Bromo-2-nitropropane

2-Nitropropane (178 g., 2.0 moles) is added with cooling to a solution of 132 g. (2.0 moles) of 85% potassium hydroxide in 500 ml. of water. The solution is cooled in an ice bath and stirred while 320 g. (2.0 moles) of bromine is added. (Hood.) The rate of addition of the bromine is such that the temperature of the reaction mixture is held in the range 35-40°. Sufficient solid sodium sulfite is added to the red solution to obtain a colorless mixture, and the heavy oily layer is separated and washed with water. After drying over sodium sulfate, the product is distilled to give an 89% yield of 2-bromo-2-nitro-propane, boiling at 151.7-151.8°/745 mm. 

The product is a potent lachrymotor, and it should be handled with care. 

A hot solution of 50 g. (0.29 mole) of m-bromoaniline and 50 ml. of concentrated sulfuric acid in 400 ml. of water is cooled to 10° and diazotized by the addition of 21 g. (0.30 mole) of sodium nitrite at 10°. The solution of the diazonium salt is added (15-30 minutes) in a thin stream to a solution of 100 ml. of concentrated sulfuric acid and 300 ml. of water which is being steam-distilled during the addition at such a rate that, upon completion of the addition of the diazonium salt, approximately 1 1. of distillate has been collected. Steam distillation is continued until another liter of distillate has been collected. The distillate is saturated with sodium chloride and extracted three times with ether. The ether extracts are distilled to give 39 g. (78%) of m-bromophenol boiling at 125-130°/25 mm. 

Sixteen grams (0.10 mole) of bromine is added gradually with stirring to a solution of 20 g. (0.10 mole) of phenoxathiin [Org. Syntheses Coll. Vol. 2, 485 (1943)] in 100 ml. of carbon tetrachloride. (Hood.) 

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Chemical Name 2-Bromo-2-nitropropane-1,3-diol Common Name -... 

B, 2-phenoxyethanol C, chlorbutol (trichlonw-butanol) D, Bronopol (2-bromo-2-nitropropan-l,3-diol). 

Mercuric chloride, other mercury-containing antibacterials and silver will inhibit enzymes in the membrane, and for that matter in the cytoplasm, which contain thiol, -SH, groups. A similar achon is shown by 2-bromo-2-nitropropan-l,3-diol (bronopol) and iso-thiazolones. Under appropriate condihons the toxic action on cell thiol groups may be reversed by addition of an extrinsic thiol compound, for example cysteine or thioglycollic aeid (see also Chapters 12 and 23). 

Brononol (2-Bromo-2-nitropropane-1,3-diol) in combination with methyl and propyl paraben. The paper generated by the Danish group (ref. 5 Knoll BASF publication) shows that the mechanism of action of Bronopol is independent of formaldehyde formation. The inclusion of Tetrasodium EDTA at about 0.02% to remove ions in the water or extracts and carefully excluding any tertiary amines such as triethanolamine to counteract the fears of the marketers with reference to possible nitrosamine formation and release of formaldehyde. The pH used is usually at 6 and below. 

Bromo-2-nitropropane-l,3-diol, latex auxiliary. Bound Rubber... 

Bromo-2-nitropropane reacts with nitrobenzenethiolate anions ArS (Ar = 2- or 4-O2NC6H4) in diffuse daylight to give substitution products 412 and dimers 413 (equation 134)446,447... 

The cathodic reduction of 2-bromo-2-nitropropane in the presence of dimethyl acetylene dicarboxylate leads to 5,5-dimethyl-2,3,4-trimethoxycarbonyl-5-hydropyrrole as the major product (64% yield) (Scheme 85) [125]. 

This paper will address some of these problem areas and consider options for the mineral slurry producer based on currently available technologies, focusing in particular on Bronopol (Myacide AS 2-bromo-2-nitropropane-l,3-diol). 

Slurries 1, 3, 4 and 8 show the new liquid blend, l,2-dibromo-2,4-dicyanobutane + 2-bromo-2-nitropropane-l,3-diol, as being the most effective product, while the 2-bromo-2-nitropropane-l,3-diol was most effective in slurries 2, 5, 6 and 7. In order to appreciate the advantages of this new blend over the products tested, the observations from the study of each of the products are listed in the discussion. 

The 2-bromo-2-nitropropane-l,3-diol was effective in controlling the Methylobacterium sp. but, due its stability issues in pigment slurries, it is recommended as the second product of choice. 

V-Nitrosodiethanolamine is formed by the action of nitrosating agents (nitrites 2-bromo-2-nitropropane-l,3-diol nitrogen oxides) on diethanolamine and triethanolamine (Schmeltz Wenger, 1979 Hofimann etal, 1982 Budavari, 1998). The rate of formation of A-nitrosodiethanolamine in aqueous solutions of ethanolamines is pH-, temperature- and time-dependent. The reaction was originally thought to occur only... 

Okieimen, EE. Akintola, E.O. (1985) Contamination of daily and tobacco products by trace quantities of nitrosodiethanolamine (NDELA). Bull, environ. Contam. Toxicol., 35,466 70 Ong, J.T.H. Rutherford, B.S. (1980) Some factors aflecting the rate of V-nitrosodiethanol-amine formation from 2-bromo-2-nitropropane-l,3-diol and ethanolamines. J. Soc. Cosmet. Chem., 31, 153-159... 

Bromo-5-nItrofuran, AC25 Bromonitromethane, AAlO 2-Bromo-5-nitrooxole, AC25 2-Bromo-2-nitropropane, AB74 4-Bromo-l-nitropyrazole, AB20... 

Bromo-2-nitropropane-l,3-diol. Organo-bromine group. General-purpose microbiocide, slimicide, and aerobic/anaerobic bactericide. A benefit... 

Under certain circumstances, formation of new substances can be seen during manufacturing, storage or use. Formation of different nitrosamines was found in products with dialkanolamines together with some nitrosating agents. 2-Bromo-2-nitropropane-l,3-diol and 5-bromo-5-nitro-l,3-dioxane are two, but not the only, examples of such substances. This formation of nitrosamines is important to avoid or minimize, as many different nitrosamines are shown to be carcinogenic is animals. 

Aryl-6-nitroanthranils are obtained on heating of 2,4-dinitrobenzaldehydes in sulfuric acid or polyphosphoric acids with aromatic carbohydrates [436-440], Reductive heterocyclization of 2,6-dinitrobenzaldehyde in the presence of 2-bromo-2-nitropropane... 

SYNS 2-BROMO-2-NITROPANE-1.3-DIOL 2-BROMO-2-NITROPROPAN-l,3-DIOL p-BROMO-P-NITROTRIMETHYLENEGLYCOL BRONOCOT BRONOPOL BRONOSOL... 

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