Bromine

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Bromine, 35Br
Liquid and gas bromine inside transparent cube
Bromine
Pronunciation/ˈbrmn, -mɪn, -mn/ (BROH-meen, -⁠min, -⁠myne)
Appearancereddish-brown
Standard atomic weight Ar°(Br)
Bromine in the periodic table
Hydrogen Helium
Lithium Beryllium Boron Carbon Nitrogen Oxygen Fluorine Neon
Sodium Magnesium Aluminium Silicon Phosphorus Sulfur Chlorine Argon
Potassium Calcium Scandium Titanium Vanadium Chromium Manganese Iron Cobalt Nickel Copper Zinc Gallium Germanium Arsenic Selenium Bromine Krypton
Rubidium Strontium Yttrium Zirconium Niobium Molybdenum Technetium Ruthenium Rhodium Palladium Silver Cadmium Indium Tin Antimony Tellurium Iodine Xenon
Caesium Barium Lanthanum Cerium Praseodymium Neodymium Promethium Samarium Europium Gadolinium Terbium Dysprosium Holmium Erbium Thulium Ytterbium Lutetium Hafnium Tantalum Tungsten Rhenium Osmium Iridium Platinum Gold Mercury (element) Thallium Lead Bismuth Polonium Astatine Radon
Francium Radium Actinium Thorium Protactinium Uranium Neptunium Plutonium Americium Curium Berkelium Californium Einsteinium Fermium Mendelevium Nobelium Lawrencium Rutherfordium Dubnium Seaborgium Bohrium Hassium Meitnerium Darmstadtium Roentgenium Copernicium Nihonium Flerovium Moscovium Livermorium Tennessine Oganesson
Cl

Br

 I 
seleniumbrominekrypton
kJ/mol
Heat of vaporisation(Br2) 29.96 kJ/mol
Molar heat capacity(Br2) 75.69 J/(mol·K)
Vapour pressure
P (Pa) 1 10 100 1 k 10 k 100 k
at T (K) 185 201 220 244 276 332
Atomic properties
Discovery and first isolation
Antoine Jérôme Balard and Carl Jacob Löwig (1825)
Isotopes of bromine
Main isotopes[8] Decay
abun­dance half-life (t1/2) mode pro­duct
75Br synth 96.7 min
β+
75Se
76Br synth 16.2 h β+ 76Se
77Br synth 57.04 h β+ 77Se
79Br 50.6%
stable
80mBr synth 4.4205 h
IT
80Br
81Br 49.4% stable
82Br synth 35.282 h
β
82Kr
 Category: Bromine
| references

Bromine is a chemical element; it has symbol Br and atomic number 35. It is a volatile red-brown liquid at room temperature that evaporates readily to form a similarly coloured vapour. Its properties are intermediate between those of chlorine and iodine. Isolated independently by two chemists, Carl Jacob Löwig (in 1825) and Antoine Jérôme Balard (in 1826), its name was derived from the Ancient Greek βρῶμος (bromos) meaning "stench", referring to its sharp and pungent smell.

Elemental bromine is very reactive and thus does not occur as a

table salt, a property it shares with the other halogens. While it is rather rare in the Earth's crust, the high solubility of the bromide ion (Br) has caused its accumulation in the oceans. Commercially the element is easily extracted from brine evaporation ponds, mostly in the United States and Israel
. The mass of bromine in the oceans is about one three-hundredth that of chlorine.

At

well drilling fluids, in photographic film, and as an intermediate in the manufacture of organic
chemicals.

Large amounts of bromide salts are toxic from the action of soluble bromide ions, causing

antiepileptics
.

History

Antoine Balard
, one of the discoverers of bromine

Bromine was discovered independently by two chemists, Carl Jacob Löwig[12] and Antoine Balard,[13][14] in 1825 and 1826, respectively.[15]

Löwig isolated bromine from a mineral water spring from his hometown Bad Kreuznach in 1825. Löwig used a solution of the mineral salt saturated with chlorine and extracted the bromine with diethyl ether. After evaporation of the ether, a brown liquid remained. With this liquid as a sample of his work he applied for a position in the laboratory of Leopold Gmelin in Heidelberg. The publication of the results was delayed and Balard published his results first.[16]

Balard found bromine chemicals in the ash of seaweed from the salt marshes of Montpellier. The seaweed was used to produce iodine, but also contained bromine. Balard distilled the bromine from a solution of seaweed ash saturated with chlorine. The properties of the resulting substance were intermediate between those of chlorine and iodine; thus he tried to prove that the substance was iodine monochloride (ICl), but after failing to do so he was sure that he had found a new element and named it muride, derived from the Latin word muria ("brine").[14][17][18]

After the French chemists

Stassfurt enabled its production as a by-product of potash.[23]

Apart from some minor medical applications, the first commercial use was the daguerreotype. In 1840, bromine was discovered to have some advantages over the previously used iodine vapor to create the light sensitive silver halide layer in daguerreotypy.[24]

By 1864, a 25% solution of liquid bromine in .75 molar aqueous potassium bromide[25] was widely used[26] to treat

Pasteur.[27]

Properties

Bromine is the third

ionisation energy, electron affinity, enthalpy of dissociation of the X2 molecule (X = Cl, Br, I), ionic radius, and X–X bond length.[30] The volatility of bromine accentuates its very penetrating, choking, and unpleasant odour.[33]

All four stable halogens experience intermolecular

highest occupied antibonding πg molecular orbital and the lowest vacant antibonding σu molecular orbital.[34] The colour fades at low temperatures so that solid bromine at −195 °C is pale yellow.[30]

Like solid chlorine and iodine, solid bromine crystallises in the orthorhombic crystal system, in a layered arrangement of Br2 molecules. The Br–Br distance is 227 pm (close to the gaseous Br–Br distance of 228 pm) and the Br···Br distance between molecules is 331 pm within a layer and 399 pm between layers (compare the van der Waals radius of bromine, 195 pm). This structure means that bromine is a very poor conductor of electricity, with a conductivity of around 5 × 10−13 Ω−1 cm−1 just below the melting point, although this is higher than the essentially undetectable conductivity of chlorine.[30]

At a pressure of 55 

GPa (roughly 540,000 times atmospheric pressure) bromine undergoes an insulator-to-metal transition. At 75 GPa it changes to a face-centered orthorhombic structure. At 100 GPa it changes to a body centered orthorhombic monatomic form.[35]

Isotopes

Bromine has two stable isotopes, 79Br and 81Br. These are its only two natural isotopes, with 79Br making up 51% of natural bromine and 81Br making up the remaining 49%. Both have nuclear spin 3/2− and thus may be used for nuclear magnetic resonance, although 81Br is more favourable. The relatively 1:1 distribution of the two isotopes in nature is helpful in identification of bromine containing compounds using mass spectroscopy. Other bromine isotopes are all radioactive, with half-lives too short to occur in nature. Of these, the most important are 80Br (t1/2 = 17.7 min), 80mBr (t1/2 = 4.421 h), and 82Br (t1/2 = 35.28 h), which may be produced from the neutron activation of natural bromine.[30] The most stable bromine radioisotope is 77Br (t1/2 = 57.04 h). The primary decay mode of isotopes lighter than 79Br is electron capture to isotopes of selenium; that of isotopes heavier than 81Br is beta decay to isotopes of krypton; and 80Br may decay by either mode to stable 80Se or 80Kr. Br isotopes from 87Br and heavier undergo beta decay with neutron emission and are of practical importance because they are fission products.[36]

Chemistry and compounds

Halogen bond energies (kJ/mol)[34]
X XX HX BX3 AlX3 CX4
F 159 574 645 582 456
Cl 243 428 444 427 327
Br 193 363 368 360 272
I 151 294 272 285 239

Bromine is intermediate in reactivity between chlorine and iodine, and is one of the most reactive elements. Bond energies to bromine tend to be lower than those to chlorine but higher than those to iodine, and bromine is a weaker oxidising agent than chlorine but a stronger one than iodine. This can be seen from the standard electrode potentials of the X2/X couples (F, +2.866 V; Cl, +1.395 V; Br, +1.087 V; I, +0.615 V; At, approximately +0.3 V). Bromination often leads to higher oxidation states than iodination but lower or equal oxidation states to chlorination. Bromine tends to react with compounds including M–M, M–H, or M–C bonds to form M–Br bonds.[34]

Hydrogen bromide

The simplest compound of bromine is

red phosphorus is a more practical way to produce hydrogen bromide in the laboratory:[37]

2 P + 6 H2O + 3 Br2 → 6 HBr + 2 H3PO3
H3PO3 + H2O + Br2 → 2 HBr + H3PO4

At room temperature, hydrogen bromide is a colourless gas, like all the hydrogen halides apart from

cations. Hydrobromic acid forms an azeotrope with boiling point 124.3 °C at 47.63 g HBr per 100 g solution; thus hydrobromic acid cannot be concentrated beyond this point by distillation.[38]

Unlike

dielectric constant is low and it does not dissociate appreciably into H2Br+ and HBr
2
ions – the latter, in any case, are much less stable than the bifluoride ions (HF
2
) due to the very weak hydrogen bonding between hydrogen and bromine, though its salts with very large and weakly polarising cations such as Cs+ and NR+
4
(R = Me, Et, Bun) may still be isolated. Anhydrous hydrogen bromide is a poor solvent, only able to dissolve small molecular compounds such as nitrosyl chloride and phenol, or salts with very low lattice energies such as tetraalkylammonium halides.[38]

Other binary bromides

Silver bromide (AgBr)

Nearly all elements in the periodic table form binary bromides. The exceptions are decidedly in the minority and stem in each case from one of three causes: extreme inertness and reluctance to participate in chemical reactions (the noble gases, with the exception of xenon in the very unstable XeBr2); extreme nuclear instability hampering chemical investigation before decay and transmutation (many of the heaviest elements beyond bismuth); and having an electronegativity higher than bromine's (oxygen, nitrogen, fluorine, and chlorine), so that the resultant binary compounds are formally not bromides but rather oxides, nitrides, fluorides, or chlorides of bromine. (Nonetheless, nitrogen tribromide is named as a bromide as it is analogous to the other nitrogen trihalides.)[39]

Bromination of metals with Br2 tends to yield lower oxidation states than chlorination with Cl2 when a variety of oxidation states is available. Bromides can be made by reaction of an element or its oxide, hydroxide, or carbonate with hydrobromic acid, and then dehydrated by mildly high temperatures combined with either low pressure or anhydrous hydrogen bromide gas. These methods work best when the bromide product is stable to hydrolysis; otherwise, the possibilities include high-temperature oxidative bromination of the element with bromine or hydrogen bromide, high-temperature bromination of a metal oxide or other halide by bromine, a volatile metal bromide,

niobium(V) oxide reacts with carbon tetrabromide at 370 °C to form niobium(V) bromide.[39] Another method is halogen exchange in the presence of excess "halogenating reagent", for example:[39]

FeCl3 + BBr3 (excess) → FeBr3 + BCl3

When a lower bromide is wanted, either a higher halide may be reduced using hydrogen or a metal as a reducing agent, or thermal decomposition or disproportionation may be used, as follows:[39]

3 WBr5 + Al thermal gradient475 °C → 240 °C 3 WBr4 + AlBr3
EuBr3 + 1/2 H2 → EuBr2 + HBr
2 TaBr4 500 °C  TaBr3 + TaBr5

Most metal bromides with the metal in low oxidation states (+1 to +3) are ionic. Nonmetals tend to form covalent molecular bromides, as do metals in high oxidation states from +3 and above. Both ionic and covalent bromides are known for metals in oxidation state +3 (e.g. scandium bromide is mostly ionic, but aluminium bromide is not). Silver bromide is very insoluble in water and is thus often used as a qualitative test for bromine.[39]

Bromine halides

The halogens form many binary,

diamagnetic interhalogen compounds with stoichiometries XY, XY3, XY5, and XY7 (where X is heavier than Y), and bromine is no exception. Bromine forms a monofluoride and monochloride, as well as a trifluoride and pentafluoride. Some cationic and anionic derivatives are also characterised, such as BrF
2
, BrCl
2
, BrF+
2
, BrF+
4
, and BrF+
6
. Apart from these, some pseudohalides are also known, such as cyanogen bromide (BrCN), bromine thiocyanate (BrSCN), and bromine azide (BrN3).[40]

The pale-brown bromine monofluoride (BrF) is unstable at room temperature, disproportionating quickly and irreversibly into bromine, bromine trifluoride, and bromine pentafluoride. It thus cannot be obtained pure. It may be synthesised by the direct reaction of the elements, or by the comproportionation of bromine and bromine trifluoride at high temperatures.[40] Bromine monochloride (BrCl), a red-brown gas, quite readily dissociates reversibly into bromine and chlorine at room temperature and thus also cannot be obtained pure, though it can be made by the reversible direct reaction of its elements in the gas phase or in carbon tetrachloride.[39] Bromine monofluoride in ethanol readily leads to the monobromination of the aromatic compounds PhX (para-bromination occurs for X = Me, But, OMe, Br; meta-bromination occurs for the deactivating X = –CO2Et, –CHO, –NO2); this is due to heterolytic fission of the Br–F bond, leading to rapid electrophilic bromination by Br+.[39]

At room temperature, bromine trifluoride (BrF3) is a straw-coloured liquid. It may be formed by directly fluorinating bromine at room temperature and is purified through distillation. It reacts violently with water and explodes on contact with flammable materials, but is a less powerful fluorinating reagent than chlorine trifluoride. It reacts vigorously with boron, carbon, silicon, arsenic, antimony, iodine, and sulfur to give fluorides, and will also convert most metals and many metal compounds to fluorides; as such, it is used to oxidise uranium to uranium hexafluoride in the nuclear power industry. Refractory oxides tend to be only partially fluorinated, but here the derivatives KBrF4 and BrF2SbF6 remain reactive. Bromine trifluoride is a useful nonaqueous ionising solvent, since it readily dissociates to form BrF+
2
and BrF
4
and thus conducts electricity.[41]

Bromine pentafluoride (BrF5) was first synthesised in 1930. It is produced on a large scale by direct reaction of bromine with excess fluorine at temperatures higher than 150 °C, and on a small scale by the fluorination of potassium bromide at 25 °C. It also reacts violently with water and is a very strong fluorinating agent, although chlorine trifluoride is still stronger.[42]

Polybromine compounds

Although dibromine is a strong oxidising agent with a high first ionisation energy, very strong oxidisers such as peroxydisulfuryl fluoride (S2O6F2) can oxidise it to form the cherry-red Br+
2
cation. A few other bromine cations are known, namely the brown Br+
3
and dark brown Br+
5
.[43] The tribromide anion, Br
3
, has also been characterised; it is analogous to triiodide.[40]

Bromine oxides and oxoacids

Standard reduction potentials for aqueous Br species[44]
E°(couple) a(H+) = 1
(acid)
E°(couple) a(OH) = 1
(base)
Br2/Br +1.052 Br2/Br +1.065
HOBr/Br +1.341 BrO/Br +0.760
BrO
3
/Br
+1.399 BrO
3
/Br
+0.584
HOBr/Br2 +1.604 BrO/Br2 +0.455
BrO
3
/Br2
+1.478 BrO
3
/Br2
+0.485
BrO
3
/HOBr
+1.447 BrO
3
/BrO
+0.492
BrO
4
/BrO
3
+1.853 BrO
4
/BrO
3
+1.025

1,4-benzoquinone; in alkaline solutions, it gives the hypobromite anion.[46]

So-called "bromine dioxide", a pale yellow crystalline solid, may be better formulated as bromine perbromate, BrOBrO3. It is thermally unstable above −40 °C, violently decomposing to its elements at 0 °C. Dibromine trioxide, syn-BrOBrO2, is also known; it is the anhydride of hypobromous acid and bromic acid. It is an orange crystalline solid which decomposes above −40 °C; if heated too rapidly, it explodes around 0 °C. A few other unstable radical oxides are also known, as are some poorly characterised oxides, such as dibromine pentoxide, tribromine octoxide, and bromine trioxide.[46]

The four

oxoacids, hypobromous acid (HOBr), bromous acid (HOBrO), bromic acid (HOBrO2), and perbromic acid (HOBrO3), are better studied due to their greater stability, though they are only so in aqueous solution. When bromine dissolves in aqueous solution, the following reactions occur:[44]

Br2 + H2O ⇌ HOBr + H+ + Br Kac = 7.2 × 10−9 mol2 l−2
Br2 + 2 OH ⇌ OBr + H2O + Br Kalk = 2 × 108 mol−1 l

Hypobromous acid is unstable to disproportionation. The hypobromite ions thus formed disproportionate readily to give bromide and bromate:[44]

3 BrO ⇌ 2 Br + BrO
3
K = 1015

Bromous acids and

bromites are very unstable, although the strontium and barium bromites are known.[47] More important are the bromates, which are prepared on a small scale by oxidation of bromide by aqueous hypochlorite, and are strong oxidising agents. Unlike chlorates, which very slowly disproportionate to chloride and perchlorate, the bromate anion is stable to disproportionation in both acidic and aqueous solutions. Bromic acid is a strong acid. Bromides and bromates may comproportionate to bromine as follows:[47]

BrO
3
+ 5 Br + 6 H+ → 3 Br2 + 3 H2O

There were many failed attempts to obtain perbromates and perbromic acid, leading to some rationalisations as to why they should not exist, until 1968 when the anion was first synthesised from the radioactive

scandide contraction characterised by the poor shielding afforded by the radial-nodeless 3d orbitals.[48]

Organobromine compounds

Structure of N-bromosuccinimide, a common brominating reagent in organic chemistry

Like the other carbon–halogen bonds, the C–Br bond is a common functional group that forms part of core

organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.[49]

Organobromides are typically produced by additive or substitutive bromination of other organic precursors. Bromine itself can be used, but due to its toxicity and volatility, safer brominating reagents are normally used, such as N-bromosuccinimide. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.[49]

Organobromides are the most common organohalides in nature, even though the concentration of bromide is only 0.3% of that for chloride in sea water, because of the easy oxidation of bromide to the equivalent of Br+, a potent electrophile. The enzyme

bromoperoxidase catalyzes this reaction.[50] The oceans are estimated to release 1–2 million tons of bromoform and 56,000 tons of bromomethane annually.[11]

Bromine addition to alkene reaction mechanism

An old qualitative test for the presence of the alkene functional group is that alkenes turn brown aqueous bromine solutions colourless, forming a bromohydrin with some of the dibromoalkane also produced. The reaction passes through a short-lived strongly electrophilic bromonium intermediate. This is an example of a halogen addition reaction.[51]

Occurrence and production

View of salt evaporation pans on the Dead Sea, where Jordan (right) and Israel (left) produce salt and bromine

Bromine is significantly less abundant in the crust than fluorine or chlorine, comprising only 2.5 

leaching. There, it makes up 65 parts per million, corresponding to a ratio of about one bromine atom for every 660 chlorine atoms. Salt lakes and brine wells may have higher bromine concentrations: for example, the Dead Sea contains 0.4% bromide ions.[52] It is from these sources that bromine extraction is mostly economically feasible.[53][54][55]

The main sources of bromine production are Israel and Jordan.[56] The element is liberated by halogen exchange, using chlorine gas to oxidise Br to Br2. This is then removed with a blast of steam or air, and is then condensed and purified.[57] Today, bromine is transported in large-capacity metal drums or lead-lined tanks that can hold hundreds of kilograms or even tonnes of bromine. The bromine industry is about one-hundredth the size of the chlorine industry. Laboratory production is unnecessary because bromine is commercially available and has a long shelf life.[58]

Applications

A wide variety of organobromine compounds are used in

industry. Some are prepared from bromine and others are prepared from hydrogen bromide, which is obtained by burning hydrogen in bromine.[59]

Flame retardants

Tetrabromobisphenol A

oxidation reaction of the fire. The mechanism is that the highly reactive hydrogen radicals, oxygen radicals, and hydroxyl radicals react with hydrobromic acid to form less reactive bromine radicals (i.e., free bromine atoms). Bromine atoms may also react directly with other radicals to help terminate the free radical chain-reactions that characterise combustion.[60][61]

To make brominated polymers and plastics, bromine-containing compounds can be incorporated into the polymer during

polymerisation. One method is to include a relatively small amount of brominated monomer during the polymerisation process. For example, vinyl bromide can be used in the production of polyethylene, polyvinyl chloride or polypropylene. Specific highly brominated molecules can also be added that participate in the polymerisation process. For example, tetrabromobisphenol A can be added to polyesters or epoxy resins, where it becomes part of the polymer. Epoxies used in printed circuit boards are normally made from such flame retardant resins, indicated by the FR in the abbreviation of the products (FR-4 and FR-2). In some cases, the bromine-containing compound may be added after polymerisation. For example, decabromodiphenyl ether can be added to the final polymers.[62]

A number of gaseous or highly volatile brominated halomethane compounds are non-toxic and make superior fire suppressant agents by this same mechanism, and are particularly effective in enclosed spaces such as submarines, airplanes, and spacecraft. However, they are expensive and their production and use has been greatly curtailed due to their effect as ozone-depleting agents. They are no longer used in routine fire extinguishers, but retain niche uses in aerospace and military automatic fire suppression applications. They include bromochloromethane (Halon 1011, CH2BrCl), bromochlorodifluoromethane (Halon 1211, CBrClF2), and bromotrifluoromethane (Halon 1301, CBrF3).[63]

Other uses

Baltimore's Emerson Bromo-Seltzer Tower, originally part of the headquarters of Emerson Drug Company, which made Bromo-Seltzer

Silver bromide is used, either alone or in combination with silver chloride and silver iodide, as the light sensitive constituent of photographic emulsions.[58]

additive in gasolines containing lead anti-engine knocking agents. It scavenges lead by forming volatile lead bromide, which is exhausted from the engine. This application accounted for 77% of the bromine use in 1966 in the US. This application has declined since the 1970s due to environmental regulations (see below).[64]

Brominated vegetable oil (BVO), a complex mixture of plant-derived triglycerides that have been reacted to contain atoms of the element bromine bonded to the molecules, is used primarily to help emulsify citrus-flavored soft drinks, preventing them from separating during distribution.

Poisonous

fungi, weeds and other soil-borne diseases.[66][67]

In pharmacology, inorganic bromide compounds, especially potassium bromide, were frequently used as general sedatives in the 19th and early 20th century. Bromides in the form of simple salts are still used as anticonvulsants in both veterinary and human medicine, although the latter use varies from country to country. For example, the U.S. Food and Drug Administration (FDA) does not approve bromide for the treatment of any disease, and sodium bromide was removed from over-the-counter sedative products like Bromo-Seltzer, in 1975.[68] Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Otherwise, organobromine compounds are rarely pharmaceutically useful, in contrast to the situation for organofluorine compounds. Several drugs are produced as the bromide (or equivalents, hydrobromide) salts, but in such cases bromide serves as an innocuous counterion of no biological significance.[49]

Other uses of organobromine compounds include high-density drilling fluids, dyes (such as Tyrian purple and the indicator bromothymol blue), and pharmaceuticals. Bromine itself, as well as some of its compounds, are used in water treatment, and is the precursor of a variety of inorganic compounds with an enormous number of applications (e.g. silver bromide for photography).[58] Zinc–bromine batteries are hybrid flow batteries used for stationary electrical power backup and storage; from household scale to industrial scale.

Bromine is used in cooling towers (in place of chlorine) for controlling bacteria, algae, fungi, and zebra mussels.[69]

Because it has similar antiseptic qualities to chlorine, bromine can be used in the same manner as chlorine as a disinfectant or antimicrobial in applications such as swimming pools. Bromine came into this use in the United States during World War II due to a predicted shortage of chlorine.[70] However, bromine is usually not used outside for these applications due to it being relatively more expensive than chlorine and the absence of a stabilizer to protect it from the sun. For indoor pools, it can be a good option as it is effective at a wider pH range. It is also more stable in a heated pool or hot tub.[71]

Biological role and toxicity

A 2014 study suggests that bromine (in the form of bromide ion) is a necessary cofactor in the biosynthesis of

H2O2, formed by the eosinophil, and either chloride, iodide, thiocyanate, or bromide ions, eosinophil peroxidase provides a potent mechanism by which eosinophils kill multicellular parasites (such as the nematode worms involved in filariasis) and some bacteria (such as tuberculosis bacteria). Eosinophil peroxidase is a haloperoxidase that preferentially uses bromide over chloride for this purpose, generating hypobromite (hypobromous acid), although the use of chloride is possible.[9]

Octan-2-yl 4-bromo-3-oxobutanoate, an organobromine compound found in mammalian cerebrospinal fluid

α-Haloesters are generally thought of as highly reactive and consequently toxic intermediates in organic synthesis. Nevertheless, mammals, including humans, cats, and rats, appear to biosynthesize traces of an α-bromoester, 2-octyl 4-bromo-3-oxobutanoate, which is found in their

methyl bromide (CH3Br), of which an estimated 56,000 tonnes is produced by marine algae each year.[11] The essential oil of the Hawaiian alga Asparagopsis taxiformis consists of 80% bromoform.[74] Most of such organobromine compounds in the sea are made by the action of a unique algal enzyme, vanadium bromoperoxidase.[75]

The bromide anion is not very toxic: a normal daily intake is 2 to 8 milligrams.

Bromine (Br2)
Hazards
GHS labelling:[78]
GHS05: Corrosive GHS06: Toxic GHS09: Environmental hazard
Danger
H314, H330, H400
P260, P273, P280, P303+P361+P353, P304+P340+P310, P305+P351+P338
NFPA 704 (fire diamond)

Elemental bromine (Br2) is toxic and causes

extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.[82]

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General and cited references