Tag: M.W=200-250

Kaye, Irving Allan published the artcileReductive alkylation of 2-aminopyridine and 2-aminopyrimidine, Safety of N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Recueil des Travaux Chimiques des Pays-Bas et de la Belgique (1952), 309-17, database is CAplus.

Reductive alkylation of amines with aldehydes and HCO₂H gives better yields of purer products than alkylation with the corresponding bromides and condensing agent. Method A: procedure of Tschitschibabin and Knunianz, C.A. 26, 1932, without significant modification. Method B: 2-C₅H₄NNH₂ (I) or 2-aminopyrimidine (II) (0.5 mol.) and 0.5 mol. aldehyde (III) in 125 ml. 85-90% HCO₂H, were refluxed 20 hrs., poured onto ice, treated with H₂O containing 125 g. NaOH, the mixture was extracted with CHCl₃, and the extract dried over K₂CO₃, concentrated, and distilled in vacuo (the b.ps. listed may be too high because rapid distillation was necessary to prevent crystallization in the side arm of the flask). The products could be used directly, but more conveniently after crystallization from Me₂CHOH (IV) or C₆H_6^–hexane (V). Method C: To I or II and III (1 mol. each) in 125 ml. cumene, refluxed (about 2 hrs.) until the volume of H₂O distilled was constant, was added 108 g. 85-90% HCO₂H (CO₂ was evolved), the solution refluxed 12-24 hrs., concentrated in vacuo, and the residue distilled The following intermediate imine N-derivatives of 2-aminopyridine were isolated (after refluxing with cumene alone) by vacuum distillation: 89% p-chlorobenzylidene (VI), b_0.5 122.5-5°; 89% p-methoxybenzylidene (VII), b_0.6 147-8°, m. 55-7.5° (from MeOH); 95% 3,4-dimethoxybenzylidene (VIII), b_0.2 148-53°; 71% 2-thienylidene, b_0.03 110-12°; 76% furfurylidene (IX), b_0.05 109-13°, m. 52-5° (from (Me₂CH)₂O) (crystallization from Me₂CHOAc converted IX to 2,2′-(furfurylidenediimino)bipyridine, m. 82.5-4°); 93% 3,4-methylenedioxybenzylidene (X), b_0.5 152-3°, m. 99.5-100° (from heptane); 81% 2,3-dimethoxybenzylidene, b_0.09 130-9°; and 73% benzylidene, b₂₂ 174-85° (yellow liquid from which, even when it was kept in a glass-stoppered bottle, precipitated 2,2′-(benzylidenediimino)bi-pyridine, m. 103-5°). To 95.1 g. II and 106.1 g. BzH refluxed 3 hrs. in 200 ml. cumene was added 200 ml. IV and the solution cooled and filtered to give 86% 2,2′-(benzylidenediimino)bipyrimidine (XI), m. 213-15°. The N-benzylidene derivative of II was prepared in poor yield when Ph₂CH₂ was the solvent, or when XI was heated above its m.p. Method D: To 94.1 g. I in 900 ml. refluxing absolute C₆H₆ was added (3 hrs.) 23 g. LiNH₂, then (dropwise) 161 g. p-ClC₆H₄CH₂Cl in 100 ml. C₆H₆, and the mixture refluxed 16 hrs., cooled, washed, concentrated, and distilled, giving 62% 2-(p-chlorobenzylamino)pyridine (XII), b_0.08 133-40° (crystallization from V gave 52% solid, m. 96-8.5°). The following amines, RNHCH₂R’, were prepared [m.p. (from IV unless otherwise specified), procedures used, length of reflux (hrs.), b.p. (°/mm.), and yield (%), resp., given]: When R = 2-pyridyl and R’ = Ph: 97-8°; A, 8, -, 52; A, 94, -, 58; B, 168, 181-2°/12, 68; C, 20, 133-4°/0.12, 88. p-ClC₆H₄: 103-4° (from V); C, -, 136-8°/0.02, 79. p-MeOC₆H₄ (XIII): 124-5°; B, 20, 153°/0.1, 54; C, 20, 143-6°/0.06, 87. 2,3-(MeO)₂C₆H₃: 83.5-4.5°; A, 94, -, 67; B, 168, 142-6°/0.1, 73; C, 24, 156-7°/0.1, 81. 3,4-(MeO)₂C₆H₃ (XIV): 104.5°; B, 20, 156°/0.08, 62; C, 20, 173-6°/0.08, 83. 3,4-CH₂O₂C₆H₃: 97-8°; B, 20, 148°/0.12, 53; C, 24, 158-9°/0.08, 92. 2-Thienyl: 80-1°; C, 15, 120-5°/0.02, 61. When R = 2-pyrimidyl and R’ = Ph: 82.5-3°: A, 94, -, 40; B, 168, 179-84°/13, 51; B, 17, 105°/0.08, 53. p-MeOC₆H₄: 108.5-9.5° (from MeOH); B, 20, 150°/0.3, 45; B, 71, 148°/0.3, 29; C, 12, 150-2°/0.2, 42. 2,3-(MeO)₂C₆H₃: 94-5°; A, 94, -, 55; B, 168, 208-16°/19, 43; B, 17, 136°/ 0.12, 72; C, 12, 162-3°/0.4, 63. 3,4-(MeO)₂C₆H₃ (XV): 123.5-4.5° (from MeOH); A, 20, -, 37; B, 19, 176-87°/0.5, 39; C, 12, 155-63°/0.16, 45 [HCl salt, m. 159-60° (from EtOH)]. 3,4-CH₂O₂C₆H₃: 118-18.5°; A, 16.5, -, 39; A, 20, -, 42; B, 19, 156-63°/0.1, 41; C, 20, 168-70°/0.5, 47 [HCl salt, m. 172.5-3.5° (from EtOH)]. No evidence of ability to retard the growth of sarcoma 180 in rats was shown by VI, VII, VIII, IX, X, XII, XIII, XIV, or XV.

Recueil des Travaux Chimiques des Pays-Bas et de la Belgique published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Safety of N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Zhang, Su-Yang published the artcileSynthesis, characterization, and electro-optical properties of a soluble conjugated polymer containing an oxadiazole unit in the main chain, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Journal of Applied Polymer Science (2003), 89(10), 2618-2623, database is CAplus.

A novel copolymer, poly{[2,5-di-phenylene-1,3,4-oxadiazole-vinylene]-[2-methoxy-5-(2-ethylhexyl-oxy)-1,4-phenylenevinylene]}(MEH-OPPV) containing a high-electron-affinity unit of aromatic oxadiazole in the main chain is synthesized through the Wittig condensation reaction. The obtained copolymer is easily soluble in conventional organic solvents. The structure of the copolymer was characterized by Fourier transform IR, ¹H NMR, thermogravimetric anal. (TGA), differential scanning calorimetry (DSC), and UV-visible and photoluminescence spectroscopy. The TGA result indicates that the copolymer has very high thermal stability (stable up to 310°C in nitrogen), while DSC investigation demonstrates that the glass transition temperature (T_s) is 143°C, which might be a merit for the long-life operation of light-emitting devices. The absorption spectrum of film sample of the copolymer reveals two peaks at 310 and 370 nm, resp., and the edge absorption corresponds to a band gap of 2.46 eV. A single-layer light-emitting diode device ITO/MEH-OPPV/Al is successfully fabricated. The device emits visible yellowish-green light above the bias voltage of 4.0 V under ambient condition.

Journal of Applied Polymer Science published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C4H4N2O2, Name: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Ikeda, Koichi published the artcileSynthesis of polyazomethine having naphthalene structure in the main chain, Recommanded Product: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Kobunshi Ronbunshu (2009), 66(6), 234-237, database is CAplus.

We have synthesized aldehyde compounds with branched methylene groups by a LiCl catalyst. The number-average mol. weight and the weight-average mol. weight of the polymer, determined by MS, were 6.5 × 10³ and 6.5 × 10³, resp. The synthesized polymer showed a photoluminescence peak at 447 nm. However, the fluorescent strength did not show enough fluorescence. The TGA measurements of the polymer, showed that the polymer had a high thermal stability with a 10% thermal weight loss initiation temperature of 390°.

Kobunshi Ronbunshu published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C15H24O2, Recommanded Product: 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Li, Liantao published the artcileSynthesis and pharmacological activity of fluorescent histamine H₁ receptor antagonists related to mepyramine, Name: N-(4-Methoxybenzyl)pyridin-2-amine, the publication is Bioorganic & Medicinal Chemistry Letters (2003), 13(7), 1245-1248, database is CAplus and MEDLINE.

Fluorescently labeled histamine H₁ receptor antagonists were synthesized starting from N-demethylmepyramine by introduction of ω-aminoalkyl chains (2-8 methylene groups in length) followed by derivatization of the terminal NH₂ group with various fluorophores (fluorescein, naphthofluorescein, rhodamine, tetramethylrhodamine, BODIPY, dansyl, and nitrobenzoxadiazole (NBD)). On the isolated guinea pig ileum and in a Ca²⁺ assay on U373MG human glioblastoma cells the highest H₁ antagonistic activities were found in 5- and 6-carboxyfluorescein labeled compounds with hexa- and octamethylene spacers and in an analogous NBD-aminohexanoyl derivative (pA₂ or pK_B values in the range: 8.3-9.0; compared to 9.3-9.4 for mepyramine).

Bioorganic & Medicinal Chemistry Letters published new progress about 52818-63-0. 52818-63-0 belongs to ethers-buliding-blocks, auxiliary class Pyridine,Amine,Benzene,Ether, name is N-(4-Methoxybenzyl)pyridin-2-amine, and the molecular formula is C13H14N2O, Name: N-(4-Methoxybenzyl)pyridin-2-amine.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Shankar, Jaya Seeli published the artcileMechanism of photoinduced charge transfer at MEH-PPV and titanium dioxide nanoparticle interface, Application of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, the publication is Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical & Analytical Chemistry (2020), 59A(9Spec.Iss.), 1278-1284, database is CAplus.

In this study, we investigated mechanisms of photoinduced electron transfer from a conjugated polymer poly(2-methoxy-5-(2-ethylhexyloxy)1,4-phenylenevinylene) (MEH-PPV) to titanium dioxide (TiO₂) nanoparticles (acceptor) through steady-state photoluminescence (PL) spectroscopy. Since mixed phase TiO₂ has better photocatalytic compared to single phase, it is an efficient charge separation process during photoexcitation of polymer nanocomposites by incorporating the mixed phase TiO₂ nanoparticles into the MEH-PPV polymer matrix through in situ polymerization Structural characterization revealed only phys. interaction between the polymer matrix and dispersed nanoparticles. The absorbance spectra of nanocomposites also indicated the absence of ground state complex formation. Luminescence quenching of polymer nanocomposites compared to pristine MEH-PVV signifies the charge transfer taking place at the MEH-PPV/TiO₂ interfaces. Thus, the MEH-PPV/ mixed phase TiO₂ nanocomposite serves as an active layer for photovoltaic application.

Indian Journal of Chemistry, Section A: Inorganic, Bio-inorganic, Physical, Theoretical & Analytical Chemistry published new progress about 146370-51-6. 146370-51-6 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 1-((2-Ethylhexyl)oxy)-4-methoxybenzene, and the molecular formula is C6H12F3NO5S, Application of 1-((2-Ethylhexyl)oxy)-4-methoxybenzene.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Golovnev, N. N. published the artcileSynthesis and properties of compounds of formamidindium disulfide with d-element tetrahalide anions, COA of Formula: C2H8Cl2N4S2, the publication is Russian Journal of Inorganic Chemistry (2013), 58(6), 701-705, database is CAplus.

Products of reactions of salts of d elements with formamidine disulfide dihydrochloride (FDSH₂Cl₂) in concentrated HCl and HBr solutions were synthesized and characterized. The following compounds were obtained: FDSH₂[CuCl₄]·H₂O, FDSH₂[CoCl₄], FDSH₂[ZnCl₄], FDSH₂[HgCl₄], and FDSH₂[HgBr₄]. The identity of these compounds was confirmed by x-ray diffraction; their compositions were derived from the results of chem. anal. and thermal anal. The IR and Raman scattering spectra of the compounds indicate the presence therein of FDSH cation. FDSH transforms into formamidindium trisulfide cation (NH₂)₂C-S-S-S-C(NH₂) upon storage in air in HCl solution

Russian Journal of Inorganic Chemistry published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, COA of Formula: C2H8Cl2N4S2.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Woods, Thomas S. published the artcileCleavage of sulfur-sulfur bonds with sodium hydrogen selenide, Computed Properties of 14807-75-1, the publication is Journal of Organic Chemistry (1974), 39(25), 3716-20, database is CAplus.

Sodium hydrogen selenide is shown to be an effective reagent for reduction of alkyl, aryl, aralkyl, and functionally substituted disulfides to thiols under mild conditions in protic solvents. Two-electron transfer from the hydrogen selenide anion, which promotes the cleavage of the S-S bond with concomitant production of elemental selenium, is found to occur only in a narrow pH range. Organic thiosulfates (Bunte salts) also give thiols through the intermediacy of the corresponding disulfide on reaction with sodium hydrogen selenide.

Journal of Organic Chemistry published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C4H6BrN3, Computed Properties of 14807-75-1.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Elstner, R. published the artcileStudies on the effect of inhibitors in ammonia etching solutions on the depth and pattern in copper etching, Category: ethers-buliding-blocks, the publication is Metalloberflaeche (1982), 36(10), 468-78, database is CAplus.

The effects of inhibitors on the etching of Cu for printed circuits by ammoniacal solutions of Na chlorite and CuCl₂ were studied. The etch rates and elec. conductivity of the different solutions are given. The effects of Cu(I) ions are discussed. The optimum etching conditions are described.

Metalloberflaeche published new progress about 14807-75-1. 14807-75-1 belongs to ethers-buliding-blocks, auxiliary class Salt,Thiourea,Amine,Aliphatic hydrocarbon chain, name is Formamidine disulfide dihydrochloride, and the molecular formula is C2H8Cl2N4S2, Category: ethers-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Hlouskova, Zuzana published the artcileStructural elaboration of dicyanopyrazine: towards push-pull molecules with tailored photoredox activity, COA of Formula: C11H17BO3S, the publication is RSC Advances (2019), 9(41), 23797-23809, database is CAplus and MEDLINE.

As an extension of the successful dicyanopyrazine photoredox catalysts, a series of X-shaped push-pull mols. with a systematically altered structure I [R¹ = SMe, CN, 2-thienyl, etc.; R² = OMe, CN, 2-thienylsulfanyl, etc.; R³ = SMe, CN, 2-thienylsulfanyl, etc.] were designed and facilely synthesized and their structure-property relationship was elucidated in detail via exptl. as well as theor. calculations Dicyanopyrazines I were proven to be powerful photoredox catalysts with a push-pull arrangement that allowed facile property tuning by interchanging a particular part of the D-π-A system. Changing the mutual position of the cyano acceptors and the methoxy, methylthio and thienyl donors as well as modifying the linker allowed wide tuning of the fundamental properties of the catalysts. Contrary to the currently available organic photoredox catalysts, a series of catalysts based on a pyrazine heterocyclic scaffold with easy synthesis and further modification, diverse photoredox characteristics and wide application potential across modern photoredox transformations was provided . The photoredox catalytic activities of the target catalysts were examined in a benchmark cross-dehydrogenative coupling and novel and challenging annulation reactions.

RSC Advances published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, COA of Formula: C11H17BO3S.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem

Kulhanek, Jiri published the artcileQuadrupolar fluorophores with tetrafluorobenzene central electron acceptor, COA of Formula: C11H17BO3S, the publication is Journal of Fluorine Chemistry (2021), 109735, database is CAplus.

Seven novel quadrupolar chromophores based on 1,2,4,5-tetrafluorobenzene (TFB) central electron acceptor unit and methoxythiophene peripheral donor were synthesized and described. Fundamental structure-property relationships were elucidated via thermal, electrochem. and optical measurements. These revealed that the properties are mostly affected by the used π-linker. Variation of the π-linker resulted in tuning of the HOMO-LUMO gap. The LUMO clearly reflects planarity, polarizability and electronic transparency of the utilized π-linker. The absorption maxima of target chromophores were found within the range of 346-412 nm and the emission maxima of emissive derivatives were found within the range of 411-499 nm. Novel TFBs were compared with TFBs previously described in the literature. The exptl. data are further corroborated by theor. calculations

Journal of Fluorine Chemistry published new progress about 596819-12-4. 596819-12-4 belongs to ethers-buliding-blocks, auxiliary class Thiophene,Boronic acid and ester,Ether,Boronate Esters,Boronic acid and ester, name is 2-(5-Methoxythiophen-2-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, and the molecular formula is C11H17BO3S, COA of Formula: C11H17BO3S.

Referemce:
https://en.wikipedia.org/wiki/Ether,
Ether | (C2H5)2O – PubChem