Bromoacetic acid

Bromoacetic acid must not be allowed to come into contact with the hands as it causes serious bums. 

Ethyl bromoacetate (1). Fit a large modified Dean and Stark apparatus provided with a stopcock at the lower end (a convenient size is shown in Fig. Ill, 126, 1) to the 1-htre flask containing the crude bromoacetic acid of the previous preparation and attach a double surface condenser to the upper end. Mix the acid with 155 ml. of absolute ethyl alcohol, 240 ml. of sodium-dried benzene and 1 ml. of concentrated sulphuric acid. Heat the flask on a water bath water, benzene and alcohol will collect in the special apparatus and separate into two layers, the lower layer consisting of approximately 50 per cent, alcohol. Run ofi the lower layer (ca. 75 ml.), which includes all the water formed in the... 

Bromoacetic acid [79-08-3] (BrCH2COOH), mol wt 138.96, C2H3Br02, occurs as hexagonal or rhomboidal hygroscopic crystals, mp 49°C, bp 208°C, 1.9335, 1-4804. It is soluble in water, methanol, and ethyl ether. Bromoacetic acid undergoes many of the same reactions as chloroacetic acid under... 

Bromoacetic acid can be prepared by the bromination of acetic acid in the presence of acetic anhydride and a trace of pyridine (55), by the HeU-VoUiard-Zelinsky bromination cataly2ed by phosphoms, and by direct bromination of acetic acid at high temperatures or with hydrogen chloride as catalyst. Other methods of preparation include treatment of chloroacetic acid with hydrobromic acid at elevated temperatures (56), oxidation of ethylene bromide with Aiming nitric acid, hydrolysis of dibromovinyl ether, and air oxidation of bromoacetylene in ethanol. 

Bromoacetic acid [79-08-3] M 138.9, m 50 , b 118 /15mm, 208 /760mm, pK 2.92. Crystd from pet ether (b 40-60°). Diethyl ether soln passed through an alumina column, and the ether evaporated at room temperature under vacuum. LACHRYMATORY. 

Haloacetic acids dichloroacetic acid (zero) trichloroacetic acid (0.3 mg/L). Monochloroacetic acid, bromoacetic acid, and dibromoacetic acid are regulated with this group but have no MCLGs. 

Lehn and his coworkers have prepared a number of chiral cryptands based upon the 2,2 -binaphthyl unit " . In a typical preparation, the binaphthyl units are treated with bromoacetic acid to form the phenoxyacetic acid derivatives which are then converted into the corresponding diacyl chlorides (75). Reaction of 15 with l,10-diaza-18-... 

A treatment of 2-butyltelluroaniline with an equimolar amount of bromoacetic acid results in spontaneous cyclization of the formed telluronium salt 31 to give 1-butylbenzotellurazinonium bromide 30. That the alkylation occurs at the tellurium and not at the nitrogen atom of 2-butyltelluroaniline has been proved by the isolation of the methyl ester of 31 in 60% yield when the amine was coupled with methyl bromoacetate under the same reaction conditions. Elimination of butyl bromide from 30 readily occurs on heating of its DMF solution leading to 2//-l,4-benzotellurazin-3(4//)-one 32 in 90% yield. 

When bromoacetyl chloride is used instead of bromoacetic acid, the anilide 33 is formed at the first stage. Its subsequent cyclization also leads to 32. This approach to benzotellurazinone is similar to that developed for the synthesis of 2//-l,4-benzothiazin-3(4//)-ones (66CJC1247). Significantly, attempts to isolate the intermediate sulfonium salts analogous to 30 were unsuccessful. 

Diethylaminoethyl)acetic acid ethyl ester Bromoacetic acid ethyl ester... 

Fluocinolone acetonide Fluocortolone Fluoxymesterone Bromoacetic acid ethyl ester Chromonar HCI Bromoacetol... 

C2H4BrNO 79-15-2) see Betamethasone Fluazacort Fludroxycortide Fluperolone acetate Halopredone diacetate Triamcinolone Ulobetasol propionate 7(5)-bromoacetamido-7-methoxycephalosporanic acid (C 3H,5BrN207S 65871-82-1) see Cefotetan bromoacetic acid... 

In the first step, a resin-bound secondary amine is acylated with bromoacetic acid, in the presence of N,N-diisopropylcarbodiimide. Acylation of secondary amines is difficult, especially when coupHng an amino acid with a bulky side chain. The sub-monomer method, on the other hand, is facilitated by the use of bromoacetic acid, which is a very reactive acylating agent Activated bromoacetic acid is bis-reactive, in that it acylates by reacting with a nucleophile at the carbonyl carbon, or it can alkylate by reacting with a nucleophile at the neighboring ah-phatic carbon. Because acylation is approximately 1000 times faster than alkylation, acylation is exclusively observed. 

A library of l,3,7-substituted-perhydropyrazino[l,2-f]pyrimidine-2,6,8-triones was built by preparation of functionalized ketopiperazines on the solid phase, followed by N-acylation with 2-bromoacetic acid, reaction with isocyanate and with concomitant cyclization using trifluoroacetic acid (TFA) <2003W02003/013740>. 

Cyclization of imidazo[4,5-e][l, 2,4]triazine 766 with bromoacetic acid and aromatic aldehydes gave (80URP765270) octahydroimidazo[4,5-e]-thiazolo[3,2-6][l,2,4]triazin-3,7-diones 767. 

Bromoacetic acid has been prepared by direct bromination of acetic acid at elevated temperatures and pressures,2-3-4 or with dry hydrogen chloride as a catalyst 6 and with red phosphorus as a catalyst with the formation of bromoacetyl bromide.6-7-8-9-19 Bromoacetic acid has also been prepared from chloroacetic acid and hydrogen bromide at elevated temperatures 6 by oxidation of ethylene bromide with fuming nitric acid 7 by oxidation of an alcoholic solution of bromoacetylene by air 8 and from ethyl a,/3-dibromovinyl ether by hydrolysis.9 Acetic acid has been converted into bromoacetyl bromide by action of bromine in the presence of red phosphorus, and ethyl bromoacetate has been... 

Pure bromoacetic acid may be obtained by distillation of this crude product from a Claisen flask immersed in an oil bath and fitted with an 8-inch insulated Vigreux column. The fraction boiling at 108-110°/30 mm. is collected. The yield is 775-825 g. (80-85 per cent of the theoretical amount). 

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