Month: October 2022

《Total synthesis of (±)-mersicarpine following a 6-exo-trig radical cyclization》 was written by Peng, Wan-Ling; Jhang, Yin-Jia; Chang, Chieh-Yu; Peng, Po-Kai; Zhao, Wei-Ting; Wu, Yen-Ku. SDS of cas: 1530-32-1This research focused ontotal synthesis racemic mersicarpine radical cyclization. The article conveys some information:

Described is a total synthesis of racemic mersicarpine (I)from di-Et 4-oxopimelate. The synthetic route takes advantage of a 2-indolyl radical cyclization to construct the pyrido[1,2-a]indole scaffold bearing the all-carbon quaternary stereocenter. After reading the article, we found that the author used Ethyltriphenylphosphonium bromide(cas: 1530-32-1SDS of cas: 1530-32-1)

Ethyltriphenylphosphonium bromide(cas: 1530-32-1) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. CatOnium ETPB is also used as catalysts in the synthesis of certain organic compounds.SDS of cas: 1530-32-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Triazine-Based Janus G-C Nucleobase as a Building Block for Self-Assembly, Peptide Nucleic Acids, and Smart Polymers》 was written by Meena, Chhuttan L.; Singh, Dharmendra; Kizhakeetil, Bhavya; Prasad, Manasa; George, Malini; Tothadi, Srinu; Sanjayan, Gangadhar J.. COA of Formula: C9H9BrO2This research focused ontriazine Janus carbon nucleobase building block selfassembly peptide; peptide nucleic acid smart polymer triazine Janus nucleobase selfassembly. The article conveys some information:

This communication reports on the utility of a triazine-based self-assembling system, reminiscent of a Janus G-C nucleobase, as a building block for developing (1) supramol. polymers, (2) peptide nucleic acids (PNAs), and (3) smart polymers. The strategically positioned self-complementary triple H-bonding arrays DDA and AAD facilitate efficient self-assembly, leading to a linear supramol. polymer. The results came from multiple reactions, including the reaction of Benzyl 2-bromoacetate(cas: 5437-45-6COA of Formula: C9H9BrO2)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.COA of Formula: C9H9BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application In Synthesis of 3,3”,5,5”-Tetrabromo-5′-(3,5-dibromophenyl)-1,1′:3′,1”-terphenylOn October 16, 1998 ,《High-Spin Polyphenoxyls Attached to Star-Shaped Poly(phenylenevinylene)s》 was published in Journal of Organic Chemistry. The article was written by Nishide, Hiroyuki; Miyasaka, Makoto; Tsuchida, Eishun. The article contains the following contents:

Star-shaped poly(1,2-phenylenevinylene)s 4-substituted with multiple pendant phenoxyls were synthesized by polymerizing 2-bromo-4-(acetoxyphenyl)styrene in the presence of 1,3,5-triiodobenzene or 1,3,5-tris(3′,5′-diiodophenyl)benzene as the core via a simple one-pot Heck reaction and subsequent hydrolysis, phenolate formation, and heterogeneous oxidation ESR spectra indicated a delocalized spin distribution into the core parts of the star-shaped mols. The polyradicals were in a high-spin state at low temperature, and the ferromagnetic behavior was enhanced for the polyradical with a higher mol. weight Although an average S of 3 remained at 3/2 to 4/2, the polyradical of 1,3,5-Tris[poly(4-(3′,5′-di-tert-butyl-4′-hydroxyphenyl)- 1,2-phenylenevinylene)]benzene, even with a spin concentration of 0.8 spin/unit revealed an average S of 7/2 to 8/2. The 1,3,5-benzene core acted as an effective magnetic coupler to align the spins of the pendant phenoxyls through the star-shaped π-conjugated backbone. The experimental part of the paper was very detailed, including the reaction process of 3,3”,5,5”-Tetrabromo-5′-(3,5-dibromophenyl)-1,1′:3′,1”-terphenyl(cas: 29102-67-8Application In Synthesis of 3,3”,5,5”-Tetrabromo-5′-(3,5-dibromophenyl)-1,1′:3′,1”-terphenyl)

3,3”,5,5”-Tetrabromo-5′-(3,5-dibromophenyl)-1,1′:3′,1”-terphenyl(cas: 29102-67-8) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. Application In Synthesis of 3,3”,5,5”-Tetrabromo-5′-(3,5-dibromophenyl)-1,1′:3′,1”-terphenyl

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Computed Properties of C6H5BrO2On May 1, 2021 ,《A Practical and Efficient Synthesis of Uniform Conjugated Rod-Like Oligomers》 appeared in Macromolecular Rapid Communications. The author of the article were Hahn, Daniel; Schneider, Rebekka V.; Foitzik, Elena; Meier, Michael A. R.. The article conveys some information:

Herein, a more practical and efficient synthesis protocol for the preparation of uniform rod-like oligo(1,4-phenylene ethynylene)s (OPE)s is presented. Applying an iterative reaction cycle consisting of a decarboxylative coupling reaction and a saponification of an alkynyl carboxylic ester, a uniform pentamer is obtained in ten steps with 14% overall yield. The copper-free conditions prevent homocoupling until the trimer stage, resulting in a significantly easier work-up of the products. Homocoupling is observed from the tetramer stage on, but a simple variation of the work-up procedure also yields the uniform tetramer and pentamer. A thorough comparison with the commonly used and described Sonogashira approach reveals that with the new presented strategy, OPEs can be built in similar overall yield, but easier purification and in a quarter of the time. All oligomers are fully characterized by proton and carbon NMR spectroscopy (NMR), mass spectrometry (MS), size-exclusion chromatog. (SEC), and IR spectroscopy (IR). After reading the article, we found that the author used 2-Bromobenzene-1,4-diol(cas: 583-69-7Computed Properties of C6H5BrO2)

2-Bromobenzene-1,4-diol(cas: 583-69-7) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Computed Properties of C6H5BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Application of 97802-08-9On May 31, 2015, Carlson, Brenden; Flowers, Sarah; Kaminsky, Werner; Phelan, Gregory D. published an article in Journal of Fluorine Chemistry. The article was 《Properties and structure of two fluorinated 1,10-phenanthrolines》. The article mentions the following:

We report the synthesis, X-ray structure, absorbance and emission of 4,7-bis(4-fluorophenyl)-1,10-phenanthroline and 4,7-bis(4′-trifluoromethylbiphenyl-4-yl)-1,10-phenanthroline. 4,7-Bis(4-fluorophenyl)-1,10-phenanthroline was synthesized by successive Skraup reactions and features absorbance at 274 nm and emission at 384 nm while 4,7-bis(4′-trifluoromethylbiphenyl-4-yl)-1,10-phenanthroline featured absorbance at 283 nm and emission at 400 nm. The structures show mol. stacking of the Ph groups and phenanthroline structure and longitudinal fluorine atom associations within the crystal lattice. Furthermore, the three fused rings of the 4,7-bis(4-fluorophenyl)-1,10-phenanthroline unit exhibited torsion up to 13.97(9)° throughout the crystal lattice whereas no torsion is observed for 4,7-bis(4′-trifluoromethylbiphenyl-4-yl)-1,10-phenanthroline. In the part of experimental materials, we found many familiar compounds, such as 4,7-Bis(4-bromophenyl)-1,10-phenanthroline(cas: 97802-08-9Application of 97802-08-9)

4,7-Bis(4-bromophenyl)-1,10-phenanthroline(cas: 97802-08-9) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Application of 97802-08-9Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2014,African Journal of Biotechnology included an article by Parthiban, K.; Vignesh, V.; Thirumurugan, R.. SDS of cas: 29102-67-8. The article was titled 《Characterization and in vitro studies on anticancer activity of exopolymer of Bacillus thuringiensis S13》. The information in the text is summarized as follows:

The objective of the present work was to isolate and characterize the exopolymer producer from a marine environment. The exopolymer producing strain (S13) was identified as Bacillus thuringiensis S13. Characterization of exopolymer shows the presence of brominated compound responsible for cytotoxicity on lung cancer cell line (A549) on XTT assay. An in vitro study of bacterial exopolymer shows the presence of cytotoxic effects on cell lines. Further, active compound in exopolymer responsible for cytotoxicity has to be characterized. The exopolymer produced by B. thuringiensis S13, showed potent cytotoxic effects, and could be used as therapy in cancer after further studies. In the experiment, the researchers used 3,3”,5,5”-Tetrabromo-5′-(3,5-dibromophenyl)-1,1′:3′,1”-terphenyl(cas: 29102-67-8SDS of cas: 29102-67-8)

3,3”,5,5”-Tetrabromo-5′-(3,5-dibromophenyl)-1,1′:3′,1”-terphenyl(cas: 29102-67-8) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. SDS of cas: 29102-67-8 Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Jeong, Miso; Nam, Hyungoog; Sohn, Ok-Jae; Rhee, Jong Il; Kim, Hyung Jin; Cho, Chang-Woo; Lee, Sunwoo published an article on January 31 ,2008. The article was titled 《Synthesis of phenanthroline derivatives by Sonogashira reaction and the use of their ruthenium complexes as optical sensors》, and you may find the article in Inorganic Chemistry Communications.Application of 97802-08-9 The information in the text is summarized as follows:

The phenanthroline derivatives, which have alkynyl groups, were synthesized by palladium-catalyzed, Sonogashira cross-coupling reaction to provide the following coupled products: 4,7-bis(4-phenylethynyl-phenyl)-[1,10]phenanthroline (6a) and 4,7-bis[4-(4-hydroxy-butyl-1-ynyl)-phenyl]-[1,10]phenanthroline (6b) at 87 and 89% yield, resp. Their ruthenium complexes, tris{4,7-bis(4-phenylethynyl-phenyl)-[1,10]phenanthroline} ruthenium(II) bis(hexafluorophosphate) (7a) and tris[4,7-bis(4-(4-hydroxy-butyl-1-ynyl)-phenyl)-[1,10]phenanthroline]ruthenium(II)bis(hexafluoro-phosphate)(7b), were synthesized under mild conditions. The former showed relative fluorescence intensity changes between fully oxygenated and fully deoxygenated atms., while the latter showed a linear fluorescence intensity response between pH 6 and 13. In the experiment, the researchers used 4,7-Bis(4-bromophenyl)-1,10-phenanthroline(cas: 97802-08-9Application of 97802-08-9)

4,7-Bis(4-bromophenyl)-1,10-phenanthroline(cas: 97802-08-9) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Application of 97802-08-9 Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 1993,Stoilov, Ivan; Watt, David S.; Goodman, Jack P.; St. Pyrek, Jan published 《Synthesis of detomidine and medetomidine metabolites: 1,2,3-trisubstituted arenes with 4′(5′)-imidazolylmethyl groups》.Journal of Heterocyclic Chemistry published the findings.Electric Literature of C8H7BrO2 The information in the text is summarized as follows:

Two synthetic strategies permitted the synthesis of various metabolites of detomidine (I, R = H, X = Me) and medetomidine I (R = X = Me), potent α-2 adrenoceptor agonists that undergo rapid oxidative metabolism at the aromatic Me group distal to the imidazole ring. In the detomidine series, the addition of a Grignard reagent prepared from 2-[(3′,4′-dimethoxyphenyl)methoxy]methyl-6-bromotoluene to imidazole-4(5)-carboxyaldehyde provided 2-(((3′,4′-dimethoxyphenyl)methoxy)methyl)-6-(1′-hydroxy-1′-(5”-imidazolyl)methyl)toluene. In a subsequent reduction, it was possible to differentiate between the secondary benzylic hydroxyl group and the primary benzylic hydroxyl group protected as a 3,4-dimethoxybenzyl ether. Removal of the protecting group provided 3-(hydroxymethyl)detomidine (3-HD) I (R = H, X = CH2OH) and an oxidation furnished 3-carboxydetomidine (3-CD) I (R = H, X = CO2H). However, in the medetomidine series, a similar hydrogenolysis of 2-(((3′,4′-dimethoxyphenyl)methoxy)methyl)-6-(1′-hydroxy-1′-(5”-imidazolyl)methyl)toluene failed, and an alternate, longer route involving dehydration and reduction was necessary to secure 3-(hydroxymethyl)medetomidine (3-HM) I (R = Me, X = CH2OH) and following an oxidation, 3-carboxymedetomidine (3-CM) I (R = Me, X = CO2H). Finally, an expeditious route to 3-CM involved the addition of the Grignard reagent prepared from 2-(3-bromo-2-methylphenyl)-4,4-dimethyl-2-oxazoline to 4-acetyl-1H-imidazole and the hydrogenolysis and hydrolysis of 2-(1-(4,4-dimethyl-2-oxazolyl))-6-(1′-oxo-1′-(5′-imidazolyl)methyl)toluene. The experimental process involved the reaction of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Electric Literature of C8H7BrO2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Electric Literature of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2011,Chandrakantha, B.; Isloor, Arun M.; Philip, Reji; Mohesh, M.; Shetty, Prakash; Vijesh, A. M. published 《Synthesis and nonlinear optical characterization of new 1,3,4-oxadiazoles》.Bulletin of Materials Science published the findings.Formula: C8H7BrO2 The information in the text is summarized as follows:

1,3,4-Oxadiazole derivatives containing 2-fluoro-4-methoxy Ph were synthesized by refluxing mixture of acid hydrazide with different aromatic carboxylic acids in phosphorous oxychloride. These newly synthesized compounds were characterized by NMR, mass spectral, and IR spectral studies, and also by C, H, N analyses. The open-aperture z-scan experiment was employed to measure the optical nonlinearity of the samples at 532 nm, using 5 ns laser pulses. The measurements indicate that one of the compounds which contains Br, behaves as an optical limiter at this wavelength, with potential applications in optoelectronics. The experimental part of the paper was very detailed, including the reaction process of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Formula: C8H7BrO2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Formula: C8H7BrO2 The most pervasive is the naturally produced bromomethane.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Legarda, Pablo D.; Garcia-Rubia, Alfonso; Gomez Arrayas, Ramon; Carretero, Juan C. published 《Palladium-Catalyzed Remote ortho-C-H Alkenylation of Alkyl Aryl Sulfones: Access to Densely Functionalized Indane Derivatives》.Advanced Synthesis & Catalysis published the findings.Safety of Methyl 3-(bromomethyl)benzoate The information in the text is summarized as follows:

A practical method for the palladium-catalyzed ortho-olefination of benzyl and phenethyl 2-pyridyl sulfones with electron-deficient alkenes using N-fluoro-2,4,6-trimethylpyridinium triflate ([F+]) as the terminal oxidant is described. The chelating auxiliary (2-pyridyl)sulfonyl unit was demonstrated to be the key to the success of this reaction, which occurs efficiently with excellent regioselectivity and monosubstitution selectivity. A variety of steric and electronic changes to both coupling partners is tolerated, including substitution at the benzylic position of the sulfone compound Furthermore, no appreciable loss of enantiopurity is observed when using non-racemic substrates. This method provides access to indane derivatives holding three contiguous stereogenic centers with high diastereocontrol. The indane framework was constructed by intramol. Michael addition of the α-sulfonyl carbanion to the electrophilic alkene. After reading the article, we found that the author used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Safety of Methyl 3-(bromomethyl)benzoate)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Safety of Methyl 3-(bromomethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary