Month: November 2022

Computed Properties of C6H4BBrF3KOn October 1, 2009 ,《Preparation of potassium azidoaryltrifluoroborates and their cross-coupling with aryl halides》 was published in Organic Letters. The article was written by Cho, Young Ae; Kim, Dong-Su; Ahn, Hong Ryul; Canturk, Belgin; Molander, Gary A.; Ham, Jungyeob. The article contains the following contents:

Potassium azidoaryltrifluoroborates have been prepared from the corresponding haloaryltrifluoroborates in 73-98% yields. Also, we successfully cross-coupled the azido-functionalized organotrifluoroborates and carried out a one-pot sequential cross-coupling/1,3-dipolar cycloaddition and a one-pot cross-coupling/azide reduction process. In addition to this study using potassium (3-bromophenyl)trifluoroborate, there are many other studies that have used potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8Computed Properties of C6H4BBrF3K) was used in this study.

potassium (3-bromophenyl)trifluoroborate(cas: 374564-34-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Computed Properties of C6H4BBrF3K The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

SDS of cas: 401-55-8On May 2, 2019 ,《An efficient method for the N-formylation of amines under catalyst- and additive-free conditions》 appeared in Tetrahedron Letters. The author of the article were Xu, Zhuo-Wei; Xu, Wen-Yi; Pei, Xiao-Jun; Tang, Fei; Feng, Yi-Si. The article conveys some information:

A simple catalyst- and additive-free method for the N-formylation of amines has been developed. The advantages of this protocol include a wide range of functional group tolerance, high efficiency and a lack of required extra promoters under mild conditions. This convenient strategy will provide a facile synthesis towards N-formamide natural products and pharmaceutical derivatives A mechanism that involves difluorocarbene is proposed for this reaction. The results came from multiple reactions, including the reaction of Ethylbromofluoroacetate(cas: 401-55-8SDS of cas: 401-55-8)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.SDS of cas: 401-55-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Granados, Albert; Dhungana, Roshan K.; Sharique, Mohammed; Majhi, Jadab; Molander, Gary A. published an article in Organic Letters. The title of the article was 《From Styrenes to Fluorinated Benzyl Bromides: A Photoinduced Difunctionalization via Atom Transfer Radical Addition》.Application In Synthesis of Ethylbromofluoroacetate The author mentioned the following in the article:

An operationally simple and practical method is disclosed to achieve the difunctionalization of styrenes RCH=CH2 (R = Ph, 2-chlorophenyl, 1-benzothiophen-6-yl, etc.), generating fluorinated benzyl bromides RCH(Br)CH2C(F)(R1)C(O)R2 (R1 = H, F; R2 = OEt, NEt2) via a photoinduced atom transfer radical addition process. The developed method is mild, atom-economical, and cost-effective, employs very low photocatalyst loading (1000 ppm), and is highly compatible with a broad range of functional groups on styrene. The versatility of the fluorinated benzyl bromides is demonstrated through their derivatization to a variety of valuable compounds After reading the article, we found that the author used Ethylbromofluoroacetate(cas: 401-55-8Application In Synthesis of Ethylbromofluoroacetate)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Application In Synthesis of Ethylbromofluoroacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2011,Trabanco, Andres A.; Duvey, Guillaume; Cid, Jose Maria; Macdonald, Gregor J.; Cluzeau, Philippe; Nhem, Vanthea; Furnari, Rocco; Behaj, Nadia; Poulain, Geraldine; Finn, Terry; Poli, Sonia; Lavreysen, Hilde; Raux, Alexandre; Thollon, Yves; Poirier, Nicolas; D’Addona, David; Andres, Jose Ignacio; Lutjens, Robert; Le Poul, Emmanuel; Imogai, Hassan; Rocher, Jean-Philippe published 《New positive allosteric modulators of the metabotropic glutamate receptor 2 (mGluR2). Identification and synthesis of N-propyl-5-substituted isoquinolones》.MedChemComm published the findings.Electric Literature of C8H7BrO2 The information in the text is summarized as follows:

A series of N-propyl-5-substituted isoquinolones was identified as pos. allosteric modulators (PAM) of metabotropic glutamate receptor 2 (mGluR2) via high-throughput screening (HTS). The subsequent synthesis and preliminary SAR exploration that led to the identification of compound 20 are described. After reading the article, we found that the author used 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. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Electric Literature of C8H7BrO2 Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Asturiol, D.; Casati, S.; Worth, A. published 《Consensus of classification trees for skin sensitization hazard prediction》.Toxicology In Vitro published the findings.Safety of Methyl 3-bromopropanoate The information in the text is summarized as follows:

Since March 2013, it is no longer possible to market in the European Union (EU) cosmetics containing new ingredients tested on animals. Although several in silico alternatives are available and achievements have been made in the development and regulatory adoption of skin sensitization non-animal tests, there is not yet a generally accepted approach for skin sensitization assessment that would fully substitute the need for animal testing. The aim of this work was to build a defined approach (i.e. a predictive model based on readouts from various information sources that uses a fixed procedure for generating a prediction) for skin sensitization hazard prediction (sensitizer/non-sensitizer) using Local Lymph Node Assay (LLNA) results as reference classifications. To derive the model, we built a dataset with high quality data from in chemico (DPRA) and in vitro (KeratinoSens and h-CLAT) methods, and it was complemented with predictions from several software packages. The modeling exercise showed that skin sensitization hazard was better predicted by classification trees based on in silico predictions. The defined approach consists of a consensus of two classification trees that are based on descriptors that account for protein reactivity and structural features. The model showed an accuracy of 0.93, sensitivity of 0.98, and specificity of 0.85 for 269 chems. In addition, the defined approach provides a measure of confidence associated to the prediction. In the experiment, the researchers used many compounds, for example, Methyl 3-bromopropanoate(cas: 3395-91-3Safety of Methyl 3-bromopropanoate)

Methyl 3-bromopropanoate(cas: 3395-91-3) 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.Safety of Methyl 3-bromopropanoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Aihara, Yoshinori; Chatani, Naoto published 《Nickel-Catalyzed Reaction of C-H Bonds in Amides with I2: ortho-Iodination via the Cleavage of C(sp2)-H Bonds and Oxidative Cyclization to β-Lactams via the Cleavage of C(sp3)-H Bonds》.ACS Catalysis published the findings.Computed Properties of C8H7BrO2 The information in the text is summarized as follows:

The first example of the nickel(II)-catalyzed reaction of amides using inexpensive and milder mol. iodine (I2) as an iodinating reagent is reported. The reaction of aromatic amides having an 8-amino-5-chloroquinoline as a directing group with I2 resulted in the production of ortho-iodination products. Deuterium labeling experiments indicate that the cleavage of C-H bonds is irreversible and is likely the rate-determining step, which is in sharp contrast to the previously reported transformation using the same Ni(II) catalyst/8-aminoquinoline chelation system. The reaction is applicable to the synthesis of β-lactams from aliphatic amides as the substrate, in which C(sp3)-H bonds are activated. The results of deuterium labeling experiments indicate that the cleavage of C(sp3)-H bonds is also irreversible.3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Computed Properties of C8H7BrO2) was used in this study.

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) 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. Computed Properties of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Hong, Wei; Li, Jingyang; Chang, Zhe; Tan, Xiaoli; Yang, Hao; Ouyang, Yifan; Yang, Yanhui; Kaur, Sargit; Paterson, Ian C.; Ngeow, Yun Fong; Wang, Hao published 《Synthesis and biological evaluation of indole core-based derivatives with potent antibacterial activity against resistant bacterial pathogens》.Journal of Antibiotics published the findings.Safety of Methyl 3-(bromomethyl)benzoate The information in the text is summarized as follows:

The emergence of drug resistance in bacterial pathogens is a growing clin. problem that poses difficult challenges in patient management. To exacerbate this problem, there is currently a serious lack of antibacterial agents that are designed to target extremely drug-resistant bacterial strains. Here the authors describe the design, synthesis and antibacterial testing of a series of 40 novel indole core derivatives, which are predicated by mol. modeling to be potential glycosyltransferase inhibitors. Twenty of these derivatives were found to show in vitro inhibition of Gram-pos. bacteria, including methicillin-resistant Staphylococcus aureus. Four of these strains showed addnl. activity against Gram-neg. bacteria, including extended-spectrum β-lactamase producing Enterobacteriaceae, imipenem-resistant Klebsiella pneumoniae and multidrug-resistant Acinetobacter baumanii, and against Mycobacterium tuberculosis H37Ra. These four compounds are candidates for developing into broad-spectrum anti-infective agents. In the experiment, the researchers used many compounds, for example, 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.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.Safety of Methyl 3-(bromomethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Hu, Xiao-Qiang; Hu, Zhiyong; Trita, A. Stefania; Zhang, Guodong; Goossen, Lukas J. published 《Carboxylate-directed C-H allylation with allyl alcohols or ethers》.Chemical Science published the findings.Quality Control of 3-Bromo-2-methylbenzoic acid The information in the text is summarized as follows:

A [Ru(p-cymene)Cl2]2 catalyst activated allyl alcs. and ethers for the regioselective ortho-C-H allylation of aromatic and heteroaromatic carboxylates. The reaction was orthogonal to most C-H functionalizations with allyl alcs. in that allyl arenes rather than carbonyl compounds were obtained. A wide range of substrates were thus smoothly transformed to allylarenes at 50 ° in phosphate-buffered 2,2,2-trichloroethanol. The reaction concept combined the use of abundant reagents and directing groups in a sustainable, waste-minimized method for C-C bond formation. The results came from multiple reactions, including the reaction of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Quality Control of 3-Bromo-2-methylbenzoic acid)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) 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. Quality Control of 3-Bromo-2-methylbenzoic acid 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

In 2018,Yeap, Guan-Yeow; Ooi, Yew-Hong published 《λ-Shaped liquid crystal trimers with dual terminal cholesteryl moieties: synthesis and concomitant of N*, SmA and cholesteric glassy phases》.Liquid Crystals published the findings.Application In Synthesis of 8-Bromooctanoic acid The information in the text is summarized as follows:

Two homologous series of λ-shaped chiral liquid crystal trimers composed of a laterally substituted benzylidene-aniline as the central core armed by two cholesteryl ester moieties via odd-even alkyl spacer are synthesized (I; X = halo, Me, OH; n = 4-10). All the compounds are mesogenic exhibiting both chiral nematic (N*) and SmA phases except for trimers bearing long spacers (n = 9-10). A pronounced odd-even effect is observed on the phase transition temperatures and clearing enthalpies when the spacer length is varied in which the even-parity members show higher value. The widening of N* phase upon elongation of the alkyl spacer can be interpreted as a result of the destabilization of SmA phase. Full recrystallization from the cholesteric phase upon cooling is not observed for all the compounds bearing long spacer, especially oxydecanoyl spacer. Instead, the anisotropic fluid vitrified to form the cholesteric glassy state characteristic of polymer at low temperature This finding is also evident from the polarizing optical microscope whereby non-crystalline texture which resembles the Grandjean texture with various reflection colors is observed upon cooling to low temperature The effect of the lateral substituents on the liquid-crystalline behavior is also discussed. In the experiment, the researchers used 8-Bromooctanoic acid(cas: 17696-11-6Application In Synthesis of 8-Bromooctanoic acid)

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid.Application In Synthesis of 8-Bromooctanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2019,ACS Catalysis included an article by de Orbe, M. Elena; Zanini, Margherita; Quinonero, Ophelie; Echavarren, Antonio M.. SDS of cas: 13465-09-3. The article was titled 《Gold- or Indium-Catalyzed Cross-Coupling of Bromoalkynes with Allylsilanes through a Concealed Rearrangement》. The information in the text is summarized as follows:

The gold(I)-catalyzed reaction of bromoalkynes with allylsilanes gives 1,4-enynes in a formal cross-coupling reaction. Mechanistic studies revealed the involvement of gold(I) vinylidenes or vinylidenephenonium gold(I) cations depending on the substituent on the bromoalkyne. In the case of bromo arylalkynes, the vinylidenephenonium gold(I) cations lead to 1,4-enynes via a 1,2-aryl rearrangement. The same reactivity has been observed in the presence of InBr3. In the part of experimental materials, we found many familiar compounds, such as Indium(III) bromide(cas: 13465-09-3SDS of cas: 13465-09-3)

Indium(III) bromide(cas: 13465-09-3) is used as a catalyst to produce dithioacetals when unactivated alkynes react with thiols and fields such as optics and microelectronics that utilize semiconductor technology have wide uses for indium in high-performing solar cells.SDS of cas: 13465-09-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary