Tag: M.W:200-300

Reference of 1-Bromoundecane. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Catalytic Asymmetric Fluorination of Copper Carbene Complexes: Preparative Advances and a Mechanistic Rationale. Author is Buchsteiner, Michael; Martinez-Rodriguez, Luis; Jerabek, Paul; Pozo, Iago; Patzer, Michael; Noethling, Nils; Lehmann, Christian W.; Fuerstner, Alois.

The Cu-catalyzed reaction of substituted α-diazoesters with fluoride gives α-fluoroesters with ee values of up to 95%, provided that chiral indane-derived bis(oxazoline) ligands were used that carry bulky benzyl substituents at the bridge and moderately bulky iso-Pr groups on their core. The apparently homogeneous solution of CsF in C6F6/hexafluoroisopropanol (HFIP) is the best reaction medium, but CsF in the biphasic mixture CH2Cl2/HFIP also provides good results. DFT studies suggest that fluoride initially attacks the Cu- rather than the C-atom of the transient donor/acceptor carbene intermediate. This unusual step is followed by 1,2-fluoride shift; for this migratory insertion to occur, the carbene must rotate about the Cu-C bond to ensure orbital overlap. The directionality of this rotatory movement within the C2-sym. binding site determines the sense of induction. This model is in excellent accord with the absolute configuration of the resulting product as determined by x-ray diffraction using single crystals of this a priori wax-like material grown by capillary crystallization

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-Bromoundecane(SMILESS: CCCCCCCCCCCBr,cas:693-67-4) is researched.Recommanded Product: Picolinamide. The article 《A simple and efficient approach for the synthesis of a novel class aliphatic 1,3,4-thiadiazol-2(3H)-one derivatives via intramolecular nucleophilic substitution reaction》 in relation to this compound, is published in Synthetic Communications. Let’s take a look at the latest research on this compound (cas:693-67-4).

In this study, a new series of substituted 1,3,4-thiadiazol-2(3H)-one derivatives I [R = Et, CH2CH=CH2, cyclohexylmethyl, etc.] was synthesized in yields ranging from 42 to 70% via reaction of alkyl bromides with 1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanol with an interesting mechanism that involved internal nucleophilic substitution followed by an SN2-type nucleophilic substitution. First, 1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanone was synthesized from the reaction of 5-methyl-1,3,4-thiadiazole-2-thiol with 2-bromo-1-(4-chlorophenyl)ethanone which underwent reduction to afford 1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanol. The advantages of this protocol were synthesis of target compounds under mild conditions using simple synthetic methods and obtaining them without phosgene.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Safety of 1-Bromoundecane. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Mn(II) and Zn(II) complexes of a benzimidazole ligand having undecyl chains: Crystal structures, photophysical and thermal properties. Author is Kirpik, Hilal; Kose, Muhammet.

A new tridentate benzimidazole ligand (L-C11) containing undecyl chains and its Mn(II) and Zn(II) complexes were synthesized and characterized by spectroscopic and anal. methods. Mol. structures of complexes [Mn(L-C11)Cl2] and [Zn(L-C11)Cl2] were evaluated by x-ray diffraction studies. The x-ray data showed metal ions in both complexes are five-coordinate with distorted square pyramidal geometry around the metal centers. The undecyl chains in the structure of the complexes are aligned in an interdigitated manner (head to tail) forming a non-polar domain. The aggregation properties of the ligand and its complexes were studied by UV-visible absorption and emission spectroscopies in DMF-water mixtures The emission spectral data revealed that the compounds showed aggregation induced quenching (AIQ) in DMF-water solutions Moreover, thermal properties of the compounds were studied by TG, DTG and DSC anal.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Developing design tools for introducing and tuning structural order in ionic liquids.Application of 693-67-4.

To investigate what is driving structural order in imidazolium-based ionic liquids (ILs) a series of asym. 1-dodecyl-2-methyl-3-alkylimidazolium bromides I [R = H, Me, n-Bu, etc.] was synthesized, fully characterized and their structures and properties compared with the analogous 1-dodecyl-3-alkylimidazolium as well as the 1,2,3-triazolium bromides. The aim was to examine the influence of the replacement of the most acidic 2-H proton on the imidazolium head group by methylation on the properties and structure of ILs. For all compounds, except for compounds with butyl- and hexyl-chains as well as the protonated species, mesophase formation was observed Obviously, the simple presence of long alkyl chains such as dodecyl (a design concept frequently put forward in the literature) was not sufficient to support mesophase formation alone. Rather, for the formation of a liquid crystalline phase, a balance between attractive van der Waals forces, hydrogen bonds, and electrostatic interactions was required. Data from temperature-dependent small-angle X-ray scattering (SAXS) and polarizing optical microscopy (POM) suggested three different cation conformations for the studied compounds I: cations with 0 ≤ n ≤ 4 exhibited a near-linear conformation; for 5 ≤ n ≤ 10 a V-shape is adopted, and for n = 11 or 12 a U-shape was found. It was demonstrated that the structural possibility for an interdigitation of the long chains is an influential factor for the formation of a mesophase.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Computed Properties of C11H23Br. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about A simple and efficient approach for the synthesis of a novel class aliphatic 1,3,4-thiadiazol-2(3H)-one derivatives via intramolecular nucleophilic substitution reaction. Author is Tahtaci, Hakan; Aydin, Gozde.

In this study, a new series of substituted 1,3,4-thiadiazol-2(3H)-one derivatives I [R = Et, CH2CH=CH2, cyclohexylmethyl, etc.] was synthesized in yields ranging from 42 to 70% via reaction of alkyl bromides with 1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanol with an interesting mechanism that involved internal nucleophilic substitution followed by an SN2-type nucleophilic substitution. First, 1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanone was synthesized from the reaction of 5-methyl-1,3,4-thiadiazole-2-thiol with 2-bromo-1-(4-chlorophenyl)ethanone which underwent reduction to afford 1-(4-chlorophenyl)-2-((5-methyl-1,3,4-thiadiazol-2-yl)thio)ethanol. The advantages of this protocol were synthesis of target compounds under mild conditions using simple synthetic methods and obtaining them without phosgene.

In addition to the literature in the link below, there is a lot of literature about this compound(1-Bromoundecane)Computed Properties of C11H23Br, illustrating the importance and wide applicability of this compound(693-67-4).

Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 693-67-4, is researched, Molecular C11H23Br, about Developing design tools for introducing and tuning structural order in ionic liquids, the main research direction is dodecyl methyl alkylimidazolium bromide preparation thermal crystal structure mol.Recommanded Product: 693-67-4.

To investigate what is driving structural order in imidazolium-based ionic liquids (ILs) a series of asym. 1-dodecyl-2-methyl-3-alkylimidazolium bromides I [R = H, Me, n-Bu, etc.] was synthesized, fully characterized and their structures and properties compared with the analogous 1-dodecyl-3-alkylimidazolium as well as the 1,2,3-triazolium bromides. The aim was to examine the influence of the replacement of the most acidic 2-H proton on the imidazolium head group by methylation on the properties and structure of ILs. For all compounds, except for compounds with butyl- and hexyl-chains as well as the protonated species, mesophase formation was observed Obviously, the simple presence of long alkyl chains such as dodecyl (a design concept frequently put forward in the literature) was not sufficient to support mesophase formation alone. Rather, for the formation of a liquid crystalline phase, a balance between attractive van der Waals forces, hydrogen bonds, and electrostatic interactions was required. Data from temperature-dependent small-angle X-ray scattering (SAXS) and polarizing optical microscopy (POM) suggested three different cation conformations for the studied compounds I: cations with 0 ≤ n ≤ 4 exhibited a near-linear conformation; for 5 ≤ n ≤ 10 a V-shape is adopted, and for n = 11 or 12 a U-shape was found. It was demonstrated that the structural possibility for an interdigitation of the long chains is an influential factor for the formation of a mesophase.

In addition to the literature in the link below, there is a lot of literature about this compound(1-Bromoundecane)Recommanded Product: 693-67-4, illustrating the importance and wide applicability of this compound(693-67-4).

Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Formula: C14H9Cl. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: 4-Chloro-4′-ethynyl-1,1′-biphenyl, is researched, Molecular C14H9Cl, CAS is 57399-11-8, about Copper-Catalyzed and Proton-Directed Selective Hydroxymethylation of Alkynes with CO2. Author is Wang, Mei-Yan; Jin, Xin; Wang, Xiaofei; Xia, Shumei; Wang, Yue; Huang, Shouying; Li, Ying; He, Liang-Nian; Ma, Xinbin.

An intriguing strategy for copper-catalyzed hydroxymethylation of alkynes with CO2 and hydrosilane was developed. Switched on/off a proton source, for example, t-BuOH, direct hydroxymethylation and reductive hydroxymethylation could be triggered selectively, delivering a series of allylic alcs. and homobenzylic alcs., resp., with high levels of Z/E, regio- and enantioselectivity. Such a selective synthesis is attributed to the differences in response of vinylcopper intermediate to proton and CO2. The protonation of vinylcopper species is demonstrated to be prior to hydroxymethylation, thus allowing a diversion from direct alkyne hydroxymethylation to reductive hydroxymethylation in the presence of a suitable proton source.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Related Products of 693-67-4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about One-Component Multifunctional Sequence-Defined Ionizable Amphiphilic Janus Dendrimer Delivery Systems for mRNA. Author is Zhang, Dapeng; Atochina-Vasserman, Elena N.; Maurya, Devendra S.; Huang, Ning; Xiao, Qi; Ona, Nathan; Liu, Matthew; Shahnawaz, Hamna; Ni, Houping; Kim, Kyunghee; Billingsley, Margaret M.; Pochan, Darrin J.; Mitchell, Michael J.; Weissman, Drew; Percec, Virgil.

Efficient viral or nonviral delivery of nucleic acids is the key step of genetic nanomedicine. Both viral and synthetic vectors have been successfully employed for genetic delivery with recent examples being DNA, adenoviral, and mRNA-based Covid-19 vaccines. Viral vectors can be target specific and very efficient but can also mediate severe immune response, cell toxicity, and mutations. Four-component lipid nanoparticles (LNPs) containing ionizable lipids, phospholipids, cholesterol for mech. properties, and PEG-conjugated lipid for stability represent the current leading nonviral vectors for mRNA. However, the segregation of the neutral ionizable lipid as droplets in the core of the LNP, the “”PEG dilemma””, and the stability at only very low temperatures limit their efficiency. Here, we report the development of a one-component multifunctional ionizable amphiphilic Janus dendrimer (IAJD) delivery system for mRNA that exhibits high activity at a low concentration of ionizable amines organized in a sequence-defined arrangement. Six libraries containing 54 sequence-defined IAJDs were synthesized by an accelerated modular-orthogonal methodol. and coassembled with mRNA into dendrimersome nanoparticles (DNPs) by a simple injection method rather than by the complex microfluidic technol. often used for LNPs. Forty four (81%) showed activity in vitro and 31 (57%) in vivo. Some, exhibiting organ specificity, are stable at 5°C and demonstrated higher transfection efficiency than pos. control experiments in vitro and in vivo. Aside from practical applications, this proof of concept will help elucidate the mechanisms of packaging and release of mRNA from DNPs as a function of ionizable amine concentration, their sequence, and constitutional isomerism of IAJDs.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Quality Control of 1-Bromoundecane. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Probing the substitution pattern of indole-based scaffold reveals potent and selective sphingosine kinase 2 inhibitors. Author is Congdon, Molly; Fritzemeier, Russell G.; Kharel, Yugesh; Brown, Anne M.; Serbulea, Vlad; Bevan, David R.; Lynch, Kevin R.; Santos, Webster L..

Elevated levels of sphingosine 1-phosphate (S1P) and increased expression of sphingosine kinase isoforms (SphK1 and SphK2) have been implicated in a variety of disease states including cancer, inflammation, and autoimmunity. Selective inhibition of either SphK1 or SphK2 has been demonstrated to be effective in modulating S1P levels in animal models. Previously, authors reported a SphK2 naphthalene-based selective inhibitor, (R)-2-(3-(7-(pentyloxy)naphthalen-2-yl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide hydrochloride, which displays approx. 7-fold selectivity for hSphK2 over hSphK1 and has a SphK2 Ki value of 1.0μM. To improve SphK2 potency and selectivity, author’s designed, synthesized, and evaluated a series of indole-based compounds derived from (R)-2-(3-(7-(pentyloxy)naphthalen-2-yl)-1,2,4-oxadiazol-5-yl)pyrrolidine-1-carboximidamide hydrochloride. After investigating substitution patterns around the indole ring, author’s discovered that 1,5-disubstitution promoted optimal binding in the SphK2 substrate binding site and subsequent inhibition of enzymic activity. Author’s studies led to the identification of I (SphK2 Ki = 90 nM, >110 fold selective for SphK2 over SphK1). Mol. modeling studies revealed key nonpolar interactions with Val308, Phe548, His556, and Cys533 and hydrogen bonds with both Asp211 and Asp308 as responsible for the high SphK2 inhibition and selectivity.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Name: 1-Bromoundecane. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 1-Bromoundecane, is researched, Molecular C11H23Br, CAS is 693-67-4, about Liquid crystal and photoluminescent properties of a series of symmetrical 1,2-bis(4-alkoxybenzylidene)hydrazines bearing long-tails of hydrocarbon chain. Author is Al-Karawi, Ahmed Jasim M.; OmarAli, Al-Ameen Bariz; Awad, Adil A.; Doungmo, Giscard; Terraschke, Huayna.

In this work, 1,2-bis[4-(n-alkoxy)benzylidene]hydrazine (n-alkoxy: O(CH2)nH, n = 11-18 or 20), a sym. series of azines (linear compounds with rod-like shape structure), were synthesized using a very simple two-step procedure as a part of our continuing effort in evaluating hydrophobic 1,2-disubstituted hydrazine compounds as photoluminescent liquid crystalline materials. The first step of the synthesis involved the alkylation of the OH group of 4-hydroxybenzaldehyde in basic medium using the Williamson method to obtain 4-alkoxybenzaldehydes. While the second step included the condensation reaction of hydrazine hydrate and appropriately 4-alkoxybenzaldehydes compounds (mole ratio 1:2, resp.) in acidic medium under ambient conditions. The prepared compounds were characterised and their structures elucidated depending upon IR (IR), UV-visible (UV-Vis), NMR (1HNMR, 13CNMR, DEPT NMR, 2D 1H-1H-COSY and 2D 1H-13C- HSQC) and elemental anal. (CHN). Liquid crystalline behavior and photoluminescent properties were studied using polarised light optical microscopy (POM), fluorescence emissions (FE), differential scanning calorimetry (DSC) and X-ray powder diffraction (XRD) techniques. The studies showed that all of these compounds were enantiotropic liquid crystalline materials exhibiting smectic (SmA and SmC) and nematic (droplet and thread) mesophases . The study also displayed that all of the prepared compounds were photoluminescent in the crystalline and liquid crystal states.

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Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem