Bromides-buliding-blocks

Transition-Metal-Free Synthesis of Unsymmetrical Disulfides via Three-Component Reaction of Thiosulfonates, Thiourea and Alkyl halides was written by Wang, Dungai;He, Quan;Shi, Keqiang;Xiong, Mingteng;Zhou, Yifeng;Pan, Yuanjiang. And the article was included in Advanced Synthesis & Catalysis in 2021.Electric Literature of C9H11Br This article mentions the following:

A transition-metal-free approach to synthesize unsym. disulfides RSSR¹ [R = (4-methoxyphenyl)methyl, (1-[(tert-butoxy)carbonyl]piperidin-4-yl)methyl, quinolin-8-ylmethyl, etc.; R¹ = Bu, quinolin-8-ylmethyl, (2-oxo-1,2-dihydroquinolin-4-yl)methyl, etc.] is reported that relies on a K₂CO₃-promoted one-pot reaction of thiosulfonates RSS(O)₂C₆H₄(4-CH₃), thiourea and alkyl halides R¹X (X = Br, Cl, I, OTs) under mild conditions. The protocol tolerates a wide range of substrates, leading to various types of unsym. disulfides in moderate to excellent yields. More importantly, the late-stage modification of natural products and drug mols. was also achieved. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Electric Literature of C9H11Br).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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). 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.Electric Literature of C9H11Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Total synthesis of linoleic acid was written by Baudart, Pierre. And the article was included in Bulletin de la Societe Chimique de France in 1944.Recommanded Product: 1-Bromo-6-methoxyhexane This article mentions the following:

A linoleic acid was synthesized and shown to be a stereoisomer of the natural acid. Intermediates prepared include 1-methoxypentane, b₇₆₀ 100-2°; 1-bromopentane, b₇₆₀ 122-4°, n_D²⁵ 1.4290, d₄²⁵ 1.1552; 1,6-hexanediol, b₃ 121-4°; 1,6-dibromohexane, b₃ 77-80°; 1-bromo-6-methoxyhexane, n_D²⁵ 1.4469, d₄²⁵ 1.1887. Glutardialdoxime (cf. Shaw, C.A. 31, 3008.1) (180 g.) and 240 g. EtONO were added gradually in alternate portions to 50 mL. 95% EtOH containing 5 mL. AcOH at 0°. The mixture was acidified with EtOH-HCl and allowed to stand 5 h. at 0° and 48 h. at room temperature over CaCl₂, yielding after ether extraction and distillation 175 g. glutaraldehyde bis(di-Et acetal) (I), b₃ 97-100°, n_D²⁵ 1.4232; d²⁵ 0.9009. I was reacted with 290 g. PCl₅.EtCl at 30-40°, the POCl₃ removed under vacuum, and the residue of 1,5-diethoxy-1,5-dichloropentane (II) distilled, b_0.8 90-100° (partial decomposition); yield 118 g. II with Br at 0° gave 240 g. impure, very unstable 1,5-diethoxy-1, 2, 4, 5-tetrabromopentane (III), which was used at once. To III in Et₂O at 0° were added Et₂O solutions of 78 g. AmMgBr and 120 g. MeO(CH₂)₆Br (cf. Dionneau, C.A. 1, 2683). The product was isolated and reduced with powd. Zn in BuOH (cf. Boord, et al., C.A. 27, 4770), yielding after distillation 11 g. impure 1-methoxy-7,10-hexadecadiene (IV), b₃ 144-7, as well as 6, 9-pentadecadiene and 1, 17-dimethoxy-7, 10-heptadecadiene. IV (9 g.) was reacted with Br at 0°, then with HBr at 100-130°, and finally debrominated with Zn in EtOH to produce 8 g. 1-bromo-7, 10-hexadecadiene (V), b_0.3 136-40°. V was transformed to the iodide with NaI in acetone, reacted with NaCH(CO₂Et)₂, decarboxylated, and distilled, giving 3.2 g. of a linoleic acid, b_0.8 179-83°; iodine number 152. Bromination of 2 g. of acid produced a large amount of an oily bromide and 0.35 g. of a tetrabromide, m. 77-8°, identical with the bromide of natural linoleic acid elaidinized by Se (cf. Kass and Burr, C.A. 33, 6239.8). In the experiment, the researchers used many compounds, for example, 1-Bromo-6-methoxyhexane (cas: 50592-87-5Recommanded Product: 1-Bromo-6-methoxyhexane).

1-Bromo-6-methoxyhexane (cas: 50592-87-5) 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. 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.Recommanded Product: 1-Bromo-6-methoxyhexane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Localized versus Backbone Fluorescence in N-p-(Diarylboryl)phenyl-Substituted 2,7- and 3,6-Linked Polycarbazoles was written by Reitzenstein, Doerte;Lambert, Christoph. And the article was included in Macromolecules (Washington, DC, United States) in 2009.Related Products of 100189-84-2 This article mentions the following:

The triarylborane acceptor in poly[9-((4-dimesitylboryl)-3,5-dimethylphenyl)-9H-carbazole]-3,6-diyl, P2, has a strong impact on the optical properties of the 3,6-linked polycarbazole and results in enhanced fluorescence quantum yield because of a low-lying fluorescent CT (charge transfer) state. In contrast, the same acceptor substituent does not influence the optical properties of poly[9-((4-dimesitylboryl)-3,5-dimethylphenyl)-9H-carbazole]-2,7-diyl, P1. In P1, the optical properties are governed by conjugation along the carbazole backbone. This interpretation is supported by comparison with poly[9-(4-(diphenylmethyl)-phenyl)-9H-carbazole]-2,7-diyl, P3, reference Synthesis and characterization by gel permeation chromatog., NMR spectroscopy, absorption, and fluorescence measurements in solution and solid state and cyclic voltammetric measurements of the three polymers are presented. A single-layer OLED [organic light-emitting device] was constructed with P2 to study electroluminescent properties. A solution of P2 in chloroform/toluene was spin coated onto ITO-coated glass plates, and Al contacts were deposited on top. In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2Related Products of 100189-84-2).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. 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.Related Products of 100189-84-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

(Indolylalkyl)piperidine carbamates as inhibitors of fatty acid amide hydrolase (FAAH) was written by Dahlhaus, Helmut;Hanekamp, Walburga;Lehr, Matthias. And the article was included in MedChemComm in 2017.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

A series of Ph 4-[(indol-1-yl)alkyl]piperidine carbamates was synthesized and tested for inhibition of the endocannabinoid degrading enzyme fatty acid amide hydrolase (FAAH) and for metabolic stability in rat liver S9 fractions and porcine blood plasma. Structure-activity relationship studies revealed that variation of the length of the alkyl spacer connecting the indole and the piperidine heterocycle, introduction of substituents into the indole ring, replacement of the piperidine by a piperazine scaffold as well as opening of the piperidine ring system affect activity significantly. The metabolic stability of this compound class proved to be significantly higher than that of corresponding Ph N-(indol-1-ylalkyl)carbamates. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Quality Control of N-(5-Bromopentyl)phthalimide).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Quality Control of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bronsted Acid-Catalyzed : Synthesis of Phenanthrenes via Phosphomolybdic Acid as a Catalyst was written by Chen, Yi;Liu, Di;Wang, Rui;Xu, Li;Tan, Jingyao;Shu, Mao;Tian, Lingfeng;Jin, Yuan;Zhang, Xiaoke;Lin, Zhihua. And the article was included in Journal of Organic Chemistry in 2022.Safety of 2-Bromo-4-(trifluoromethyl)benzaldehyde This article mentions the following:

Herein, disclosed a synthetic protocol for the synthesis of phenanthrenes such as I [R = H, Me; R¹ = H, Me, OMe, etc.; R² = H, F, OMe, etc.; R³ = H, OTIPS; R⁴ = H, F, Cl, etc.] through the CCOM with the inexpensive, nontoxic phosphomolybdic acid as a catalyst. The current annulations could realized carbonyl-olefin, carbonyl-alc., and acetal-alc. in situ CCOM reactions and feature mild reaction conditions, simple manipulation and scalability, making this strategy a promising alternative to the Lewis acid-catalyzed COM reaction. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Safety of 2-Bromo-4-(trifluoromethyl)benzaldehyde).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) 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. 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.Safety of 2-Bromo-4-(trifluoromethyl)benzaldehyde

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of topostins B567 and D654 (WB-3559D, flavolipin), DNA topoisomerase I inhibitors of bacterial origin was written by Shioiri, Takayuki;Terao, Yoshihiro;Irako, Naoko;Aoyama, Toyohiko. And the article was included in Tetrahedron in 1998.Application In Synthesis of Isopentyltriphenylphosphonium bromide This article mentions the following:

Topostins B567 and D654 (WB-3559D, flavolipin) have been efficiently synthesized from 1,10-decanediol in 11 and 13 steps, resp., involving an asym. hydrogenation of the β-keto ester Me₂CH(CH₂)₁₁COCH₂CO₂Et using (R)-BINAP ruthenium bromide and a peptide coupling using di-Et phosphorocyanidate (DEPC, (EtO)₂P(O)CN) as key steps. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Application In Synthesis of Isopentyltriphenylphosphonium bromide).

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) 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.Application In Synthesis of Isopentyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Improved synthesis of 6-deoxy analogs of cyclodextrins and amylose. Further interpretations of the proton magnetic resonance spectra of the peracetates of cyclodextrins and amylose was written by Takeo, Ken’ichi;Sumimoto, Tatsuo;Kuge, Takashi. And the article was included in Staerke in 1974.Synthetic Route of C42H63Br7O28 This article mentions the following:

Reaction of cyclohexa-, -hepta-, and octa-amyloses and amylose with MeSO2Br gave the 6-bromo-6-deoxy derivatives, which were converted with Ac2O into the 2,3-di-O-acetyl-6-bromo-6-deoxy derivatives Reductive debromination of the latter with NaBH4 in Me2SO gave the 2,3-di-O-acetyl-6-deoxy derivatives, which were deacetylated to give the6-deoxy derivatives The purity and structure of the prepared compounds were confirmed by identification of the methanolysis products by chromatog. and PMR spectra. The 6-deoxy derivatives of α-, β-, and γ-cyclodextrin and amylose were composed of 95, 97, 94, and 92% 6-deoxy-D-glucose, resp. The conformation of the 2,3-di-O-acetyl-6-bromo-6-deoxy and 2,3-di-O-acetyl-6-deoxy derivatives of the cyclodextrins and amylose was investigated by PMR spectroscopy. The chem. shift changes due to the modification at C-6 were studied for the Me protons of the ring and Ac group. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1Synthetic Route of C42H63Br7O28).

Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1) 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. 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.Synthetic Route of C42H63Br7O28

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2-Dibromobenzenes was written by Diemer, Vincent;Leroux, Frederic R.;Colobert, Francoise. And the article was included in European Journal of Organic Chemistry in 2011.Name: 3,4-Dibromoaniline This article mentions the following:

1,2-Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho-metalation, and halogen/metal permutations. 1,2-Dibromo-3-iodobenzene, 1,2-dibromo-4-iodobenzene, and 2,3-dibromo-1,4-diiodobenzene act as intermediates in these syntheses. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Name: 3,4-Dibromoaniline).

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Name: 3,4-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tuning photodynamic properties of BODIPY dyes, porphyrins’ little sisters was written by Krzemien, Wojciech;Rohlickova, Monika;Machacek, Miloslav;Novakova, Veronika;Piskorz, Jaroslaw;Zimcik, Petr. And the article was included in Molecules in 2021.Related Products of 954-81-4 This article mentions the following:

The photodynamic properties of a series of non-halogenated, dibrominated and diiodinated BODIPYs with a phthalimido or amino end modification on the phenoxypentyl and phenoxyoctyl linker in the meso position were investigated. Halogen substitution substantially increased the singlet oxygen production based on the heavy atom effect. This increase was accompanied by a higher photodynamic activity against skin melanoma cancer cells SK-MEL-28, with the best compound reaching an EC₅₀ = 0.052 ± 0.01μM upon light activation. The dark toxicity (toxicity without light activation) of all studied dyes was not detected up to the solubility limit in cell culture medium (10μM). All studied BODIPY derivatives were predominantly found in adiposomes (lipid droplets) with further lower signals colocalized in either endolysosomal vesicles or the endoplasmic reticulum. A detailed investigation of cell death indicated that the compounds act primarily through the induction of apoptosis. In conclusion, halogenation in the 2,6 position of BODIPY dyes is crucial for the efficient photodynamic activity of these photosensitizers. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Related Products 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). 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.Related Products of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bromo(monohydroxy)phenyl mercapturic acids. A new class of mercapturic acids from bromobenzene-treated rats was written by Zheng, Jiang;Hanzlik, Robert P.. And the article was included in Drug Metabolism and Disposition in 1992.Application In Synthesis of 4-Amino-3-bromophenol This article mentions the following:

Alk. permethylation and GC/MS anal. of urinary mercapturic acids from rats given bromobenzene yielded several quinone-derived bromodimethoxythioanisole isomers as expected. Unexpectedly, seven bromomonomethoxythioanisole isomers were also observed, suggesting the presence of bromomonohydroxyphenyl mercapturic acids in the urine. Alk. permethylation of synthetic 4- and 5-bromo-2-hydroxyphenyl mercapturic acid gave 4- and 5-bromo-2-methoxythioanisole, resp., which were also observed after alk. permethylation of urine from bromobenzene-treated rats, as was 2-bromo-4-methoxythioanisole. To explore the biosynthetic origin of the bromomonohydroxyphenyl mercapturic acids, rats were sep. dosed i.p. with synthetic racemic 2-, 3-, or 4-bromophenyl mercapturic acid, or biosynthetic L-(-)-4-bromophenyl mercapturic acid, or a biosynthetic mixture of the 3,4- and 4,3-premercapturic acids from bromobenzene, and their urine (0-24 h) analyzed by alk. permethylation and GC/MS. The administered mercapturic acids and premercapturic acids were partly excreted unchanged (60-80% and 24%, resp.), but both gave rise to bromomonohydroxyphenyl mercapturic acids (0.1-5.2% of dose). Results indicated that the latter could be formed by (1) dehydrogenation of premercapturic acids and (2) hydroxylation of mercapturic acids (or their cysteine equivalent). In the experiment, the researchers used many compounds, for example, 4-Amino-3-bromophenol (cas: 74440-80-5Application In Synthesis of 4-Amino-3-bromophenol).

4-Amino-3-bromophenol (cas: 74440-80-5) 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). 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.Application In Synthesis of 4-Amino-3-bromophenol

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary