87-82-1Relevant articles and documents
A six-bromophenylacetic synthetic method (by machine translation)
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Paragraph 0014-0017, (2019/05/29)
The invention relates to a six-bromophenylacetic synthetic method, which belongs to the technical field of synthesis of bromine-containing flame-retardant agent. The french law is bromine is added in the glass lining reaction kettle, anhydrous aluminum chloride and the fuming sulfuric acid, into the grooves in the high benzene; actuating the stirring, the reaction water bath for heating, to maintain the temperature in the kettle not exceeding 50 °C, starting to drop [...], [...] acceleration control in each 35 - 45 minutes of the uniform speed drop end 48 - 52 kg benzene, reaction, system thermal insulation, discharge within the system of hydrogen bromide; to adding pure water in the kettle, to inject the steam makes the steam raised in the reactor, until the residual bromine is all boil off, the product of the reaction in the reaction vessel is a milky white crystal changes by the red; cooling to room temperature, filtered, the filter cake is washed and dried to get the product. This invention adopts the anhydrous aluminum chloride as catalyst, the catalytic effect is better, reaction temperature requirement is low, the product yield has been raised by 10% the left and right, at the same time effectively reducing the use of organic solvent, more environmental protection and safety. (by machine translation)
Comments on reactions of oxide derivatives of uranium with hexachloropropene to give UCl4
Patel, Dipti,Wooles, Ashley J.,Hashem, Emtithal,Omorodion, Harrison,Baker, Robert J.,Liddle, Stephen T.
supporting information, p. 7559 - 7562 (2015/10/12)
We report that U3O8, UO2(NO3)2·6H2O, and UO2Cl2 react with hexachloropropene (HCP) to give UCl4 in 60, 100, and 92% yields, respectively, and report a protocol to recycle the HCP. This renders the preparation of UCl4 more accessible and sustainable. 2,5-Dichlorohexachlorofulvene has been identified as a significant by-product from these reactions.
Thermal Stability Studies on a Homologous Series of Nitroarenes
Oxley, Jimmie C.,Smith, James L.,Ye, Hong,McKenney, Robert L.,Bolduc, Paul R.
, p. 9593 - 9602 (2007/10/02)
The thermal stabilities of a number of nitroarenes were examined in solution and in condensed phase.In general, increasing the number of nitro groups decreased thermal stability.Changing the substituent on 1-X-2,4,6-trinitrobenzene from X = H to NH2 to CH3 to OH accelerated decomposition; this effect was attributed to increased ease of intramolecular proton transfer to an ortho nitro group, thus weakening the carbon-nitrogen bond.In solution, the effect of increasing substitution from n = 1 to n = 3 on Xn(NO2)3C6H3-n was uniformly that of decreasing the thermal stability of the species.However, in condensed phase, results suggested that crystal habit may be more important than molecular structure; for X = Br, CH3, and NH2, the more substituted species was the more stable.
PERBROMINATION OF BENZENE AND SOME OF ITS DERIVATIVES
Golounin, A. V.,Shukhta, T. K.,Kirienko, E. K.,Petrova, M. P.,Esavkin, E. V.
, p. 1167 - 1169 (2007/10/02)
Perbrominated compounds - pentabromophenol, hexabromobenzene, pentabromotoluene, polychlorobromobenzenes, and decabromodiphenyl ether - have been obtained.Substitution bromination has been discovered in treating diphenyl sulfoxide, diphenyl sulfide, diphenylmethane, diphenyl oxide, and benzophenone with excess bromine in the presence of AlBr3.A series of ethers and esters of pentabromophenol have been obtained; their hydrolysis has been carried out.A negative influence of ferric halides has been discovered in exhaustive bromination of aromatic compounds.
BROMINATION OF DEACTIVATED AROMATIC COMPOUNDS
Andrievskii, A.M.,Gorelik, M.V.,Avidon, S.V.,Al'tman, E.Sh.
, p. 1519 - 1524 (2007/10/02)
Unreactive aromatic compounds can be brominated with high yields by the action of bromine and nitric acid or another oxidizing agent (iodic acid, hydrogen peroxide, etc.) in concentrated sulfuric acid or oleum.Bromination in the presence of nitric acid has lower substrate selectivity than the concurrent nitration.Moderately deactivated aromatic substrates are nitrated initially, whereas inactive substrates are brominated.It is suggested that the electrophilic brominating agent is sulfohypobromite in the form of a complex with sulfuric acid.
POLYBROMINATED AROMATIC COMPOUNDS VI. EXHAUSTIVE BROMINATION IN THE RING OF DEACTIVATED AROMATIC COMPOUNDS
Shishkin, V.N.,Bolusheva, I.Yu.,Lapin, K.K.,Tanaseichuk, B.S.
, p. 1303 - 1308 (2007/10/02)
A convenient method is developed for the synthesis of perbrominated aromatic compounds containing electronegative groups (NO2, CN, COOH) by exhaustive bromination of the starting compounds with bromine in concentrated sulfuric acid in oleum in the presence of mecuric oxide at 35-60 deg C.
FORMATION OF HETEROCYCLIC HAZARDOUS COMPOUNDS BY THERMAL DEGRADATION OF ORGANIC COMPOUNDS
Bieniek, Dieter,Bahadir, Muefit,Korte, Friedhelm
, p. 719 - 722 (2007/10/02)
2,3,7,8-Tetrabromodibenzofuran in ppm concentrations can be generated via reductive debromination and subsequent intramolecular cyclization during thermolysis of polybrominated aromatic compounds such as decabromodiphenyl ethers which are used as flame retardants in plastics.The respective tetrabromobenzodioxin isomer is produced in moderate amounts.In analogy to the chlorinated isomers the formation of toxic substances from incineration or fire accident constitutes a potential hazard.
POLYBROMINATED AROMATIC COMPOUNDS. IV. METHOXYDEBROMINATION REACTIONS OF POLYBROMOBENZENES IN PYRIDINE
Shishkin, V. N.,Lapin, K. K.,Tanaseichuk, B. S.,Butin, K. P.
, p. 516 - 522 (2007/10/02)
The rates were measured and the orientation was studied for the methoxydebromination of all polybromobenzenes C6HnBr6-n (n = 0-3) in pyridine at 115 deg C.From comparison of the partial rates of substitution of the bromine atom at various positions of the benzene ring it was found that the activating effect of the bromine atom in relation to the point of nucleophilic attack changes in the order o-Br > m-Br > p-Br, and the directing selectivity of the bromine is low (compared with fluorine in the methoxydefluorination of polyfluorobenzenes) and increases with decrease in the number of bromine atoms in the aromatic ring of the substrate.
Reaction of Aryl Grignard Reagents with Hexahalobenzenes: Novel Arenes via a Multiple Aryne Sequence
Harada, Katsumasa,Hart, Harold,Du, Chi-Jen Frank
, p. 5524 - 5528 (2007/10/02)
New methodology for forming four to six new carbon-carbon bonds to an existing benzene ring in a "one-pot" reaction is described.Reaction of hexabromobenzene (7) or 1,2,4,5-tetrabromo-3,6-dichlorobenzene with excess arylmagnesium bromide in THF gives, after aqueous quench, 1,2,4,5-tetraarylbenzenes in good yield (Table I).The actual product is the corresponding di-Grignard 29, formed from a tetrahalo di-Grignard (24, 31) through a sequence of organometallic aryne intermediates (Scheme II).
