Month: December 2022

Muller, Norbert published the artcileFluorine chemical shifts and microheterogeneity in aqueous solutions of 2-(2,2,2-trifluoroethoxy)ethanol, Category: ethers-buliding-blocks, the publication is Journal of Physical Chemistry (1979), 83(15), 2041-4, database is CAplus.

The title compound was prepared in the expectation that its water solutions would show interesting structural effects similar to those suggested by a variety of measurements for aqueous tert-Bu alc. and aqueous 2-n-butoxyethanol and that the nature of these effects might be elucidated by following the fluorine chem. shift as a function of concentration and temperature The material is miscible with water above room temperature, but an upper critical solution temperature was found between 1 and 2°. Chem. shift-composition curves determined at five temperatures spanning the interval from 1 to 61° reveal a change in the nature of the solutions when the mole fraction of the nonaqueous component is about 0.18. It appears that in the dilute region the cosolvent mols. are preferentially solvated by water, especially at the lower temperatures, while the more concentrated solutions are microheterogeneous, with rapid exchange of the organic species between water-rich and cosolvent-rich domains. It is very likely that the properties of aqueous solutions of tert-Bu alc., 2-n-butoxyethanol, and 2-(2,2,2-trifluoroethoxy)ethanol indeed reflect essentially the same type of behavior.

Journal of Physical Chemistry published new progress about 2358-54-5. 2358-54-5 belongs to ethers-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-(2,2,2-Trifluoroethoxy)ethanol, and the molecular formula is C4H7F3O2, Category: ethers-buliding-blocks.

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

Mathieu, Didier published the artcilePower Law Expressions for Predicting Lower and Upper Flammability Limit Temperatures, Synthetic Route of 1589-47-5, the publication is Industrial & Engineering Chemistry Research (2013), 52(26), 9317-9322, database is CAplus.

By analogy with recent models for flash point, the lower and upper flammability limit temperatures of organic compounds are represented as power law expressions in terms of fragment contributions. The predictive value of the resulting models compares well with recently published methods. A major advantage of the present approach is the fact it provides better insight into the relations between flammability limit temperatures and mol. structure.

Industrial & Engineering Chemistry Research published new progress about 1589-47-5. 1589-47-5 belongs to ethers-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ether, name is 2-Methoxypropan-1-ol, and the molecular formula is C4H10O2, Synthetic Route of 1589-47-5.

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

Ma, Ming-you published the artcileSynthesis of 1-[(2-ethylhexyl)oxy]-4-methoxybenzene under ultrasound conditions, Quality Control of 146370-51-6, the publication is Huaxue Shiji (2006), 28(8), 501-502, database is CAplus.

1-[(2-Ethylhexyl)oxy]-4-methoxybenzene (MOEHOB) was synthesized by the reaction of 4-methoxyphenol (MOPh) with 2-ethylhexyl bromide in argon atm. under supersonic irradiation in the solution of sodium ethoxide. Reaction yields reached 86-88%. The optimum reaction conditions: molar ratio of MOPh/ethylhexyl bromide was 1:1.5, the concentration of sodium ethoxide was 2.5 mol/L, the frequency of the ultrasound was 40 kHz, the reaction time was 5-6 h.

Huaxue Shiji 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, Quality Control of 146370-51-6.

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

Lozinskii, M. O. published the artcileSynthesis, structure and properties of 1-(p-R-phenacyl)-2-[(p-methoxybenzyl)amino]pyridinium bromides, SDS of cas: 52818-63-0, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1995), 644-9, database is CAplus.

The title salts, obtained by reaction of 2-[(p-methoxybenzyl)amino]pyridine with p-substituted phenacyl bromides, were shown to exist as their cyclic tautomers I (R = H, Me, Cl, Br, NO₂). The chem. shifts of the OH protons in I obeyed an LFER.

Khimiya Geterotsiklicheskikh Soedinenii 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, SDS of cas: 52818-63-0.

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

Kishida, Yoshikazu published the artcileDepigmentation of planarian eye treated with salts of dithiocarbamide and related chemicals, Synthetic Route of 14807-75-1, the publication is Sci. Repts. Kanazawa Univ. (1961), 7(No. 2), 151-7, database is CAplus.

Salts of dithiocarbamide depigment the eye of Euplanaria gonocephala within 4 days. Thiocarbamide, phenylthiocarbamide, and their salts need over 30 days. Cystine, carbamide, guanidine, and monoiodoacetic acid are not effective.

Sci. Repts. Kanazawa Univ. 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, Synthetic Route of 14807-75-1.

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

Kawecki, Robert published the artcileSynthesis of N-sulfenylimines from disulfides and primary methanamines, Formula: C8H11NO, the publication is Journal of Organic Chemistry (2022), 87(11), 7514-7520, database is CAplus and MEDLINE.

N-sulfenylimines (sulfenimines, thiooximes, N-alkylidenesulfenamides) were efficiently synthesized through the reaction of primary amines and disulfides with NBS or bromine. This reaction can be carried out in an open flask at room temperature without the need for any transition metal-containing additives. The use of thiols instead of disulfides gave similar results. A wide range of amines were reacted with aryl and alkyldisulfides, resulting in the formation of sulfenimines in a yield of 44-99%.

Journal of Organic Chemistry published new progress about 6850-57-3. 6850-57-3 belongs to ethers-buliding-blocks, auxiliary class Amine,Benzene,Ether, name is (2-Methoxyphenyl)methanamine, and the molecular formula is C8H11NO, Formula: C8H11NO.

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

Ida, Tadao published the artcileProtective coating. II. Amino derivatives of saccharides and polyhydric alcohols, Related Products of ethers-buliding-blocks, the publication is Yakugaku Zasshi (1958), 501-4, database is CAplus.

cf. C.A. 52, 9519h. Amine derivatives (I) of sugars and polyhydric alcs. were prepared and their utility as the protective coating agents was examined The I were prepared either by refluxing glucose, xylose, or lactose with various amines in alc. or by the application of various amines to sucrose, dextrin, and mannitol p-toluenesulfonates. Among the I tested, dodecylamine N-lactoside and N-xyloside were the only ones that possessed resistance to water, solubility in gastric juice, and ability to form a membrane. These were used as a coating on starch-lactose tablets and their resistance to water and solubility in gastric juice were tested by measuring the duration of disintegration in distilled water and simulated gastric juice. Both derivatives were found to be excellent agents for protective coating.

Yakugaku Zasshi published new progress about 637-58-1. 637-58-1 belongs to ethers-buliding-blocks, auxiliary class Inhibitor, name is 4-(3-(4-Butoxyphenoxy)propyl)morpholine hydrochloride, and the molecular formula is C17H28ClNO3, Related Products of ethers-buliding-blocks.

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

Horlein, Ulrich published the artcileTetrahydrocarboline compounds. I., Synthetic Route of 52818-63-0, the publication is Chemische Berichte (1954), 463-72, database is CAplus.

Several 9-substituted tetrahydro-β- and -γ-carbolines were prepared; some had good antihistamine characteristics. PhCH₂PhNNH₂ (99 g.), 81 g. H₂N(CH₂)₃CH(OEt)₂, and 80 g. anhydrous ZnCl₂ heated 3 h. at 180° gave 40-50% 1-benzyltryptamine (I), b_0.2 194-202°; maleate, C₂₁H₂₂N₂O₄, m. 161-2°. I (40 g.) in 82 cc. 2N HCl and 2.5 l. H₂O and 60 g. AcH, heated 1.5 h. at 90-5°, treated with K₂CO₃, and extracted with Et₂O, gave 34% 1-methyl-9-benzyl-1,2,3,4-tetrahydro-β-carboline (II), b₃ 230-40°. II (27.6 g.) in 25 cc. MeOH treated dropwise at 10° with 450 cc. 95% HCO₂H, left 5-6 h. at room temperature, heated on a water bath, HCO₂Me distilled, the b.p. elevated to 90°, and HCO₂H evaporated in vacuo, gave 76% 1,2-dimethyl-9-benzyl-1,2,3,4-tetrahydro-β-carboline, b_0.5 205-15°; picrate, m. 197° (from HOAc). 1-Methyl-1,2,3,4-tetrahydro-β-carboline (III) was converted with HCHO and HCO₂H to 63.5% 1,2-di-Me analog (IIIa), b_1.5 180-90°, m. 116° (from ligroine). IIIa (20 g.) was boiled 1-2 h. with 4.5 g. PhMe-moistened NaNH₂ in 150 cc. xylene, treated dropwise with 10.8 g. ClCH₂CH₂NMe₂ in xylene, boiled 1-2 h., cooled, extracted with dilute HCl, the aqueous solution made alk. with NaOH, extracted with Et₂O, and the extract distilled giving 59% 1,2-dimethyl-9-(β-dimethylaminoethyl)-1,2,3,4-tetrahydro-β-carboline, b_1.5 205-15°; naphthalene-1,5-disulfonate, monohydrate, C₂₇H₃₃N₃O₆S₂.H₂O, m. 265° (from dilute MeOH-Me₂CO). 9-Substituted 3-methyl-1,2,3,4-tetrahydro-γ-carboline derivatives (IV) were prepared from 1-methyl-4-piperidone (V) and N-substituted phenylhydrazines, RArNNH₂ (VI). MeN(CH₂CH₂CO₂Me)₂ (609 g.) was poured into a solution of 69 g. Na in 1.3 l. MeOH, the MeOH distilled in vacuo, the mixture heated at 110-20°/3-5 mm., the Na salt of Me 1-methyl-4-oxo-3-piperidinecarboxylate dissolved in 900 g. concentrated H₂SO₄ in 2.5 l. H₂O and refluxed 2-3 h. (to decarboxylate), a solution of 255 g. PhCH₂PhNNH₂ (VIa) in 115 g. concentrated H₂SO₄ and 2.3 l. H₂O (which had been clarified with C) added quickly, the mixture refluxed 3-4 h., H₂O added to give 8-9 l. volume, and 69% 3-methyl-9-benzyl-1,2,3,4-tetrahydro-γ-carboline (IVa) (IV, R = PhCH₂, Z = H), b_0 5 205-12°, m. 95° (from ligroine), precipitated as the sulfate; dissolved in MeOH and treated with naphthalene-1,5-disulfonic acid gave the naphthalene-1,5-disulfonate, C₄₈H₄₈N₄O₆S₂ m. 280° (from HCONH₂); HCl salt, m. 235-7° (from alc.). Other IV prepared were (R, Z, % yield, b.p., m.p., salt, and method of isolation of IV given): Ph, H, 62, b_1.5 214-25°, 101.5-2.5° (from ligroine), -, distillation of base; Bu, H, over 60, b_1.5 196-204°, -, maleate [m. 148-9° (from H₂O)], distillation; EtSCH₂CH₂, H, about 70, b₁ 190-206°, -, maleate [m. 138° (from alc.-Et₂O)], distillation; α-pyridylmethyl, H, 60, -, -, di-HCl salt [m. 140-1° (from alc.-Et₂O)], precipitation of HCl salt; PhCH₂, 7(?)-MeO, about 45, -, -, maleate [m. 168° (from alc.-Et₂O)], precipitation of naphthalene-1,5-disulfonate from crude base in 8:2 Me₂CO-MeOH and conversion to maleate; PhCH₂, 7(?)-Cl (IVb), 45-55, -, 139-41°, HCl salt [m. 276° (from H₂O)], naphthalene-1,5-disulfonate [m. 209-11° (from MeOH)], precipitation as HCl salt; EtOCH₂CH₂, H, 60-70, b_0.5 170-80°, -, maleate [m. 141-2° (from alc.-Et₂O)], distillation; Me₂CHOCH₂CH₂, H, 68, b_0.1 165-75°, -, maleate [m. 175-6° (from alc.)], HCl salt [m. 172-4° (from alc.-Et₂O)], distillation; BuOCH₂CH₂, H, 68, -, -, naphthalene-1,5-disulfonate [m. 234° (from alc.-Me₂CO)], precipitation of the naphthalenedisulfonate from base in Me₂CO; Me₂CHCH₂OCH₂CH₂, H, 60-70, -, -, naphthalene-1,5-disulfonate [m. 235-6° (from alc.-Me₂CO)], precipitation of the salt from the base in Me₂CO; PhCH₂, 6-Cl, 65, b_0.1 205-7°, -, methanesulfonate [m. 198-9° (from MeOH-Et₂O, precipitated in EtOAc)], distillation; p-ClC₆H₄CH₂, H, about 70, b₁ 208-15°, 108° (from ligroine), -, distillation; cyclohexyl, H, 59, -, -, HCl salt [m. 251° (from H₂O)], precipitation of HCl salt; PhCH₂CH₂, H, 63, -, -, HCl salt [m. 209-10° (from alc.-Et₂O)], precipitation of HCl salt; PrOCH₂CH₂, H, 70, b_0.5 172-85°, -, maleate [m. 144° (from alc.-Et₂O)], distillation; Me, H, 71, b₃ 174°, 69-70° (from ligroine), maleate [m. 174° (from alc.-Et₂O)], distillation; PhCH₂, 7(?)-Br (IVc), 40-5, -, -, naphthalene-1,5-disulfonate (m. 222-4°), precipitation of HCl salt; cyclohexyloxyethyl, H, 64, -, -, maleate [m. 133° (from alc.-Et₂O)], HCl salt [m. 209-10° (from alc.-Et₂O)], precipitation of the maleate from crude base in EtOAc; PhOCH₂CH₂, H, 60-70, -, 129°, -, recrystallization of base from ligroine; p-ClC₆H₄CH₂, 6-Cl, 72, -, 123-4° (from ligroine), methanesulfonate [m. 195-6° (from alc.)], precipitation of HCl salt; PhCH₂, 5(?)-Cl (IVd) 10-20, -, 112° (from ligroine), naphthalene-1,5-disulfonate (m. about 300°), crystallization of salt on addition of MeOH and naphthalenedisulfonic acid to alc.-HCl mother liquor of IVb; PhCH₂, 5(?)-Br, about 20, -, -, naphthalene-1,5-disulfonate (m. 303°), treatment of the mother liquor of IVc as for IVd; p-ClC₆H₄CH₂, 7(?)-Cl, about 55, -, -, HCl salt [m. 280-2° (from H₂O)], precipitation of HCl salt. The following new VI and RArNH (VII) were prepared (R, Ar, and b.ps. of VI and VII, resp., given): EtSCH₂CH₂, Ph, b₈ 173-80°, b₂₀ 165-75°; α-pyridylmethyl, Ph, b_2-3 165-75°, b₈ 168-72°; PhCH₂, m-MeOC₆H₄, b₆ 192-4°, b₅ 183-7°; PhCH₂, m-ClC₆H₄, b₅ 190-5°, b₅ 182-6°; EtOCH₂CH₂, Ph, b₅ 136-42°, -; Me₂CHOCH₂CH₂, Ph, b₅ 138-45°, b₅ 130-5°; BuOCH₂CH₂, Ph, b_4-5 158-63°, b₅ 150-8°; Me₂CHCH₂OCH₂CH₂, Ph, b₃ 148-56°, b₅ 145-51°; PhCH₂, p-ClC₆H₄, b₄ 187-93°, -; p-ClC₆H₄CH₂, Ph, b_2-3 180-5°, -; PhCH₂CH₂, Ph, b₅ 178-88°, -; PrOCH₂CH₂, Ph, b₄ 134-42°, b₂₀ 156-62°; PhCH₂, m-BrC₆H₄, b_0.1 210-20°, b_0.1 160-8°; cyclohexyloxyethyl, Ph, b₅ 170-85°, b₅ 160-70°; PhOCH₂CH₂, Ph, b₅ 180-92°, -; p-ClC₆H₄CH₂, p-ClC₆H₄, – (methanesulfonate, m. 201°), -; p-ClC₆H₄CH₂, m-ClC₆H₄, b_1.5 218-22°, b₅ 210°. VI were mainly obtained by nitrosation of VII and Zn dust reduction; VIa and p-ClC₆H₄CH₂PhNNH₂ were prepared from PhNHNH₂ and the corresponding benzyl chloride. VII were prepared mainly from RCl or RBr with 2 mol ArNH₂ without a solvent above 100°, but some were obtained by reduction of the corresponding Schiff bases. IV (R = Z = H) (18.6 g.) converted to its Na derivative by boiling 1-2 h. with 4.5 g. PhMe-moistened NaNH₂ in 150 cc. absolute PhMe or xylene, with ClCH₂CH₂NMe₂ added, and the crude base distilled, gave 70% IV (R = Me₂NCH₂CH₂, Z = H), b_2.5 200-5°; maleate, C₂₄H₃₁N₃O₈, m. 164-5° (from MeOH-Et₂O); 73% IV (R = Et₂NCO, Z = H) (VIIa) was similarly obtained using Et₂NCOCl and precipitating from solution in Me₂CO or MeOH as the naphthalene-1,5-disulfonate, m. 265-7° (from HOAc-Me₂CO) [VIIa.HCl, m. 202-3° (from alc.-Et₂O)]. Similar reactions using PhCH₂Cl succeeded poorly or not at all, apparently as the result of extensive quaternization at the 3-position. IVa (27.6 g.) in 250 cc. Me₂CO, refluxed 24 h. with 18 g. PhCH₂Cl, gave 81% 3-methyl-3,9-dibenzyl-1,2,3,4-tetrahydro-γ-carbolinium chloride, m. 211-12° (from alc.-Et₂O); at room temperature IVa treated with 14 g. Me₂SO₄ and the product precipitated by 250 cc. Et₂O gave 90% 3,3-dimethyl-9-benzyl-1,2,3,4-tetrahydro-γ-carbolinium methosulfate, m. 217-18° (from alc.-Et₂O). The Na derivative of 1-methyl-4-imino-3-cyanopiperidine (from 69 g. MeN(CH₂CH₂CN)₂ in PhMe, filtered off under N, and washed with PhMe) was added carefully under CO₂ to 250 g. concentrated H₂SO₄ in 1 l. H₂O, the aqueous layer separated, 35 g. PhNHNH₂, and 100 g. 20% H₂SO₄ added, the mixture refluxed 6-8 h., and made alk. giving C₁₃H₁₆N₄, m. 123° (from C₆H₆), which may be the phenylhydrazone of 1-methyl-3-cyano-4-piperidone or VIII. α-(p-Methoxybenzylamino)pyridine (IX), m. 128°, was converted to the nitroso derivative, m. 56-7° (from ligroine), and reduced with Zn dust; some IX was recovered from the concentrated Et₂O extracts by precipitation with ligroine and crude N,N-(p-methoxybenzyl)-α-pyridylhydrazine (X) was obtained by evaporation of the filtrate. X (20 g.) in 120 cc. alc. was treated in the cold with HCl, 14 g. V.HCl added, the mixture heated slightly on the water bath, then 2-3 h. at 70-80°, and Me₂CO added to precipitate 5 g. V α-pyridylhydrazone-HCl, m. 224-5° (from MeOH-Me₂CO); this was converted through the free base to the dimaleate, m. 142-3° (from alc. Et₂O), and the dipicrate, m. 202-3° (from 90% HOAc-Et₂O).

Chemische Berichte 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, Synthetic Route of 52818-63-0.

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

Glicksman, R. published the artcileInvestigation of the electrochemical characteristics of organic compounds. X. Sulfur compounds, Computed Properties of 14807-75-1, the publication is Journal of the Electrochemical Society (1963), 353-7, database is CAplus.

cf. CA 57, 7002d. Anodic half-cell potential discharge data are presented for various classes of organic S compounds, such as the thiophenols, mercaptans, and thioureas in alk. electrolyte. The effect of group substitution and aromaticity on the anode potential of the thiophenol compounds is interpreted in terms of the electron d. distribution in the mol. Half-cell potential discharge data for the reversible thiourea-formamidine disulfide and dithiobiuret-thiuret systems in different electrolytes of varying pH are also presented.

Journal of the Electrochemical Society 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, Computed Properties of 14807-75-1.

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

Demir, Hulya published the artcileEvaluation of the chemical profiling, total phenolic composition, the antioxidant and antimicrobial properties of the essential oils of Mentha piperita L., Salvia officinalis L., and Thymus vulgaris L, Application of 2-Isopropylanisole, the publication is Journal of Food Science and Engineering (2018), 8(6), 263-270, database is CAplus.

The purpose of this study was to determine the chem. composition, total phenolic composition, the antioxidant and antimicrobial properties of the essential oils (EOs) of Mentha piperita L., Salvia officinalis L., and Thymus vulgaris L. The essential oils of M. piperita L., S. officinalis L., and T. vulgaris L. were analyzed by means of gas chromatog.-mass spectrometry (GC-MS) to demonstrate their chem. composition The antioxidant properties of the EOs were evaluated with the 2,2-diphenyl-picrylhydrazyl (DDPH) free radical scavenging assay, their total phenolic compound contents were determined by the Folin Ciocalteau method, and their antimicrobial activities were evaluated by the disk diffusion assay. The major compounds in the contents of the essential oils of M. piperita L., S. officinalis L., and T. vulgaris L. were found to be eucalyptol, 1R-α-pinene, and o-cymene, resp. In the 2,2-diphenyl-picrylhydrazyl (DDPH) assay, the EO of M. piperita L. (8,930.01 μMTE/g) demonstrated the highest antioxidant activity, followed by the activities of the EOs of T. vulgaris L. (157.76 μMTE/g) and S. officinalis L. (115.54 μMTE/g). The total phenolic compound contents of M. piperita L., T. vulgaris L., and S. officinalis L. were measured as 135.074, 0.242, and 0.221 mMGAE/g. All essential oils showed antioxidant activities and antimicrobial activities. The highest antimicrobial activity against S. aureus, A. nigeris, and C. albicans was determined in the EO of M. piperita L. within diameters of 42, 32, and 28 mm, resp. These properties of essential oils are used in the pharmaceutical and food industries. The essential oils are approved as official medications in many countries and take place in their pharmacopoeias.

Journal of Food Science and Engineering published new progress about 2944-47-0. 2944-47-0 belongs to ethers-buliding-blocks, auxiliary class Benzene,Ether, name is 2-Isopropylanisole, and the molecular formula is C10H14O, Application of 2-Isopropylanisole.

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