99%