Category: bromides-buliding-blocks

Organobromine compounds, also called organobromides, are organic compounds that contain carbon bonded to bromine. 5445-17-0, formula is C4H7BrO2, The most pervasive is the naturally produced bromomethane. Name: Methyl 2-bromopropanoate

Li, Ruoyu;An, Zesheng research published 《 Achieving Ultrahigh Molecular Weights with Diverse Architectures for Unconjugated Monomers through Oxygen-Tolerant Photoenzymatic RAFT Polymerization》, the research content is summarized as follows. Achieving well-defined polymers with ultrahigh mol. weight (UHMW) is an enduring pursuit in the field of reversible deactivation radical polymerization Synthetic protocols have been successfully developed to achieve UHMWs with low dispersities exclusively from conjugated monomers while no polymerization of unconjugated monomers has provided the same level of control. Herein, an oxygen-tolerant photoenzymic RAFT (reversible addition-fragmentation chain transfer) polymerization was exploited to tackle this challenge for unconjugated monomers at 10°, enabling facile synthesis of well-defined, linear and star polymers with near-quant. conversions, unprecedented UHMWs and low dispersities. The exquisite level of control over composition, MW and architecture, coupled with operational ease, mild conditions and environmental friendliness, broadens the monomer scope to include unconjugated monomers, and to achieve previously inaccessible low-dispersity UHMWs.

Name: Methyl 2-bromopropanoate, Methyl 2-bromopropionate, also known as Methyl 2-bromopropionate, is a useful research compound. Its molecular formula is C4H7BrO2 and its molecular weight is 167 g/mol. The purity is usually 95%.
Methyl 2-bromopropionate is used in the synthesis of poly(ADP-Ribose)polymerase inhibitors derived from benzoxazin-3-one. Also used in the synthesis of 5-HT2C antagonists affecting serotonin levels.
Methyl 2-bromopropanoate is a chemical compound that can be synthesized in an asymmetric manner. The reaction of methyl 2-bromopropanoate with hydrochloric acid gives the corresponding carboxylic acid, methyl propanoate, and hydrogen bromide in a 1:1 ratio. It has been shown that methyl 2-bromopropanoate is a potential catalyst for the reduction of chloride to chloride ion via the borohydride reduction method. Methyl 2-bromopropanoate has also been used as a model system for studying halides and copper complexes. Magnetic resonance spectroscopy studies have revealed that this chemical compound has a high redox potential and kinetic properties., 5445-17-0.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Organobromine compounds, also called organobromides, are organic compounds that contain carbon bonded to bromine. 20469-65-2, formula is C8H9BrO2, The most pervasive is the naturally produced bromomethane. Application In Synthesis of 20469-65-2

Li, Sanliang;Chen, Qiaoyu;Yang, Junfeng;Zhang, Junliang research published 《 Palladium-Catalyzed Enantioselective γ-Arylation of β,γ-Unsaturated Butenolides》, the research content is summarized as follows. An efficient Pd-catalyzed enantioselective γ-arylation of β,γ-unsaturated butenolides with aryl bromides R¹Br (R¹ = Ph, naphthalen-1-yl, thiophen-2-yl, etc.), which shows high γ-selectivity, good functional group tolerance and excellent enantioselectivity, to give I (R² = Me, Bn, cyclohexyl, etc.) was reported. Notably, this protocol also allows for facile construction of tricyclic tetrahydroindolines and tetrahydroisoquinolinones, e.g., II, in one step. DFT calculations are consistent with the exptl. results, suggesting that the γ-arylation is favored over the α-arylation. Finally, this method is applied to the rapid synthesis of natural product (R)-(+)-boivinianin A.

Application In Synthesis of 20469-65-2, 1-Bromo-3,5-dimethoxybenzene, also known as 1-Bromo-3,5-dimethoxybenzene, is a useful research compound. Its molecular formula is C8H9BrO2 and its molecular weight is 217.06 g/mol. The purity is usually 95%.
1-Bromo-3,5-dimethoxybenzene is used as an intermediate in the synthetic preparation of pharmaceutical inhibitors via cross-coupling reactions.
1-Bromo-3,5-dimethoxybenzene can be synthesized by using 1,3-dimethoxybenzene via iridium-catalyzed arene borylation.
1-Bromo-3,5-dimethoxybenzene (1BDMB) is a synthetic molecule that can be used as an electron acceptor in organic photovoltaic cells. 1BDMB is a salt of the sodium salt of resorcylic acid and 1,3-dibromo-5,5-dimethoxybenzene. It has been shown to have a radical mechanism for the generation of free radicals. The radical mechanism is initiated by light absorption by the ruthenium complex at the center of the molecule which induces photoinduced electron transfer from the ruthenium to 1BDMB. This process results in electron transfer from the donor to an acceptor molecule, such as oxygen or nitrogen. The pharmacokinetic properties of this compound are not well known; however, it has been demonstrated that it can be synthesized through a cross-coupling reaction with other aromatic compounds such as stemofuran., 20469-65-2.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. 402-49-3, formula is C8H6BrF3, Name is 1-(Bromomethyl)-4-(trifluoromethyl)benzene. Organic compounds having carbon bonded to bromine are called organic bromides. Application In Synthesis of 402-49-3.

Li, Shichao;Li, Muyao;Li, Shu-Sen;Wang, Jianbo research published 《 Pd-Catalyzed coupling of benzyl bromides with BMIDA-substituted N-tosylhydrazones: synthesis of trans-alkenyl MIDA boronates》, the research content is summarized as follows. A palladium-catalyzed stereoselective synthesis of alkenyl boronates from N-methyliminodiacetyl boronate (BMIDA)-substituted N-tosylhydrazone and benzyl bromides is developed. A range of trans-alkenyl MIDA boronates as single stereoisomers were obtained in moderate yields with good functional group compatibility. The resultant boronate products may be transformed to other boron-containing compounds and may also be directly used in cross-coupling reactions.

402-49-3, 4-Trifluoromethylbenzyl bromide is a useful research compound. Its molecular formula is C8H6BrF3 and its molecular weight is 239.03 g/mol. The purity is usually 95%.
4-Trifluoromethylbenzyl bromide is a choline derivative that acts as an anticancer agent. It is structurally similar to the anticancer drug doxorubicin, which has been shown to be effective against breast cancer and leukemia. 4-Trifluoromethylbenzyl bromide interacts with cellular proteins, including choline kinase, and inhibits the mitochondrial pathway. This leads to cell death through apoptosis. The molecule also interacts with nucleotide bases such as thymine and cytosine in DNA, inhibiting transcription and replication. 4-Trifluoromethylbenzyl bromide binds strongly to the hydroxyl group of cholesterol by an electrophilic substitution mechanism to form a covalent bond with its hydroxy group. The molecule can also bind to chloride ions by an ionic bond., Application In Synthesis of 402-49-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. 823-78-9, formula is C7H6Br2, Name is 1-Bromo-3-(bromomethyl)benzene. Organobromine compounds have fallen under increased scrutiny for their environmental impact., Application of C7H6Br2.

Li, Shichao;Li, Muyao;Li, Shu-Sen;Wang, Jianbo research published 《 Pd-Catalyzed coupling of benzyl bromides with BMIDA-substituted N-tosylhydrazones: synthesis of trans-alkenyl MIDA boronates》, the research content is summarized as follows. A palladium-catalyzed stereoselective synthesis of alkenyl boronates from N-methyliminodiacetyl boronate (BMIDA)-substituted N-tosylhydrazone and benzyl bromides is developed. A range of trans-alkenyl MIDA boronates as single stereoisomers were obtained in moderate yields with good functional group compatibility. The resultant boronate products may be transformed to other boron-containing compounds and may also be directly used in cross-coupling reactions.

Application of C7H6Br2, 3-Bromobenzyl bromide undergoes reduction with diethylzinc in the presence of Pd(PPh3)4 to yield corresponding hydrocarbon.

3-Bromobenzyl bromide is a useful research compound. Its molecular formula is C7H6Br2 and its molecular weight is 249.93 g/mol. The purity is usually 95%.

3-Bromobenzyl bromide is a molecule that has been synthesized and shown to have anticancer activity. It inhibits the activity of cancer cells by binding to amines in these cells and preventing the formation of hydrogen bonds between these molecules. 3-Bromobenzyl bromide has also been shown to selectively inhibit the activity of NS5B polymerase, an enzyme that is important in the replication of the hepatitis C virus. The synthetic nature of this molecule makes it an attractive target for analytical methods such as nuclear magnetic resonance spectroscopy. This molecule also shows significant cytotoxicity against cancer cell lines in vitro, as well as inducing tumor necrosis factor-alpha (TNF-α) production in lps-stimulated murine macrophages., 823-78-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Vinyl bromides undergo the Heck reaction, which involves C-C coupling with alkene to give substituted alkenes. 70-23-5, formula is C5H7BrO3, Name is Ethyl 3-bromo-2-oxopropanoate. Methyl bromide is a precursor in the manufacture of several chemicals and is employed as a soil sterilant, mainly for seed production. Computed Properties of 70-23-5.

Le, Hai Van;Tran, Loc Van;Tran, Anh Tuan;Tran, Thao Thi Phuong;Tran, Sung Van;Tran, Chien Van research published 《 Design, synthesis, and cytotoxic activity of new tubulysin analogues》, the research content is summarized as follows. Synthesis of tubulysin analogs, containing an N-Me substituent on tubuvaline-amide together with the replacement of either the hydrophobic N-terminal N-Me pipecolic acid (Mep) or at both N- and C- terminal peptides with available heteroaromatic acids and an unsaturated tubuphenylalanine moiety, resp., were described. The in vitro cytotoxic activity by SRB assay on five cancer cell lines for sixteen tubulysins was evaluated. Among them, five analogs exhibited strong cytotoxic activities against five human cancer cell lines, including human breast carcinoma (MCF7), human colorectal adenocarcinoma (HT-29), HL-60, SW-480, human lung adenocarcinoma (A459). Interestingly, one analog showed the strongest cytotoxicity on all five tested cell lines even much higher toxicity than the reference compound ellipticine.

70-23-5, Ethyl bromopyruvate molecular formula is C5H7BrO3 and its molecular weight is 195.01 g/mol. The purity is usually 95%.

Ethyl bromopyruvate is used in a synthesis of thioxothiazolidines from carbon disulfide and primary amines.

Ethyl bromopyruvate is a chemical inhibitor that inhibits the enzyme pyruvate dehydrogenase, which is responsible for the conversion of pyruvic acid to acetyl-CoA. This inhibition leads to a decrease in ATP levels and can cause metabolic disorders. Ethyl bromopyruvate is used as an anthelmintic drug and in asymmetric synthesis. It is also used in the synthesis of thiostrepton, an antibiotic that has been shown to have antimicrobial activity against Gram-positive bacteria, including Staphylococcus aureus and Streptococcus pneumoniae., Computed Properties of 70-23-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

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. 629-04-9, formula is C7H15Br, Name is 1-Bromoheptane, Name: 1-Bromoheptane

Le, Van-Dung;Dang, Chi-Hien;Nguyen, Cong-Hao;Nguyen, Hong-Ung;Nguyen, Thanh-Danh research published 《 Synthesis of β-Methyl Alcohols: Influence of Alkyl Chain Length on Diastereoselectivity and New Attractants of Rhynchophorus ferrugineus》, the research content is summarized as follows. The diastereoselectivity of adducts in the addition reaction via the Felkin-Anh model is affected significantly by the steric effect of bulky groups. However, the influence of steric alkyl chain length has not been studied for the diastereoselectivity. In this work, a new strategy for the racemic synthesis of β-Me alcs. R¹CHMeCH(OH)R² (R¹ = Et, n-Pr, n-pentyl; R² = Et, n-Pr, n-Bu, n-pentyl, n-hexyl, n-heptyl, n-octyl) to obtain various diastereomer ratios using the Felkin-Anh model is reported. The addition of alkyl Grignard reagents R²MgBr to α-Me aldehydes R¹CHMeCHO afforded the products with diastereomer ratios of threo/erythro ≈ 2:1, while the reduction in structurally related ketones R¹CHMeC(O)R² using LiAlH₄ afforded ratios of threo/erythro ≈ 1:1. The exptl. data showed no effect of alkyl chain length on either side on the stereoselectivity of adducts. All synthesized analogs were evaluated for attractiveness to Rhynchophorus ferrugineus weevils in the field. Five novel derivatives, including two alcs. and three ketones, were found to attract weevils in the field trials. Among them, 3-methyldecan-4-one and 4-methyldecan-5-ol were found to be the most attractive to the insects.

Name: 1-Bromoheptane, 1-Bromoheptane is a useful research compound. Its molecular formula is C7H15Br and its molecular weight is 179.1 g/mol. The purity is usually 95%.
1-Bromoheptane is a reagent that is used for the preparation of alkylthiophienylzinc chloride.
1-Bromoheptane is a reactive compound that is used in the preparation of p-hydroxybenzoic acid, which is an intermediate in the synthesis of many natural compounds. 1-Bromoheptane has been shown to have biological properties and to inhibit mitochondrial membrane potential. It also causes cell lysis and hepatic steatosis in mice. This compound has been shown to inhibit the activity of enzymes such as acetylcholinesterase, butyrylcholinesterase, and carboxylesterase. 1-Bromoheptane can be used as a model for studying the effects on congestive heart failure by increasing cardiac workloads or decreasing myocardial contractility., 629-04-9.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. 402-49-3, formula is C8H6BrF3, Name is 1-(Bromomethyl)-4-(trifluoromethyl)benzene. Organobromine compounds have fallen under increased scrutiny for their environmental impact., COA of Formula: C8H6BrF3.

Lee, Jaeyong;Ban, Jeong Woo;Kim, Jeongseok;Yang, Sehun;Lee, Geumwoo;Dhorma, Lama Prema;Kim, Mi-hyun;Ha, Min Woo;Hong, Suckchang;Park, Hyeung-geun research published 《 Asymmetric Phase-Transfer Catalytic aza-Michael Addition to Cyclic Enone: Highly Enantioselective and Diastereoselective Synthesis of Cyclic 1,3-Aminoalcohols》, the research content is summarized as follows. The highly enantioselective aza-Michael reaction of tert-Bu β-naphthylmethoxycarbamate to cyclic enones I [X = CH₂, NH, O; n = 0, 1, 2; R = H, 4,4-di-Me, 5,5-di-Me, 6,6-dimethyl] has been accomplished by using a new cinchona alkaloid derived C(9)-urea ammonium catalyst under phase-transfer catalysis conditions with up to 98% ee at 0°C. The resulting aza-Michael adducts (R/S)-II [R¹ = H, 2,2-di-Me, 3,3-di-Me, 4,4-dimethyl] can be converted to versatile intermediates by selective deprotection and cyclic 1,3-aminoalcs. such as (1S,3R)-3-aminocyclohexan-1-ol, (1R,3R)-3-aminocyclopentan-1-ol, (1R,3R)-3-aminocycloheptan-1-ol, etc. by diastereoselective reduction with up to 32:1, which have been widely used as important pharmacophores in pharmaceutical development.

402-49-3, 4-Trifluoromethylbenzyl bromide is a useful research compound. Its molecular formula is C8H6BrF3 and its molecular weight is 239.03 g/mol. The purity is usually 95%.
4-Trifluoromethylbenzyl bromide is a choline derivative that acts as an anticancer agent. It is structurally similar to the anticancer drug doxorubicin, which has been shown to be effective against breast cancer and leukemia. 4-Trifluoromethylbenzyl bromide interacts with cellular proteins, including choline kinase, and inhibits the mitochondrial pathway. This leads to cell death through apoptosis. The molecule also interacts with nucleotide bases such as thymine and cytosine in DNA, inhibiting transcription and replication. 4-Trifluoromethylbenzyl bromide binds strongly to the hydroxyl group of cholesterol by an electrophilic substitution mechanism to form a covalent bond with its hydroxy group. The molecule can also bind to chloride ions by an ionic bond., COA of Formula: C8H6BrF3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Organic bromides such as alkyl bromides are used as fumigants in agriculture to control insects. 19111-87-6, formula is C18H11Br, Name is 2-Bromotriphenylene. Ethylene bromide is one of the commercially important organic bromides which are the component of leaded gasoline. Computed Properties of 19111-87-6.

Lee, Nam-Jin;Jeon, Joon Ho;In, Insik;Lee, Ji-Hoon;Suh, Min Chul research published 《 Triphenylene containing host materials with high thermal stability for green phosphorescent organic light emitting diode》, the research content is summarized as follows. A series of triphenylene derivatives with good electronic properties for the use as host materials for green phosphorescent organic LEDs (PHOLEDs) is reported. Highly planar triphenylene moieties which could provide good electron transport ability and the carbazole or dibenzothiophene moieties which could provide good hole transport ability were applied to obtain a bipolar host materials for green PHOLEDs. From this approach relatively good current efficiency ≤64 cd/A and external quantum efficiency ≤20.3%, resp. were achieved. This was the much more improved value (by ∼22.3%) compared to that obtained from the 4,4′-N,N’-dicarbazolebiphenyl system as a reference

19111-87-6, 2-Bromotriphenylene is a useful research compound. Its molecular formula is C18H11Br and its molecular weight is 307.2 g/mol. The purity is usually 95%.
2-Bromotriphenylene is a brominating agent that has the ability to react with sodium carbonate and emit light. The luminescence of 2-bromotriphenylene can be used as an indicator of the degree of dilution, or how much water is present in a solution. It also emits light when it reacts with chloride ions in a reaction solution. 2-Bromotriphenylene can be used as a polymer matrix to form polymeric films, which are then used as catalysts for organic reactions. The luminescence properties of 2-bromotriphenylene make it suitable for use in functional theory experiments. This chemical compound is relatively low cost, and has been shown to have high yield in catalysis., Computed Properties of 19111-87-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Organobromine compounds, also called organobromides, are organic compounds that contain carbon bonded to bromine. 4897-84-1, formula is C5H9BrO2, The most pervasive is the naturally produced bromomethane. Formula: C5H9BrO2

Legigan, Thibaut;Migianu-Griffoni, Evelyne;Redouane, Mohamed Abdenour;Descamps, Aurelie;Deschamp, Julia;Gager, Olivier;Monteil, Maelle;Barbault, Florent;Lecouvey, Marc research published 《 Synthesis and preliminary anticancer evaluation of new triazole bisphosphonate-based isoprenoid biosynthesis inhibitors》, the research content is summarized as follows. The synthesis of a new set of triazole bisphosphonates 8a–d and 9a–d presenting an alkyl or Ph substituent at the C-4 or C-5 position of the triazole ring is described. These compounds have been evaluated for their antiproliferative activity against MIA PaCa-2 (pancreas), MDA-MB-231 (breast) and A549 (lung) human tumor cell lines. 4-Hexyl- and 4-octyltriazole bisphosphonates 8b–c both displayed remarkable antiproliferative activities with IC₅₀ values in the micromolar range (0.75-2.4μM) and were approx. 4 to 12-fold more potent than zoledronate. Moreover, compound 8b inhibits geranylgeranyl pyrophosphate biosynthesis in MIA PaCa-2 cells which ultimately led to tumor cells death.

Formula: C5H9BrO2, Methyl 4-bromobutyrate,also as known as 4-Bromobutyric acid methyl ester, is a useful research compound. Its molecular formula is C5H9BrO2 and its molecular weight is 181.03 g/mol. The purity is usually 95%.
4-Bromobutyric acid methyl ester is a synthetic compound that can be used to inhibit the activity of the G1 phase cyclin-dependent kinases. It has been shown to inhibit protein synthesis by alkylating the amino groups of proteins and fatty acids. 4-Bromobutyric acid methyl ester also inhibits the growth of cancer cell lines, such as renal carcinoma cells. The mechanism of action for this drug is not well understood, but it may be due to its ability to bind with monoclonal antibodies and enter kidney cells by passive diffusion., 4897-84-1.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Organobromine compounds, also called organobromides, are organic compounds that contain carbon bonded to bromine. 1575-37-7, formula is C6H7BrN2, The most pervasive is the naturally produced bromomethane. Reference of 1575-37-7

Lei, Hong-Xu;Zhang, KaiLi;Qin, Yu-Xi;Dong, Rong-Jian;Chen, De-Zhan;Zhou, HaiFeng;Sheng, Xie-Huang research published 《 A quantum-chemical approach to develop tetrahydroquinoxaline as potent ferroptosis inhibitors》, the research content is summarized as follows. Ferroptosis is a recently characterized form of regulated necrosis with the iron-dependent accumulation of (phospho)lipid hydroperoxides (LOOH). It has attracted considerable attention for its putative involvement in diverse pathophysiol. processes, such as cardiovascular disease and neurodegeneration. Here we describe the discovery of tetrahydroquinoxaline, a novel scaffold of ferroptosis inhibitors based on quantum chem. methods. Tetrahydroquinoxaline deviates showed very good inhibition of ferroptosis, while being non cytotoxic for human cancer cells. And, the advantage of them is their small mol. weight (MW. = 148 Da) that can be coupled with other drugs to form multi-target drugs to better meet the treatment of complicated diseases.

1575-37-7, 4-Bromo-1,2-diaminobenzene can be obtained from 1,2-diaminobenzene via acetylation followed by bromination and alkaline hydrolysis.
4-Bromobenzene-1,2-diamine, also known as 4-Bromobenzene-1,2-diamine, is a useful research compound. Its molecular formula is C6H7BrN2 and its molecular weight is 187.04 g/mol. The purity is usually 95%.
4-Bromo-1,2-diaminobenzene is a dye that is used in diagnostic
procedures to detect the presence of amide groups. 4-Bromo-1,2-diaminobenzene can be used as an inhibitor for cationic polymerization reactions. It also has tuberculostatic activity and inhibits the growth of Mycobacterium tuberculosis. This compound reacts with aniline to form a benzimidazole derivative that contains a reactive amine group. The reaction between this amine group and different electrophiles generates benzimidazole compounds with different properties that are useful in nucleophilic attack reactions. The reaction between 4-bromo-1,2-diaminobenzene and methyl ethyl sulfide produces a luminescent probe that can be used to detect hydrogen bonds., Reference of 1575-37-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary