Hydrogen bromide acidity

Hydrogen bromide cannot be prepared readily by the action of sulphuric acid on a bromide, because the latter is too easily oxidised by the sulphuric acid to form bromine. It is therefore obtained by... 

The acid which comes over is a constant boiling mixture containing about 47 hydrogen bromide (density = 1.46 g cm... 

Phenylpropiolic acid. This is an example of an aromatic acetylenic acid, and is made by adding bromine to the ethylenio linkage in ethyl cinnamate, and treating the resulting dibromide with alcohobc potassium hydroxide which eliminates two molecules of hydrogen bromide ... 

Equip a 1 litre bolt-head flask with dropi)ing fuuncl and a double surface reflux condenser to the top of the latter attach a device (e.g.. Fig. II, 8, 1. c) for the absorption of the hydrogen bromide evolved. Place 100 g. (108 ml.) of dry iso-valeric acid (Section 111,80) and 12 g. of pmified red phosphorus (Section 11,50,5) in the flask. Add 255 g. (82 ml.) of dry bromine (Section 11,49,5) slowly through the dropping funnel at such a rate that little or no bromine is lost with the hydrogen bromide evolved the addition occupies 2-3 hours. Warm the reaction mixture on a water bath until the evolution of hydrogen bromide is complete and the colour of the bromine has disappeared. Pour off the liquid reaction product into a Claisen flask and distil mider the reduced pressure of a water pump. Collect the a-bromo-wo-valeryl bromide at 117-122°/25-30 mm. The yield is 150 g. 

Lead dioxide in acetic acid solution gives lead tetra acetate which oxidises hydrogen bromide (and also hydrogen iodide), but has practically no cflFect under the above experimental conditions upon hydrogen chloride. 

The basic premise for making bromosafrole has been to mix sa-frole with Hydrobromic Acid (a.k.a. hydrogen bromide, HBr). That s it. The HBr does what is called a Markovnikov addition reaction whereby the HBr sees the allyl double bond of safrole and preferentially attaches its hydrogen to the gamma carbon and its bromine to the middle beta carbon (don t ask). 

Clearly the two reactions are analogous and demonstrate that the reaction between hydroxide ion and hydrogen bromide is simultaneously a Brpnsted acid-base reaction and a Lewis acid Lewis base reaction Br0nsted acid-base reactions constitute a sub category of Lewis acid Lewis base reactions... 

Alternatively the benzyloxycarbonyl protecting group may be removed by treat ment with hydrogen bromide m acetic acid... 

Step n When the peptide is completely assembled it is removed from the resin by treatment with hydrogen bromide m trifluoroacetic acid... 

Names such as hydrobromic acid refer to an aqueous solution, and percentages such as 48% HBr denote the weight/volume of hydrogen bromide in the solution. 

Linear alpha-olefins are the source of the largest volume of ahphatic amine oxides. The olefin reacts with hydrogen bromide in the presence of peroxide catalyst, to yield primary alkyl bromide, which then reacts with dimethylamine to yield the corresponding alkyl dimethyl amine. Fatty alcohols and fatty acids are also used to produce amine oxides (Fig. 1). 

Polypeptide Synthesis and Analysis. Sihca or controUed-pore glass supports treated with (chloromethyl)phenylethyltrimethoxysilane [68128-25-6] or its derivatives are replacing chloromethylated styrene—divinylbenzene (Merrifield resin) as supports in polypeptide synthesis. The sdylated support reacts with the triethyl ammonium salt of a protected amino acid. Once the initial amino acid residue has been coupled to the support, a variety of peptide synthesis methods can be used (34). At the completion of synthesis, the anchored peptide is separated from the support with hydrogen bromide in acetic acid (see Protein engineering Proteins). 

Tetraacylates are prepared from titanium tetrabromide and excess carboxyUc acid ia an iaert solvent. After solvent removal, the residue is heated to remove hydrogen bromide. 

The equihbrium constant for this reaction at 25°C is 7.2 x 10 Af (22). Light catalyzes the decomposition of hypobromous acid to hydrogen bromide and oxygen. 

Most metals, concrete, and other constmction materials are corroded by hydrobromic acid. Suitable materials of constmction include some fiber glass-reinforced plastics, some chemically resistant mbbers, PVC, Teflon, polypropylene, and ceramic-, mbber-, and glass-lined steel. Metals that are used include HasteUoy B, HasteUoy C, tantalum, and titanium. The HasteUoys can only be used at ambient temperatures. Liquid hydrogen bromide under pressure in glass at or above room temperature can attack the glass resulting in unexpected shattering. 

Technical 48% and 62% acids are colorless to light yellow Hquids available in dmms, 15,140-L tank trailers, and 37,850-L tank cars. They are classified under DOT regulations as corrosive materials. Anhydrous hydrogen bromide is available in cylinders, under its vapor pressure of approximately 2.4 MPa (350 psi) at 25°C. It is classified as a nonflammable gas. 

A considerable amount of hydrobromic acid is consumed in the manufacture of inorganic bromides, as well as in the synthesis of alkyl bromides from alcohols. The acid can also be used to hydrobrominate olefins (qv). The addition can take place by an ionic mechanism, usually in a polar solvent, according to Markownikoff s rule to yield a secondary alkyl bromide. Under the influence of a free-radical catalyst, in aprotic, nonpolar solvents, dry hydrogen bromide reacts with an a-olefin to produce a primary alkyl bromide as the predominant product. Primary alkyl bromides are useful in synthesizing other compounds and are 40—60 times as reactive as the corresponding chlorides (6). 

Hydrogen bromide adds to acetylene to form vinyl bromide or ethyHdene bromide, depending on stoichiometry. The acid cleaves acycHc and cycHc ethers. It adds to the cyclopropane group by ring-opening. Additions to quinones afford bromohydroquinones. Hydrobromic acid and aldehydes can be used to introduce bromoalkyl groups into various molecules. For example, reaction with formaldehyde and an alcohol produces a bromomethyl ether. Bromomethylation of aromatic nuclei can be carried out with formaldehyde and hydrobromic acid (6). 

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