Tag: 200-300

In 2022,Kirihara, Masayuki; Sakamoto, Yugo; Yamahara, Sho; Kitajima, Atsuhito; Kugisaki, Naoki; Kimura, Yoshikazu published an article in Synlett. The title of the article was 《Aerobic Photooxidation of Toluene Derivatives into Carboxylic Acids with Bromine-Water under Catalyst-Free Conditions》.Application In Synthesis of 4-Bromobenzoic acid The author mentioned the following in the article:

The photoirradiation of toluene derivatives with two equivalent of bromine in benzotrifluoride-water provided a satisfactory yield of the corresponding benzoic acid derivatives Either a fluorescent lamp, blue LED (454 nm), or UV LED (385 nm) was used for the photoreaction. The reaction pathway might proceed through the dibromination of benzylic carbon, generation of the benzylic radical via oxidative C-H abstraction, formation of benzoyl bromide, and hydrolysis of carboxylic acid. The experimental process involved the reaction of 4-Bromobenzoic acid(cas: 586-76-5Application In Synthesis of 4-Bromobenzoic acid)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography.Application In Synthesis of 4-Bromobenzoic acid It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Jian; Zhu, Yue; Liu, Bo; Tang, Feng; Zheng, Xing; Huang, Wei published an article in 2021. The article was titled 《An atom-economic inverse solid-phase peptide synthesis using Bn or BcM esters of amino acids》, and you may find the article in Organic Letters.Application of 14660-52-7 The information in the text is summarized as follows:

An atom-economic N-to-C-directed solid-phase peptide synthesis is reported that uses benzyl (Bn) or (benzhydryl-carbamoyl)-Me (BcM) esters of amino acids as the building blocks, which facilitate efficient hydrazinolysis, convenient conversion to acyl azide, and robust amidation with the next amino acid ester. This method is free of coupling reagents and free of protection on the side-chain OH, CO2H, CONH2, etc., therefore exhibiting a significantly improved atom economy compared to those of Boc- or Fmoc-based (Boc = tert-butoxycarbony, Fmoc = 9-fluorenylmethoxycarbonyl) C-to-N-directed approaches. In addition to this study using Ethyl 5-bromovalerate, there are many other studies that have used Ethyl 5-bromovalerate(cas: 14660-52-7Application of 14660-52-7) was used in this study.

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. 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.Application of 14660-52-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhao, Mengfei; Qin, Zengxin; Zhang, Kaixin; Li, Jizhen published their research in RSC Advances in 2021. The article was titled 《Metal-free site-selective C-H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with azobisisobutyronitrile》.Reference of 3,5-Dibromoaniline The article contains the following contents:

Using K2S2O8, an efficient and metal-free site-selective C-H cyanoalkylation of 8-aminoquinoline and aniline-derived amides with AIBN (azobisisobutyronitrile) was developed. Without any catalyst, various substrates and functional groups were compatible to afford corresponding cyanoalkylated amides I [R = H, Me, Br; R1 = Me, t-Bu, Ph, cyclohexyl, 2-pyridyl; R2 = H, Me, Br, etc.] and II [R3 = Et, Ph, Bn, etc.; R4 = H, Cl] in moderate to high yields. A mechanism study displayed that a radical-radical coupling process was involved via the N-centered radical generation and delocalization of aryl amides. In the experimental materials used by the author, we found 3,5-Dibromoaniline(cas: 626-40-4Reference of 3,5-Dibromoaniline)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Reference of 3,5-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hamri, Salha; Jouha, Jabrane; Oumessaoud, Asmaa; Pujol, M. D.; Khouili, Mostafa; Guillaumet, Gerald published their research in Tetrahedron in 2021. The article was titled 《Convenient approach for the synthesis of ONO-LB-457, a potent leukotriene B4 receptor antagonist》.Name: Ethyl 5-bromovalerate The article contains the following contents:

This study reported a new approach for the synthesis of 5-[2-(2-carboxyethyl)-3-[(E)-6-(4-methoxyphenyl)hex-5-enoxy]phenoxy]pentanoic acid I (ONO-LB-457), which was considered a highly potent and orally active LTB4 receptor antagonist. In this work, the preparation of compound I was proposed through a convergent synthesis focused on the preparation of two fragments. First, the preparation of 5-hydroxychroman-2-one from 2,6-dimethoxybenzaldehyde and malonic acid, involving a Knoevenagel reaction, followed by a reduction of the olefin and intramol. cyclization catalyzed by Lewis acid (tribromide) was achieved with an overall yield of 57%. Second, preparation of [(E)-6-(4-methoxyphenyl)hex-5-enyl] methanesulfonate from 5-bromovaleric acid involved a Wittig reaction. The desired compound I was obtained by nucleophilic substitution of [(E)-6-(4-methoxyphenyl)hex-5-enyl] methanesulfonate with Et 5-[2-(3-ethoxy-3-oxo-propyl)-3-hydroxy-phenoxy]pentanoate followed by hydrolysis, in seven steps with an overall yield of about 11%. In the experiment, the researchers used Ethyl 5-bromovalerate(cas: 14660-52-7Name: Ethyl 5-bromovalerate)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Name: Ethyl 5-bromovalerate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ma, Shucheng; Li, Fangjie; Zhang, Guisheng; Shi, Lei; Wang, Xiaoming published their research in ACS Catalysis in 2021. The article was titled 《Highly Regioselective Difluoroalkylarylation of Butadiene through a Nickel-Catalyzed Tandem Radical Process》.Product Details of 5437-45-6 The article contains the following contents:

A nickel-catalyzed reaction of butadiene with easily accessible difluoroalkyl bromides and arylboronic acids has been realized, affording the corresponding 1,4-difluoroalkylarylation products in good yields with high regioselectivities. The procedure can also be successfully extended to nonfluorinated alkyl bromides. Radical clock experiment suggests that a key alkyl radical is involved in the catalysis. The operational simplicity, excellent functional-group compatibility, and high efficiency would render this nickel-catalyzed three-component reaction highly promising for the cost-efficient synthesis of difluoroalkylated compounds In addition to this study using Benzyl 2-bromoacetate, there are many other studies that have used Benzyl 2-bromoacetate(cas: 5437-45-6Product Details of 5437-45-6) was used in this study.

Benzyl 2-bromoacetate(cas: 5437-45-6) belongs to benzyl acetate. Benzyl acetate is a synthetic chemical produced for industry from benzyl alcohol and acetic acid, but is also naturally present in the essential oils of many plants, including jasmine and ylang ylang.Product Details of 5437-45-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yuan, Tao; Zheng, Meifang; Antonietti, Markus; Wang, Xinchen published their research in Chemical Science in 2021. The article was titled 《Ceramic boron carbonitrides for unlocking organic halides with visible light》.COA of Formula: C9H11BrO3 The article contains the following contents:

Here, boron carbonitride (BCN) ceramics were such a system and can reduce organic halides, including (het)aryl and alkyl halides, with visible light irradn was reported. Cross-coupling of halides to afford new C-H, C-C, and C-S bonds was proceeded at ambient reaction conditions. Hydrogen, (het)aryl, and sulfonyl groups were introduced into the arenes and heteroarenes at the designed positions by means of mesolytic C-X (carbon-halogen) bond cleavage in the absence of any metal-based catalysts or ligands. BCN was used not only for half reactions, like reduction reactions with a sacrificial agent, but also redox reactions through oxidative and reductive interfacial electron transfer. The BCN photocatalyst showed tolerance to different substituents and conserved activity after five recycles. The apparent metal-free system opened new opportunities for a wide range of organic catalysts using light energy and sustainable materials, which were metal-free, inexpensive and stable. The experimental part of the paper was very detailed, including the reaction process of 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8COA of Formula: C9H11BrO3)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.COA of Formula: C9H11BrO31-Bromo-3,4,5-trimethoxybenzene can be used to synthesize N,N′-diarylated indolo[3,2-b]carbazole derivatives, which can find applications in electrophotography.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Moriguchi, Kento; Sasaki, Ryosuke; Morita, Jun-ichi; Kamakura, Yoshinobu; Tanaka, Daisuke; Tanabe, Yoo published their research in ACS Omega in 2021. The article was titled 《Ipso-Type Regiocontrolled Benzannulation for the Synthesis of Uniquely Substituted α-Arylnaphthalenes: Application to the First Total Synthesis of Chaihunaphthone》.Recommanded Product: 2635-13-4 The article contains the following contents:

A distinctive method for synthesizing a variety of multisubstituted α-arylnaphthalenes utilizing novel regiocontrolled ipso-type [4+2]-benzannulation is presented. Ortho- and para-substituted 1-Ar1-1-Ar2-2,2-dichlorocyclopropylmethanols (AACM), I [R1 = H, Ar1 = Ph, 2-MeC6H4, 3-MeOC6H4, 2-ClC6H4, Ar2 = 2-MeC6H4, 2-ClC6H4, 2-MeOC6H4, 4-MeC6H4, 4-ClC6H4, 4-MeOC6H4; R1 = Me, Ar1 = Ph, 2-MeC6H4, 2-MeOC6H4, 3-MeOC6H4, Ar2 = 4-MeC6H4, 4-ClC6H4], were transformed to the corresponding ipso-type α-arylnaphthalenes II (Ar1 = Ph, 2-MeC6H4, 2-ClC6H4, 2-MeOC6H4, R2 = Me, Cl, OMe), and III (R1 = H, Me, R2 = Me, Cl, OMe, Ar1 = Ph, 2- MeC6H4, 2-ClC6H4, 2-MeOC6H4, 3-MeOC6H4, 4-MeC6H4). The reaction of ortho-AACM using TiCl4 or SnCl4 (1.0 equiv) proceeded smoothly to afford ipso-type α-arylnaphthalenes (seven examples; 49-69% yield) exclusively, without producing conventional benzannulation isomers. Para-AACM also underwent the reaction successfully to afford the desired ipso-type α-arylnaphthalenes (14 examples; 39-98% yield) without producing conventional benzannulation isomers. In contrast, meta-AACM underwent the previously reported conventional benzannulation. The present method exhibited sufficient substrate generality for application to ortho- and para-substituted AACM substrates bearing Me-, Cl-, and MeO- groups. The six key structures were unambiguously confirmed by X-ray structure analyses. A plausible reaction mechanism for the present ipso-type reaction is proposed and supported by three careful cross-over and comparable experiments To demonstrate the utility of the present reaction, the authors achieved the first total synthesis of chaihunaphthone, IV, a uniquely (highly congested) substituted and less accessible natural lignan lactone with three contiguous trimethoxy substituents (total of eight steps, overall 6.4% yield). In the experimental materials used by the author, we found 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Recommanded Product: 2635-13-4)

Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Recommanded Product: 2635-13-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Das, Kuhali; Sarkar, Koushik; Maji, Biplab published their research in ACS Catalysis in 2021. The article was titled 《Manganese-Catalyzed Anti-Markovnikov Hydroamination of Allyl Alcohols via Hydrogen-Borrowing Catalysis》.HPLC of Formula: 14516-54-2 The article contains the following contents:

In this article, a selective formal anti-Markovnikov hydroamination of allyl alcs. RCH=C(R1)C(R2)OH (R = H, Me, n-Pr, pent-4-en-1-yl; R1 = H, Me; R2 = H, Me, Ph, furan-2-yl, etc.) is presented. It enables the versatile synthesis of valuable γ-amino alc. building blocks e.g., 3-(methyl(phenyl)amino)propan-1-ol. A phosphine-free Earth’s abundant manganese(I) complex catalyzed the reaction under hydrogen-borrowing conditions. A vast range of amines such as pyrrolidine, aniline, 1H-indoline, morpholine, etc. drug mols., and natural product derivs e.g., I. underwent successful hydroamination with primary and secondary allylic alcs. with excellent functional group tolerance. The catalysis could be performed on a gram scale and has been applied for the synthesis of drug mols. The mechanistic studies revealed the metal-ligand bifunctionality as well as hemilability of the ligand backbone as the key design principle for the success of this catalysis. In the experiment, the researchers used many compounds, for example, Bromopentacarbonylmanganese(I)(cas: 14516-54-2HPLC of Formula: 14516-54-2)

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.HPLC of Formula: 14516-54-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Miao, Yu-Qi; Kang, Jia-Xin; Ma, Yan-Na; Chen, Xuenian published their research in Green Chemistry in 2021. The article was titled 《Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes》.Recommanded Product: 4-Bromobenzoic acid The article contains the following contents:

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes RNH(R1)BH3 (R = H, Me, Et; R1 = H, Me, Bn, 4-fluorophenyl, etc.; RR1 = -(CH2)5, -(CH2)2O(CH2)2-) and carboxylic acids R2C(O)OH (R2 = 4-methoxyphenyl, 3,5-dichlorophenyl, 1-benzofuran-5-yl, 4-(dipropylsulfamoyl)phenyl, etc.) is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides R2C(O)NRR1 with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical mols. The results came from multiple reactions, including the reaction of 4-Bromobenzoic acid(cas: 586-76-5Recommanded Product: 4-Bromobenzoic acid)

4-Bromobenzoic acid(cas: 586-76-5) has been used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.Recommanded Product: 4-Bromobenzoic acid It was used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Design, Synthesis, and Electrochromic Behaviors of Donor-Acceptor-Donor type Triphenylamine-iso-Naphthalenediimide Derivatives》 was written by Nad, Subhra; Malik, Sudip. Quality Control of 3,5-Dibromoaniline And the article was included in ChemElectroChem in 2020. The article conveys some information:

To investigate the influence of number of electropolymerizable group of the donor side on electrochromic behaviors, three donor-acceptor-donor type monomers containing isonaphthalene diimide as acceptor core and electro-polymerizable tri-Ph amine (TPA) as the donor moiety have been designed and successfully synthesized via imidization of isonaphthalene anhydride with corresponding TPA derivatives DFT calculations have predicted that electron d. of HOMO is centralized on peripheral TPA unit and the same of LUMO is localized on central moiety. Polymer films from three monomers are electrodeposited on ITO/glass electrodes and have been characterized by cyclic voltammetry. Three polymers show multi electrochromic properties in a reversible manner with the color change from colorless to brown to blue at low working potential. Spectro-electrochem. studies of these films have revealed the high optical contrast (51.4%, 69.8%, 84.5% resp.) of these polymers with the very fast bleaching (less than 1 s) and coloration (less than 2 s) time with very high coloration efficiencies. The electro switching stability has been performed up to 500 cycles and activity loses only 10% after 3000 s. To demonstrate the potentials of these derivatives, solid-state devices having these derivatives provide electrochromism in a very nice way without taking any protective precaution from air/moisture and its spectro-electrochem. behaviors have been also explored. In the part of experimental materials, we found many familiar compounds, such as 3,5-Dibromoaniline(cas: 626-40-4Quality Control of 3,5-Dibromoaniline)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Quality Control of 3,5-Dibromoaniline

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary