Bromine reaction with alcohol

Cinnamyl alcohol, reaction with tri-phenylphosphine and bromine, 48,51... 

Direct formation of 5,5-dihydro-5-iminothianthrene by reaction with hydroxylamine mesitylsulfonate presumably involves, first, electrophilic amination at sulfur (74TL1973). Electrophilic S-bromination (see also Section III, A, 3, b) must be presumed to initiate the conversion of thianth-rene into the sulfurane 25 by reaction with bromine in the presence of the alcohol (RfOH = l,l,l,3,3,3-hexafluoro-2-phenyl-2-propanol) (77JOC3222). 

Satake et al. have described the mechanistic aspects of the formation of 2-methoxy-277-azepine derivatives lla-d from 377-azepines lOa-d upon reaction with bromine <2003H(60)2211> (Scheme 1). Unlike the situation observed with cycloheptatrienes, delocalized azatropylium salts were not formed from the reaction of 377-azepines with bromine in the absence of an alcoholic solvent. Reaction of 12 with bromine gave 13 plus the bis-ether 14 and bromomethane. The product 14 was also observed in the reaction of 12 with NBS (0.5 equiv) with 1 equiv of 7V-bromosuccinimide (NBS) 12 afforded the succinimido-substituted derivative 15, which upon elimination of HBr in the presence of base gave the 277-azepine 16 (Scheme 2) <2003H(60)2211>. 

Mercury di-isoamyl is insoluble in water, slightly in alcohol, but readily soluble in ether. It does not oxidise in air, but when dropj ed into chlorine it forms isoamyl mercuric chloride. In contact with solid iodine it reacts with a hissing sound, and the reaction with bromine is still more violent. An ethereal solution of mercury di-isoamyl treated first with alcoholic and then with solid iodine gives isoamyl mercuric iodide and isoamyl iodide. Treatment with an excess of mercuric chloride in alcohol yields isoamyl mercuric chloride. 

Arcus and Strauss sought to convert 1-phenylallyl alcohol (3) into the dibromide (5) by reaction with bromine in chloroform, carbon tetrachloride, or carbon disulfide buf absorption of bromine virtually stopped when 0.6-0.7 equivalent of bromine had been added, and the only product isolated was 1,2,3-tribromo-l-phenylpropane,... 

AMSPEC-KR (1309-64-4) Ignites and burns in heated air above 420°F/215°C. Violent reaction with bromine trifluoride. Reacts with chlorinated rubber, alcohols/glycols, organic and a-hydroxy acids (fruit acids), o-dihydric phenols, polyethylene glycol, and other polyhydroxy compounds. 

When a-vinylbenzyl alcohol reacts with bromine in dry CHC13, CC14, or CS2, (l,2,3-tribromopropyl)benzene is formed exclusively however, carrying out the reaction with pyridine hydrobromide dibromide in glacial acetic acid at 12-15° leads mainly to addition of bromine, which results in <%-(l,2-dibromo-ethyl)benzyl alcohol.70 Analogously, but without a solvent, allyl alcohol gives 2,3-dibromo-1 -propanol.71... 

Mixed vapors of acrolein and ethyl alcohol were passed over the catalyst in a heated stainless steel tube at atmospheric pressure. Products were condensed and fractionated in a 20-plate bubble tray column. Fractions taken were acetaldehyde, 20-36°, and acrolein-ethyl alcohol, 36-78.4°. At this point water was added to the distillation kettle and an ethyl alcohol-aUyl alcohol-water fraction, 78-95°, was taken overhead. Fractions were analyzed for aldehydes by the hydroxylamine hydrochloride method, for im-saturation by reaction with bromine in aqueous potassium bromide, for alcohol by the nitrite ester method, and for water with Fischer reagent. Propyl alcohol in the water-free allyl alcohol recovered from the azeotrope was calculated by difference from the total alcohol determined by reaction with acetyl chloride and the unsaturated alcohol determined by reaction with aqueous bromine solution. Fresh catalyst was used for each experiment. 

This reactivity of aryl silanes is used to convert stable phenyldimethylsilyl compounds into more reactive compounds such as alcohols by a reaction such as that shown in the margin. Several reagents can be used, all of which induce ipso substitution of the phenyl silane. The reaction with bromine is typical. Bromobenzene is produced together with a sUyl bromide that is activated towards subsequent oxidation. 

By studying the perchloric acid-catalysed acetolysis of the exo- and endo-[2- H]-alcohols (323), Friedrich and Cooper have established that cyclopropylcarbinyl rearrangement does occur in bicydo [n, 1,0]alkane systems. Electrophilic addition to the double bond of vinylcyclopropanes leads to products with retained (major) and rearranged (minor) skeletons. Reactions with bromine and chlorine as well as... 

Likewise, we have synthesized another key core segment based on a p-polyphenylene conducting unit which fits the general electronic architectural requirements. Conversion of 2-aminobiphenyl to the corresponding iodide under Sandmeyer conditions followed by lithium halogen exchange and quenching with fluorenone afforded the alcohol 11. Acid treatment to close the spiro system followed by reaction with bromine... 

Eosin (Tetrabromofluorescein). Place 16 5 g. of powdered fluorescein and 80 ml. of rectified (or methylated) spirit in a 250 ml. flask. Support a small dropping funnel, containing 36 g. (12 ml.) of bromine, above the flask make sure that the stopcock of the funnel is well lubricated before charging the latter with bromine. Add the bromine diopwise during about 20 minutes. When half the bromine has been introduced, and the fluorescein has been converted into dibromofluor-escein, all the solid material disappears temporarily since the dibromo derivative is soluble in alcohol with further addition of bromine the tetrabromofluorescein (sparingly soluble in alcohol) separates out. Allow the reaction mixture to stand for 2 hours, filter ofiF the eosin at the pump, wash it with alcohol, and dry at 100°. The yield of eosin (orange-coloured powder) is 25 g. 

---