Tag: M.W=200-250

Slotta, K. H. published the artcile¦Â-Phenylethylamines. I. Mescaline and mescaline-like substances, Name: (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, the publication is Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen (1930), 3029-44, database is CAplus.

In addition to the sympathomimetic action which is a general property of ¦Â-aryl-ethylamines and -ethanolamines, mescaline, 3,4,5-(MeO)₃C₆H₂CH₂CH₂NH₂ (I), possesses a peculiar narcotic action. For a pharmacol. and clinical investigation of I and a study of its relationships to other sympathomimetic drugs it was necessary to find a way by which it would be possible to prepare several hundred g. of I. The only method by which it had hitherto been synthesized (RCHO (+ MeNO₂) ¡ú RCH:CHNO₂ (+ H₂) ¡ú RCH₂CH:NOH (+ H₂) ¡ú RCH₂CH₂NH₂) serves to establish its structure rather than to prepare the compound The new method should also make it possible to prepare more easily the isomers of I, as well as mono- and dimethoxyphenylethylamines, in order to determine the influence of the position and number of the MeO groups on the physiol. action of the alkoxyphenylethylamines. An examination of 4 other possible methods of preparation indicated that the only feasible one was that based on the scheme RCHO (+ CH₂(CO₂H)₂) ¡ú RCH:CHCO₂H (+ H₂) ¡ú RCH₂CH₂CO₂H (+ SOCl₂) ¡ú RCH₂CH₂COCl (+ NH₃) ¡ú RCH₂CH₂CONH₂ (+ KOBr) ¡ú RCH₂CH₂NH₂. The m- and p-mono- and the 2,3-, 3,4-and 3,5-di-MeO compounds have already been prepared by this method but in all attempts to prepare I it had hitherto been impossible to carry out the last step. S. and H. have now found, however, that under certain conditions not only I but also its isomers can readily be obtained in very satisfactory yield by using concentrated NaOBr for the Hofmann degradation. The condensation of the aldehydes with CH₂(CO₂H)₂ was effected in 2-3 parts C₅H₅N (distilled over KOH) and 1-5 cc. piperidine per mol. of aldehyde; com. CH₂(CO₂H)₂ can be used directly and a 20% excess. is quite sufficient. The splitting off of CO₂ from the primary di-CO₂H acid is almost quant. on the H₂O bath and only in a few cases was it necessary to boil the C₅H₅N solution a short while. The yield of RCH:CHCO₂H was in general above 80%. The reduction of the unsaturated acid was in all cases easily carried out with an excess of Na-Hg, usually on the H₂O bath; a higher temperature was required only where the unsaturated acid was difficultly soluble in NaOH, and a toning down of the alkalinity with AcOH was necessary only with 3,4,5-(MeO)₃C₆H₂CH:CHCO₂H. The chlorides RCH₂CH₂COCl were obtained by heating the acids in CHCl₃ 4-5 hrs. on the H₂O bath with twice the calculated amount of SOCl₂; they were not isolated but the reaction mixtures were concentrated to about 0.5 volume in vacuo and added, with cooling, to concentrated NH₄OH containing about 10% NaOH (only 2,4-(MeO)₂C₆H₃CH₂CH₂CONH₂ could not be obtained in this way). For the successful degradation of the amides to the amines, it is necessary to have a very pure amide. The statement in the literature that NaOCl gives better yields than NaOBr was confirmed for only some of the amides (the best results were obtained with a solution prepared by passing 5.5 g. Cl into 10 g. NaOH in 100 cc. H₂O). The behavior of the amides in the Hofmann degradation depends greatly on the position and nature of the nucleus substituents. The products are best worked up by distillation in vacuo. The physiol. action of the amines prepared will be described later by Hesse and Lange. o-MeOC₆H₄CH:CHCO₂H, m. 183¡ã (80% from o-MeOC₆H₄CHO), gave 99% MeOC₆H₄CH₂CO₂H, m. 92¡ã (literature, 85-6¡ã); the amide, m. 111¡ã (86.3% yield), gave with NaOCl 35.2% o-MeOC₆H₄CH₂CH₂NH₂, b. 115-20¡ã in the vacuum of a H₂O pump (HCl salt, m. 143¡ã; sulfate, m. 230¡ã). m-HOC₆H₄CHO, m. 106¡ã (69% by diazotization of m-H₂NC₆H₄CHO, prepared from the NO₂ compound with FeSO₄), yielded 80% of the MeOC₆H₄CHO which gave 69% MeOC₆H₄CH: CHCO₂H, m. 177¡ã; the saturated acid, m. 50¡ã (80% yield) gave 27.5% of the amide, b₁₂ 222-5¡ã, m. 56¡ã, which yielded with NaOBr 61% (with NaOCl 19%) of m-MeOC₆H₄CH₂CH₂NH₂, b₁₂ 128¡ã. p-MeOC₆H₄CH₂CH₂NH₂. HCl, m. 210¡ã, was obtained in 43% yield with NaOCl from the amide which itself was obtained in 75% yield through the MeOC₆H₄CH:CHCO₂H (92.5%) and the saturated acid (81%). p-iso-PrC₆H₄CH:CHCO₂H, m. 165¡ã (64%); saturated acid, m. 73¡ã (98%); amide, m. 142¡ã (81.5%), boils explosively with NaOCl at 80¡ã and at 65¡ã gives only a little a ¦Â-(p-isopropylphenyl)ethylamine, b. 150¡ã in the vacuum of a H₂O pump (HCl salt, m. 270¡ã). Vanillin Et ether, m. 63¡ã (85% from vanillin and alk. Et₂SO₄), gave 89% 3-methoxy-4-ethoxycinnamic acid, m. 205¡ã; propionic acid, m. 130¡ã (79%); amide, m. 124¡ã (33.9%), gave with NaOCl the ethylamine, b_15-8 165¡ã (HCl salt, m. 120¡ã). m-C₆H₄(OMe)₂, b₁₂: 117-8¡ã (90% from m-C₆H₄(OH)₂ with alk. Me₂SO₄), gave in Et₂O with HCN, HCl and ZnCl₂: 76% of 2,4-(MeO)₂C₆H₃CHO; 2,4-(MeO)₂C₆H₃CH:CHCO₂H, m. 138¡ã (99%); propionic acid, m. 105¡ã (94%); attempts to prepare the amide through the chloride gave a red-brown oil which decomposed on distillation, in vacuo. 3,4-CH₂O₂C₆H₃CH:CHCO₂H, m. 232¡ã (94%); propionic acid (92%); amide (83.5%), gave with NaOCl 37% of the ethylamine-HCl, m. 206¡ã, 1,2,3-C₆H₃(OMe)₃, b₁₂ 140¡ã (65% with alk. Me₂SO₄), gives with HCN and AlCl₃ in C₆H₆ 53% 2,3,4-(MeO)₃C₆H₂CHO, b₁₂ 170¡ã. 2,3,4-Trimethoxycinnamic acid, m. 172¡ã (94%); propionic acid, m. 76¡ã (65%); amide, m. 171¡ã (63.5%), gives with NaOBr 71.5% ¦Â-(2,3,4-trimethoxyphenyl)ethylamine, b₁₂ 167¡ã, quickly forms the carbonate in the air. 3,4,5-(MeO)₃C₆H₂CO₂H (86% from (HO)₃C₆H₂CO₂H with alk. Me₂SO₄); chloride (86% with PCl₅) in boiling xylene (distilled from Na) with Pd-BaSO₄ and H gave in 30 hrs. 80% 3,4,5-(MeO)₃C₆H₂-CHO, m. 74¡ã; cinnamic acid, m. 124¡ã (80%); ¦Â-(3,4,5-trimethoxyphenyl) propionic acid, m. 98¡ã (88% yield); amide, m. 106¡ã (60%), gave with NaOBr (52g. Br and 150g. NaOH in 375 cc. H₂O) 66% I, b₁₂, 180¡ã (HCl salt, m. 181¡ã). p-BrC₆H₄OMe, b₁₂ 120¡ã (82.9% from PhOMe in AcOH with Br vapors) gave in Et₂O with Mg (activated with I) and ethylene oxide and subsequent decomposition with HCl 31.1% of p-MeOC₆H₄CH₂-CH₂OH, b. 145-60¡ã in the vacuum of the H₂O pump, and this with boiling 47.5% HBr yielded 45% of the bromide, b_12.6 140-50¡ã, from which, when refluxed with a mixture of C₆H₄(CO)₂NH and 0.5 mol. K₂CO₃ until no liquid condensed in the condenser tube, then treated in alc. with N₂H₄.H₂O and finally with HCl gas, was obtained 11.8% p-MeOC₆H₄CH₂CH₂NH₂.HCl, m. 211¡ã. 4-Bromoveratrole, p-BrC₆H₄OH, p-BrC₆-H₄OAc, o- and p-BrC₆H₄NO₂ and o-C₆H₄Cl₂ could not be made to react with Mg in either Et₂O, (iso-Am)₂O or otherwise.

Berichte der Deutschen Chemischen Gesellschaft [Abteilung] B: Abhandlungen published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C7H13NO2, Name: (E)-3-(2,4-Dimethoxyphenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Rudolph, Martin published the artcileSpecific surface free energy component distributions and flotabilities of mineral microparticles in flotation-An inverse gas chromatography study, Category: catalysis-chemistry, the publication is Colloids and Surfaces, A: Physicochemical and Engineering Aspects (2017), 380-388, database is CAplus.

In fundamental flotation studies often the contact angle with water is used to describe wettability of a mineral surface and it is correlated with flotability. A more fundamental parameter however is the sp. surface free energy related to the contact angle via Young’s equation. Inverse gas chromatog. (iGC) has recently been proven to be a suitable method to determine sp. surface free energy components and their distributions of particulate surfaces. In this study the pure minerals quartz (SiO₂), fluoro-apatite (Ca₅[F,(PO4)₃]), and magnetite (Fe₃O₄) are examined for flotabilities and surface energy component distributions considering different methods of sample treatment and the effect of the collectors sodium oleate and dodecyl ammonium acetate. The parameter of specific net free energy of interaction between bubbles and particles immersed in water ¦¤G_pwb resulting from the complex surface energy analyses is introduced and used to evaluate the hydrophobicity of the mineral surface in correlation to microflotation recoveries. The results lead to the hypothesis that only small fractions of the surface and their change of wettability by flotation reagent adsorption will inherently define the flotability of minerals. Consequently, the main purpose of the amphiphilic collector mols. seems to be the reduction of high sp. surface free energies of small fractions of the surface that lead to a strong attraction between particle surface sites and water mols. rather than the hydrophobization of the entire mineral surface, a new paradigm in flotation science.

Colloids and Surfaces, A: Physicochemical and Engineering Aspects published new progress about 2016-56-0. 2016-56-0 belongs to catalysis-chemistry, auxiliary class Active Esterification, name is Dodecylamineacetate, and the molecular formula is C14H31NO2, Category: catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Dodbiba, G. published the artcileCombination of sink-float separation and flotation technique for purification of shredded PET-bottle from PE or PP flakes, COA of Formula: C14H31NO2, the publication is International Journal of Mineral Processing (2002), 65(1), 11-29, database is CAplus.

In this contribution, the separation of poly(ethylene terephthalate) (PET)-polyethylene (PE) and PET-polypropylene (PP) mixtures was studied in order to improve the grade of the raw input used in PET bottle recycling. First, PET bottles and their caps (made of PE or PP) were shredded and the floatability of each polymer was tested. Even with the addition of the wetting reagents, dodecylamine acetate (DAA) or poly(vinyl alc.) (PVA), the results did not suggest that the required 99.995% purity of PET plastic could not be achieved by flotation. Second, the mixtures were separated with a sink-float process using a drum separator. Finally, as the required purity of PET could not be obtained by either technique alone, a system utilizing a combination of the two processes was developed. This system easily achieved the desired PET grade. At last, some sink-float experiments were performed with a medium of magnesium sulfate (dense medium separation).

International Journal of Mineral Processing published new progress about 2016-56-0. 2016-56-0 belongs to catalysis-chemistry, auxiliary class Active Esterification, name is Dodecylamineacetate, and the molecular formula is C14H31NO2, COA of Formula: C14H31NO2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Lu, Youmei published the artcileHighly efficient two-photon initiated polymerization in solvent by using a novel two-photon chromophore and co-initiators, Safety of 2,6-Diisopropyl-N,N-dimethylaniline, the publication is Journal of Materials Chemistry (2004), 14(9), 1391-1395, database is CAplus.

Highly efficient two-photon initiated polymerization (TPIP) of acrylate monomer in dioxane solution was carried out using three-component photoinitiator system containing a novel D-¦Ð-A-¦Ð-D type chromophore I (Ia; R = Bu₂N, Ib; R = Et₂N), the co-initiator 6-diisopropyl-N,N-dimethylaniline (DDA) and diphenyliodonium salt, Ph₂I⁺PF₆^–(PIP). The authors measured the quasi two-photon polymerization rates (R_p) based on scanning speed and the width of the written protruding line. Polymerization rates of in the presence of chromophore Ia and Ib were 113 ¦Ìm³ s^-1 and 157 ¦Ìm³ s^-1 in the case of the laser power 4.5 mW at 820 nm (pulse width: 85 fs, repetition rate 82 MHz ) resp. In order to estimate the mechanism of the photochem. reaction, the change of UV absorption of the three-component system, T-T transient absorption and the cyclic voltammetry (CV) of the novel chromophores were measured. The authors concluded that highly efficient electron transfer between DDA and the chromophore contributed to the long-lived radical cations of the chromophore. As a result, the generation of both DDA radicals and Ph radicals was ascribed to high sensitivity in TPIP.

Journal of Materials Chemistry published new progress about 2909-77-5. 2909-77-5 belongs to catalysis-chemistry, auxiliary class Amine,Benzene, name is 2,6-Diisopropyl-N,N-dimethylaniline, and the molecular formula is C14H23N, Safety of 2,6-Diisopropyl-N,N-dimethylaniline.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Tanaka, Toru published the artcileSynthesis of Double-Decker Silsesquioxanes from Substituted Difluorosilane, Name: Difluorodiphenylsilane, the publication is Organometallics (2019), 38(4), 743-747, database is CAplus.

A novel synthetic method for the construction of a double-decker silsesquioxane from fluorosilanes was developed. Phenyl-substituted double-decker silsesquioxane was prepared under mild conditions by coupling difluorodiphenylsilane and a tetrasiloxanolate precursor. A similar reaction was performed using difluorovinylsilane, and a divinyl double-decker silsesquioxane was obtained. The one-step reaction of a functional difluorosilane containing an aminopropyl group afforded a novel double-decker silsesquioxane with two amino groups complexed with BF₃, which can react with carboxylic acid anhydrides to afford an amide product. This synthetic method using difluorosilane is tolerant of a wide range of functional groups and is applicable to the synthesis of polycyclic silsesquioxanes bearing amino groups, which are difficult to directly obtain from dichlorosilane.

Organometallics published new progress about 312-40-3. 312-40-3 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Difluorodiphenylsilane, and the molecular formula is C15H21BO3, Name: Difluorodiphenylsilane.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Fritsche, Hans published the artcileReduction of organic compounds of pentavalent phosphorus to phosphines. III. Preparation of primary and secondary phosphines with silanes, Safety of Difluorodiphenylsilane, the publication is Chemische Berichte (1965), 98(5), 1681-7, database is CAplus.

cf. CA 62, 10457d. Phosphonate esters and phosphinic acids and their esters or chlorides, as well as di- and monohalophosphines were reduced with organic silanes or Cl₃SiH (I) to primary and secondary phosphines, resp. BuP(O)(OEt)₂ (II) (77.6 g.) and 147.2 g. Ph₂SiH₂ (III) heated 3 hrs. under N at 150-200¡ã yielded 27 g. BuPH₂ (IV), b. 60¡ã. II (19.4 g.) and 43 g. methylpolysiloxane (V) heated with stirring 3 hrs. under N at 200¡ã and then 2 hrs. at 275¡ã gave 8 g. IV. All runs were performed under N. PhP(O)(OEt)₂ (21.4 g.) and 36.8 g. III heated 2 hrs. at 200¡ã gave 9.6 g. PhPH₂ (VI), b. 130-40¡ã. PhPCl₂ (35.8 g.) and 36.8 g. III gave similarly 18 g. VI. PhPCl₂ (35.8 g.), 30 g. I, and 22 g. Et₃N in 250 cc. C₆H₆ refluxed 2 hrs. and treated with 150 cc. 2% aqueous NaOH gave 12 g. VI, b₁₄ 60¡ã. Bu₂P(O)OH (26.7 g.) and 41.4 g. III heated 4 hrs. at 200¡ã yielded 16.8 g. Bu₂PH, b₁₄ 68-70¡ã. Bu₂P(O)Cl (19.65 g.) and 27.6 g. III heated 3 hrs. at 250¡ã gave 13.9 g. Bu₂PH, b₁₄ 70¡ã. Bu₂P(O)Cl (19.65 g.), 30 g. I, and 22 g. Et₃N in 250 cc. C₆H₆ refluxed 2 hrs. yielded 9.2 g. Bu₂PH, b₁₄ 70¡ã. 1-Hydroxy-1-oxo-3,4-dimethyl-2-phospholene (21.8 g.) and 41.4 g. III heated 4 hrs. at 150-90¡ã yielded 13.8 g. 3,4-dimethyl-2-phospholene, b. 146-8¡ã. 1-Hydroxy-1-oxo-3-methyl-2-phospholene with III gave similarly 78% 3-methyl-2-phospholene, b. 80¡ã, and 1-hydroxy-1-oxo-2-phospholene with PhSiH₃ gave 73% 2-phospholene, b. 75¡ã. 10-Hydroxy-10-oxo-2,8-dimethylphenoxaphosphine (73 g.) and 84 g. III heated 3 hrs. at 250¡ã gave 54.2 g. 2,8-dimethylphenoxaphosphine, air-sensitive crystals, m. 56¡ã (under N). Ph₂P(O)(OMe) (34.8 g.) and 41.4 g. III heated 4 hrs. at 190¡ã yielded 16.8 g. Ph₂PH, b_0.35 105-15¡ã. Ph₂P(O)OH (22 g.) in 100 cc. dry C₆H₆ refluxed 2 hrs. with 40.6 g. I and treated with 100 cc. 20% aqueous NaOH yielded 7.2 g. Ph₂PH, b_0.3 110¡ã. Ph₂P(O)Cl (23.6 g.) and 27.6 g. III during 3 hrs. at 200-50¡ã yielded 16.5 g. Ph₂PH, b_0.07 107¡ã. Ph₂PCl (44 g.) and 18.4 g. III during 2 hrs. at 200¡ã gave 23 g. Ph₂PH, b₁₄ 165¡ã. Ph₂PCl (22 g.), 15 g. I, and 11 g. Et₃N in 80 cc. C₆H₆ refluxed 2 hrs. and treated with 80 cc. 30% aqueous NaOH gave 14 g. Ph₂PH, b₁₂ 155¡ã. 2,4,6-Me₃C₆H₂MgBr from 80 g. 2,4,6-Me₃C₆H₂Br and 9.6 g. Mg in tetrahydrofuran treated dropwise with 30.5 g. POCl₃ in tetrahydrofuran, and the precipitate refluxed 0.5 hr. with alc. NaOEt, treated with 20% aqueous NaOH, and again refluxed 0.5 hr. yielded 32 g. (2,4,6-Me₃C₆H₂)₂P(O)OH (VII), m. 210¡ã (EtOH). VII (13 g.) and 12 g. III heated 3 hrs. at 300¡ã yielded 4 g. (2,4,6-Me₃C₆H₂)₂PH (VIII), b_0.1 140-60¡ã, m. 74¡ã (EtOH). Chloride (18.6 g.) of VII and 6.3 g. PhSiH₃ heated 10 hrs. at 150¡ã, treated with 10 cc. EtOH, and refluxed 1 hr. gave 10.3 g. VIII. (p-Me₂NC₆H₄)₂P(O)OH (30.6 g.) and 28 g. III heated 2 hrs. at 200-50¡ã gave 15 g. (p-Me₂NC₆H₄)₂PH, b_0.05 220-5¡ã, m. 137¡ã.

Chemische Berichte published new progress about 312-40-3. 312-40-3 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Difluorodiphenylsilane, and the molecular formula is C12H10F2Si, Safety of Difluorodiphenylsilane.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Masui, Yoichi published the artcileReversible Generation of Labile Secondary Carbocations from Alcohols in the Nanospace of H-Mordenite and Their Long-Lasting Preservation at Ambient Temperature, Product Details of C13H10F2, the publication is Journal of the American Chemical Society (2017), 139(25), 8612-8620, database is CAplus and MEDLINE.

Secondary carbocations are rarely observed spectrometrically for prolonged durations at ambient temperatures because of their instability. In this study, when 4,4′-difluorobenzhydrol (1) was mixed with H-mordenite (H-Mor), the 4,4′-difluorodiphenylmethyl cation (2) was generated as the main product, identified by UV-vis and ¹³C-MAS NMR spectroscopies, and was preserved for over 1 wk at ambient temperature Surprisingly, the polymerization and disproportionation of 1 barely proceeded within the micropores of H-Mor. However, these side reactions prevailed in TfOH and formation of 2 was not observed Preservation of other secondary carbocations from benzhydrol, 4,4′-dichlorobenzhydrol, and 9-fluorenol was also realized in H-Mor. It was confirmed that the generation of 2 from 1 was controlled by thermodn. equilibrium rather than kinetic regulations. The equilibrium between 2 and 1 was accompanied by reversible chromism, which could be easily controlled by altering the moisture content in H-Mor. Moreover, novel insights into specific acid catalysis in zeolites densely populated with acid sites on the inner surface of micropores are described herein.

Journal of the American Chemical Society published new progress about 457-68-1. 457-68-1 belongs to catalysis-chemistry, auxiliary class Fluoride,Benzene, name is Bis(4-fluorophenyl)methane, and the molecular formula is C13H10F2, Product Details of C13H10F2.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Laufer, Stefan published the artcileTri- and tetra-substituted imidazoles as p38¦Á mitogen-activated protein kinase inhibitors, Application of (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(22), 6671-6675, database is CAplus and MEDLINE.

The synthesis of 2,4,5-tri-substituted and 1,2,4,5-tetra-substituted imidazoles, e.g. I, as potent p38¦Á mitogen-activated protein kinase inhibitors is described. The tri-substituted imidazole series was found to be more potent than the tetra-substituted imidazole series. Many of these compounds show low-nanomolar activities in the isolated p38¦Á MAP kinase inhibition assay. The structure-activity relationships between these two series are different and not comparable.

Bioorganic & Medicinal Chemistry Letters published new progress about 16909-09-4. 16909-09-4 belongs to catalysis-chemistry, auxiliary class Alkenyl,Carboxylic acid,Benzene,Ether, name is (E)-3-(2,4-Dimethoxyphenyl)acrylic acid, and the molecular formula is C11H12O4, Application of (E)-3-(2,4-Dimethoxyphenyl)acrylic acid.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Nishida, Masakazu published the artcileFormation of perfluorinated polyphenylenes by multiple pentafluorophenylation using C₆F₅Si(CH₃)₃, Synthetic Route of 1206-46-8, the publication is Journal of Fluorine Chemistry (2010), 131(12), 1314-1321, database is CAplus.

Pentafluorophenylation of perfluoroarenes with C₆F₅Si(CH₃)₃ was investigated by using NMR and MALDI-TOF-MS techniques. Successive multiple pentafluorophenylation easily occurred not only on the para-position but also on the ortho-positions to provide perfluorinated p-phenylene and m-phenylene compounds The perfluoroarenes having electron-withdrawing substituents provided oligo- to poly-(phenylene)s depending on the added amounts of C₆F₅Si(CH₃)₃, while the perfluoroarenes having electron-donor substituents gave H(C₆F₄)_nF polymers produced from C₆F₅H, which was the decomposed product of C₆F₅Si(CH₃)₃.

Journal of Fluorine Chemistry published new progress about 1206-46-8. 1206-46-8 belongs to catalysis-chemistry, auxiliary class Organic Silicones, name is Trimethyl(perfluorophenyl)silane, and the molecular formula is C9H9F5Si, Synthetic Route of 1206-46-8.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kaga, Atsushi published the artcileNucleophilic Amination of Methoxy Arenes Promoted by a Sodium Hydride/Iodide Composite, Safety of N1,N2-Dibenzylethane-1,2-diamine, the publication is Angewandte Chemie, International Edition (2017), 56(39), 11807-11811, database is CAplus and MEDLINE.

A method for the nucleophilic amination of methoxy arenes was established by using sodium hydride (NaH) in the presence of lithium iodide (LiI). This method offers an efficient route to benzannulated nitrogen heterocycles. Mechanistic studies showed that the reaction proceeds through an unusual concerted nucleophilic aromatic substitution.

Angewandte Chemie, International Edition published new progress about 140-28-3. 140-28-3 belongs to catalysis-chemistry, auxiliary class Benzenes, name is N1,N2-Dibenzylethane-1,2-diamine, and the molecular formula is C16H20N2, Safety of N1,N2-Dibenzylethane-1,2-diamine.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia