Month: December 2022

Trifluoromethylation of alkyl radicals in aqueous solution was written by Shen, Haigen;Liu, Zhonglin;Zhang, Pei;Tan, Xinqiang;Zhang, Zhenzhen;Li, Chaozhong. And the article was included in Journal of the American Chemical Society in 2017.Computed Properties of C13H14BrNO2 This article mentions the following:

The copper-mediated trifluoromethylation of alkyl radicals is described. The combination of Et₃SiH and K₂S₂O₈ initiates the radical reactions of alkyl bromides or iodides with BPyCu(CF₃)₃ (BPy = 2,2′-bipyridine) in aqueous acetone at room temperature to afford the corresponding trifluoromethylation products in good yield. The protocol is applicable to various primary and secondary alkyl halides and exhibits wide functional group compatibility. A mechanism involving trifluoromethyl group transfer from Cu(II)-CF₃ intermediates to alkyl radicals is proposed. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Computed Properties of C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Computed Properties of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Terphenyl-Based Small-Molecule Inhibitors of Programmed Cell Death-1/Programmed Death-Ligand 1 Protein-Protein Interaction was written by Muszak, Damian;Surmiak, Ewa;Plewka, Jacek;Magiera-Mularz, Katarzyna;Kocik-Krol, Justyna;Musielak, Bogdan;Sala, Dominik;Kitel, Radoslaw;Stec, Malgorzata;Weglarczyk, Kazimierz;Siedlar, Maciej;Domling, Alexander;Skalniak, Lukasz;Holak, Tad A.. And the article was included in Journal of Medicinal Chemistry in 2021.Safety of 5-Bromo-2-(hydroxymethyl)phenol This article mentions the following:

We describe a new class of potent PD-L1/PD-1 inhibitors based on a terphenyl scaffold that is derived from the rigidified biphenyl-inspired structure. Using in silico docking, we designed and then exptl. demonstrated the effectiveness of the terphenyl-based scaffolds in inhibiting PD-1/PD-L1 complex formation using various biophys. and biochem. techniques. We also present a high-resolution structure of the complex of PD-L1 with one of our most potent inhibitors to identify key PD-L1/inhibitor interactions at the mol. level. In addition, we show the efficacy of our most potent inhibitors in activating the antitumor response using primary human immune cells from healthy donors. In the experiment, the researchers used many compounds, for example, 5-Bromo-2-(hydroxymethyl)phenol (cas: 170434-11-4Safety of 5-Bromo-2-(hydroxymethyl)phenol).

5-Bromo-2-(hydroxymethyl)phenol (cas: 170434-11-4) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Safety of 5-Bromo-2-(hydroxymethyl)phenol

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Photoresponsive ionic liquid crystals based on azobenzene guanidinium salts was written by Wuckert, Eugen;Harjung, Marc D.;Kapernaum, Nadia;Mueller, Carsten;Frey, Wolfgang;Baro, Angelika;Giesselmann, Frank;Laschat, Sabine. And the article was included in Physical Chemistry Chemical Physics in 2015.Product Details of 954-81-4 This article mentions the following:

The use of non-ionic LC phases as anisotropic matrixes for E/Z-isomerization of azo-guest mols. is often restricted due to limited solubilities and demixing effects. In this study we therefore employed an ionic liquid crystal (ILC) matrix to follow the photo-induced E/Z-isomerization of ionic mesogenic azobenzene guanidinium guests. The latter were prepared from 4-hydroxy-4′-(octyloxy)azobenzene, which was first treated with N-(bromoalkyl)phthalimides to introduce the spacer with varying chain length. Removal of phthalimide and final reaction with a formamidinium salt linked the ionic head group to the photoisomerizable azobenzene unit. Investigation of the mesomorphic behavior revealed for all azobenzene ILCs smectic A mesophases with high translational order parameters and partial bilayers, as could be stated by layer spacing d. Similar packing behavior was found for the solid state by X-ray crystal structure anal. E/Z-isomerization of azobenzene ILCs which were completely miscible with the ionic LC phase of C₁₂MIM-Br as anisotropic host was induced by irradiation with UV light and the reisomerization observed by time-resolved UV-Vis spectroscopy. For comparison, water was used as isotropic host. Z/E-reisomerization activation energies exhibited similar values of 97-100 kJ mol^-1 irresp. of spacer lengths and the type of host. The results demonstrate that a proper match of steric requirements of host and guest as well as layer spacings are needed for a decreased activation energy. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Product Details of 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Product Details of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Comparative Investigation into the Complexation and Extraction Properties of Tridentate and Tetradentate Phosphine Oxide-Functionalized 1,10-Phenanthroline Ligands toward Lanthanides and Actinides was written by Xu, Lei;Hao, Yuxun;Yang, Xiao;Wang, Zhipeng;Xu, Chao;Borisova, Nataliya E.;Sun, Mingze;Zhang, Xingwang;Lei, Lecheng;Xiao, Chengliang. And the article was included in Chemistry – A European Journal in 2021.Computed Properties of C12H7BrN2 This article mentions the following:

Two new phosphine oxide-functionalized 1,10-phenanthroline ligands, tetradentate 2,9-bis(butylphenylphosphine oxide)-1,10-phenanthroline (BuPh-BPPhen, L¹) and tridentate 2-(butylphenylphosphine oxide)-1,10-phenanthroline (BuPh-MPPhen, L²), were synthesized and studied comparatively for their coordination with trivalent actinides and lanthanides. The complexation mechanisms of these two ligands toward trivalent f-block elements were thoroughly elucidated by NMR spectroscopy, UV/vis spectrophotometry, fluorescence spectrometry, single-crystal x-ray diffraction, solvent extraction, and theor. calculation methods. NMR titration results demonstrated that 1 : 1 and 1 : 2 (metal to ligand) lanthanides complexes formed for L¹, whereas 1 : 1, 1 : 2 and 1 : 3 lanthanide complexes formed for L² in methanol. The formation of these species was validated by fluorescence spectrometry, and the corresponding stability constants for the complexes of Nd^III with L¹ and L² were determined by using UV/vis spectrophotometry. Structures of the 10-coordinated 1 : 1-type complexes of EuL¹(NO₃)₃ and [EuL²(NO₃)₃(H₂O)] Et₂O in the solid state were characterized by x-ray crystallog. In solvent-extraction experiments, L¹ exhibited extremely strong extraction ability for both Am^III and Eu^III, whereas L² showed nearly no extraction toward Am^III or Eu^III due to its high hydrophilicity. Finally, the structures and bonding natures of the complex species formed between Am^III/Eu^III and L¹/L² were analyzed in DFT calculations In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Computed Properties of C12H7BrN2).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Computed Properties of C12H7BrN2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Highly Selective and Scalable Fullerene-Cation-Mediated Synthesis Accessing Cyclo[60]fullerenes with Five-Membered Carbon Ring and Their Application to Perovskite Solar Cells was written by Lin, Hao-Sheng;Jeon, Il;Chen, Yingqian;Yang, Xiao-Yu;Nakagawa, Takafumi;Maruyama, Shigeo;Manzhos, Sergei;Matsuo, Yutaka. And the article was included in Chemistry of Materials in 2019.Reference of 61150-57-0 This article mentions the following:

Cyclo[60]fullerenes are widely used in many applications including photovoltaic devices owing to their high electron affinity and mobility for an organic mol. However, their synthesis has been limited to certain derivatives with low yields. In this work, a fullerene-cation-mediated synthesis, accessing a new class of five-membered carbon ring cyclo[60]fullerenes with high yields of up to 93% is showcased. This method utilizes aryl[60]fullerene cations, ArC₆₀⁺, as intermediates, which are generated in situ by heating the aryl[60]fullerenyl dimers in the presence of CuBr₂. In addition, five-membered carbon ring cyclo[60]fullerenes display excellent device applicability when they are used in perovskite solar cells as over-coating layers of electron-transporting layers. A power conversion efficiency of 20.7% is achieved owing to the favorable energy alignment, optimized substrate design, and electrochem. stability of the five-membered carbon ring fullerenes. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Reference of 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Reference of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nitration of m-bromophenol was written by Hodgson, H. H.;Moore, F. H.. And the article was included in Journal of the Chemical Society in 1926.Formula: C6H4BrNO3 This article mentions the following:

Mononitration of m-BrC₅H₄OH with NaNO₂ and H₂SO₄ gives a mixture of the 6-NO₂ derivative, m. 42° (volatile with steam) (Me ether, m. 85.5°; benzoate, cream-colored, m. 104°; Na salt, scarlet needles) and the 4-NO₂ derivative, yellowish white, m. 131° (Me ether, m. 45°; benzoate, cream-colored, m. 102°; Na salt, amber needles). HNO₃ in oleum gives the 2-nitro derivative, bright yellow, m. 65-7°; Na salt, red needles; Me ether, m. 73°; benzoate, m. 133°; it forms a very labile, colorless hydrate, m. 35°; the yellow form reverts to the hydrate in moist air; the sensitiveness of the compound is such as to make it an approx. indicator of atm. humidity. The anhydrous yellow variety of 3-chloro-2-nitrophenol, m. 45-7°; the hydrate, with 1 H₂O, m. 37.5-8°; this hydrate is much more stable in air than that of the Br derivative m-BrC₆H₄OH and 90.5% HNO₃ in an equal volume of AcOH give the 4,6-(NO₂)₂ derivative, m. 92°; this also results from the 6- or 4-NO₂ derivative and mixed acid (15 volumes 98% H₂SO₄, 12 volumes 70% HNO₃ and 9 volumes H₂O) and by boiling 1,3,4,6-Br₂C₆H₂(NO₂)₂ with aqueous Na₂CO₃ 6 hrs. Ag salt, yellow gelatinous precipitate gradually changing to a red crystalline form; in aqueous NH₃ a yellow crystalline form results. The 2-NO₂ derivative in the mixed acid gives the 2,6-dinitro derivative, m. 131°; a small amount is obtained from the 6-NO₂ derivative in oleum (27% SO₃) after 3 hrs. at 10° by nitrating with 90.5% HNO₃ in oleum. Ag salt, red. The 2,4-dinitro derivative forms a yellow Ag salt. The 2,6- and 2.4-(NO₂)₂ derivatives may be separated by conversion into the Ag salts and digestion with NH₄OH, the 2,6-(NO₂)₂ salt being soluble in cold NH₄OH. Concentrated NH₄OH converts both derivatives into 2,4,1,3-(O₂N)₂C₆H₂(NH₂)₃. NaOH gives 2,4,1,3-(O₂N)₂C₆H₂(OH)₂. 3,2,4,6-Br(NO₂)₃C₆HOH, m. 149°. 3-Bromo-2,5,6-trinitrophenol, m. 146°; the yellow Ag salt is soluble in H₂O but insoluble in NH₄OH. K 3-bromo-2,5,6-trinitrophenol-4-sulfonate, yellow, explodes on heating. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-nitrophenol (cas: 76361-99-4Formula: C6H4BrNO3).

3-Bromo-2-nitrophenol (cas: 76361-99-4) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Formula: C6H4BrNO3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New indolium and quinolinium dyes sensitive to aqueous halide ions at physiological concentrations was written by Geddes, Chris. D.;Douglas, Peter;Moore, Christopher P.;Wear, Trevor J.;Egerton, Peter L.. And the article was included in Journal of Heterocyclic Chemistry in 1999.Computed Properties of C15H29BrO2 This article mentions the following:

New highly fluorescent dyes have been produced by the reaction of two heterocyclic nitrogen bases (6-methoxyquinoline and harmane) with 8-bromooctanoic acid, 11-bromoundecanoic acid, and 15-bromopentadecanoic acid. The bromide counter ions of the first six dyes were also replaced with the tetraphenylborate ion. Unlike the bases themselves, the quaternary salts are water soluble and have fluorescence characteristics independent of pH in the pH range 7-11. Both the fluorescence intensity and fluorescence lifetime of the 12 dyes are reduced in the presence of aqueous halide ions allowing halide concentrations to be determined accurately at physiol. levels. All the dyes have been characterized in terms of steady state fluorescence spectra and steady-state Stern-Volmer anal. In the experiment, the researchers used many compounds, for example, 15-Bromopentadecanoic acid (cas: 56523-59-2Computed Properties of C15H29BrO2).

15-Bromopentadecanoic acid (cas: 56523-59-2) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Computed Properties of C15H29BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Halosalicylohydroxamic acids. I. Dihalosalicylohydroxamic acids was written by Duda, H.;Ostaszynski, A.;Urbanski, T.. And the article was included in Bulletin de l’Academie Polonaise des Sciences, Serie des Sciences Chimiques in 1965.Formula: C8H6BrFO3 This article mentions the following:

Me monohalosalicylates were prepared and converted into Me dihalosalicylates, which were hydroxaminated in aqueous-alc. alkali solution to the title compounds, of interest because of the biol. activity of other salicylohydroxamic acid derivatives Prepared by the Schiemann method from the Me aminosalicylates were: 38.2% Me 5-fluorosalicylate (I), b³⁸ 133-5°; 89% Me 5-chlorosalicylate, m. 48°; and 44.7% Me 4-fluorosalicylate (II), b¹⁰, 93°. Me 5-bromosalicylate was prepared according to Eckstein (E. and Dominiak, CA 49, 8869a) and Me 5-iodosalicylate by decomposing the diazonium salt with HI. HCl (50 ml. 35%) added to 34 g. I in 50 ml. Ac0H, the mixture heated to 60°, 7 g. aqueous NaClO⁴ added dropwise at 70°, the mixture held 1 hr. at 70-5°, cooled, and poured into water gave 39 g. Me 3-chloro-5-fluorosalicylate, m. 88-9°. Prepared similarly were the following Me salicylates (% yield, substituents, m.p., recrystallization solvent given): 98.5, 3-bromo-5-fluoro-, 92°, Me²CO-H²O; 94.5, 3-choro-5-bromo-, 151-3°, MeOH; 90, 3-bromo-5-chloro-, 140°, MeOH; and 92.5, 3-bromo-5-iodo-, 141-2°, Me²CO-H²O. Freshly precipitated AgO (from 20 g. AgNO³ with NaOH) added to 17 g. I and 20 g. iodine in MeOH and the mixture refluxed 24 hrs., the AgI filtered off and the filtrate cooled gave 62% Me 3-iodo-5-fluorosalicylate, m. 83-4° (MeOH). Prepared likewise was 64% Me 3-iodo-5-chlorosalicylate, m. 131-2° (MeOH). Dropwise addition of 16 g. Br in 5 ml. dry CHCl³to 17 g. II in 20 ml. dry CHCl³ at 15-20°, the temperature maintained an addnl. hr., the CHCl³ distilled and alc. added, precipitated 19 g. Me 4-fluoro-5-bromosalicylate, m. 69-70° (EtOH). Me 3-bromo-5-fluorosalicylate (10 g.) in 100 ml. absolute EtOH added to 3.6 g. NH²OH.HCl and 3.5 g. NaOH in 20 ml. H²O and 5 ml. absolute EtOH, the mixture heated 1 hr. to 70° and held at 70° 2 hrs. with stirring, the EtOH distilled in vacuo, the precipitate triturated with H²O and reprecipitated with dilute HCl gave 82% 3-bromo-5-fluorosalicylohydroxamic acid, m. 161-2° (H²O). Other salicylohydroxamic acids prepared by this method were (% yield, substituents, and m.p. given): 87, 3-chloro-5-fluoro-, 158-9°; 61, 3-iodo-5-fluoro-, 143-4°; 92, 4-fluoro-5-bromo-, 191-2°; 92.5, 3-chloro-5-bromo-, 176-7°; 91.5, 3-bromo-5-chloro-, 179°; 61, 3-iodo-5-chloro-, 159-60°; and 56, 3-bromo-5-iodo, 162-3°. On hydrolysis with 1% HCl, the hydroxamic acids yielded the following dihalosalicylic acids (substituents, m.p., recrystallization solvent given): 3-chloro-5-fluoro-, 220-1°, H²O; 3-bromo-5-fluoro-, 233°, H²O; 3-iodo-5-fluoro-, 233-4°, H²O; 4-fluoro-5-bromo-, 206-7°, dilute EtOH; 3-chloro-5-bromo-, 220-1°, dilute AcOH; 3-bromo-5-chloro-, 231-2°, dilute Ac0H; 3-iodo-5-chloro-, 223 -4°, dilute AcOH; and 3-bromo-5-iodo-, 226-7°, dilute AcOH. These acids turned violet with FeCl³. The dihalosalicylohydroxamic acids with ClCH²CO²Na in alk. solution yielded derivatives of formula 4,5-X²-2-(HO)C⁶H²CONHOCH²CO²H (X is a halogen). The ir spectra of the dihalosalicylohydroxamic acids differ from those of the monohalo acids by an addnl. band at 3400-3380 cm.^-1. In the experiment, the researchers used many compounds, for example, Methyl 5-bromo-4-fluoro-2-hydroxybenzoate (cas: 4133-72-6Formula: C8H6BrFO3).

Methyl 5-bromo-4-fluoro-2-hydroxybenzoate (cas: 4133-72-6) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Formula: C8H6BrFO3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A fluorescent bisboronic acid compound that selectively labels cells expressing oligosaccharide Lewis X was written by Gao, Xingming;Zhu, Mengyuan;Fan, Haiying;Yang, Wenqian;Ni, Weijuan;Karnati, Vishnu V. R.;Gao, Shouhai;Carson, John;Weston, Brent;Wang, Binghe. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2015.SDS of cas: 166821-88-1 This article mentions the following:

Two fluorescent diboronic acid compounds with a dipeptide linker were synthesized as potential sensors for cell surface saccharide Lewis X (Le^X). Compound 6a (I) with a dipeptide (H-Asp-Ala-) as the linker was found to selectively label CHOFUT4 cells, which express Le^x, at micromolar concentrations, while non-Le^x-expressing control cells were not labeled. In the experiment, the researchers used many compounds, for example, 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1SDS of cas: 166821-88-1).

2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.SDS of cas: 166821-88-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A novel three-dimensional QSAR procedure. Voronoi field analysis was written by Chuman, Hiroshi;Karasawa, Mami;Fujita, Toshio. And the article was included in Quantitative Structure-Activity Relationships in 1998.Safety of 3-(Bromomethyl)benzoic acid This article mentions the following:

A new procedure for 3D-QSAR analyses is proposed. The steric and electrostatic potential indexes are calculated/estimated at lattice points, but the indexes are manipulated to be assigned to superposed mol. regions defined by the Voronoi polyhedral division. The number of the descriptors from which latent variables are extracted by the partial least squares procedure is much lower than that used in the SYBYL-CoMFA. As the steric potential function, the hard-sphere model was used instead of the Lennard-Jones equation. The partial least squares procedure was applied to steric and electrostatic field variables, sep., so as to make the physicochem. meaning of the latent variables easily understandable. The procedure is shown to work almost equivalently with or even better than the classical QSAR as well as the conventional 3D-QSAR such as the CoMFA. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Safety of 3-(Bromomethyl)benzoic acid).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Safety of 3-(Bromomethyl)benzoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary