Extracurricular laboratory:new discovery of Tris(dimethylamino)phosphine

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1608-26-0, An article , which mentions 1608-26-0, molecular formula is P[N(CH3)2]3. The compound – Tris(dimethylamino)phosphine
played an important role in people’s production and life.

The Isolation from Diethyl Ether of Ionic <(Me2N)3PI>I and <(CH2=CHCH2)2PhPI>I, and the Crystallographically Characterised Molecular ‘Spoke’ Structure PhMe2PI2

Ten new compouds of stoichiometry R3PI2 have been prepared by the direct reaction of PR3 and I2 in diethyl ether solution.The compounds have been characterised by Raman and solid-state 31P- magic angle spinning (MAS) and solution NMR spectroscopy.Solid-state 31P- MAS NMR studies indicate that the predominant solid-state species is the molecular ‘spoke’ structure R3P-I-I; however, in some cases a minor peak was also assignable to the ionic species, I.Additionally, solid-state 31P- MAS NMR studies of (Me2N)3PI2 and (CH2=CHCH2)2PhPI2 indicate that, in contrast to all other compounds of stoichiometry R3PI2 prepared in diethyl ether, they are exclusively ionic, I.The crystal structure of PhMe2PI2 shows it to have the molecular ‘spoke’ geometry, PhMe2P-I-I, d(I-I) = 3.408 Angstroem, previously observed for Ph3PI2, in agreement with solid-state 31P- MAS NMR results.

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Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Final Thoughts on Chemistry for 1608-26-0

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1608-26-0. Let¡¯s face it, organic chemistry can seem difficult to learn. Especially from a beginner¡¯s point of view. Like 1608-26-0, Name is Tris(dimethylamino)phosphine
. In a document type is Article, introducing its new discovery.

One-pot formation of fluorescent gamma-lactams having an alpha-phosphorus ylide moiety through three-component alpha(delta?)- Michael reactions of phosphines with an enyne and N-tosyl aldimines

We demonstrate a straightforward synthesis of gamma-lactams possessing an alpha-phosphorus ylide moiety from assembly of phosphines, N-tosyl aldimines and an enyne through an initial alpha(delta?)-attack of phosphines to an enyne in up to 79% yield. The investigated multicomponent reaction tolerates a variety of triarylphosphines and electron-poor aldimines to give gamma-lactams in one pot. One of the lactams, with the tri(p-tol)phosphine and 4-cyanophenyl moiety, exhibits fluorescence emission at 447 nm with a quantum yield of 0.11. This journal is The Royal Society of Chemistry.

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Reference£º
Phosphine ligand,
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Analyzing the synthesis route of 1608-26-0

1608-26-0 N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine 15355, achiral-phosphine-ligands compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1608-26-0,N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine,as a common compound, the synthetic route is as follows.

General procedure: Phosphorus triamides 10a, 10b (5.2 mmol) in 5 cm3 of dryTHF were added in one portion to a mixture of 0.8 g azide1 (3.9 mmol) and 2 cm3 dil. EtOH (1:1) in 10 cm3 THF.The reaction mixture was stirred at r.t. for &6 h (TLC).The solvent was evaporated to dryness; the residue waswashed several times with light petroleum (40-60 C), andcrystallized from the proper solvent to give 13a and 13b,respectively.N00-(3-Cyano-4,5,6,7-tetrahydro-1-benzothien-2-yl)-N,N,N?,N?-tetramethylphosphoric triamide(13a, C13H21N4OPS)Pale yellow crystals; yield: 0.97 g (79.6 %); m.p.: 165 C(MeCN); IR (KBr): v = 3325 (NH), 2205 (CN), 1232 (P=O,bonded) cm-1; 1H NMR (500.7 MHz, CDCl3): d = 1.91,2.32 (2 m, 4 9 2H, 4 H2C-hexyl), 2.45 (d, 3JPH = 9.4 Hz,2 9 6H, (Me2N)2P), 11.21 (br, 1H, HN) ppm; 13C NMR(125.4 MHz, CDCl3): d = 150.6 (d, 2JPC = 28.3 Hz, C-NH), 136.1, 130.2 (C=C-hexyl), 113.7 (CN), 87.3 (C-CN),35.5 (d, 2JPC = 13.5 Hz, (Me2N)2P), 26.4, 26.2, 23.5, 21.8(CH2-hexyl) ppm; 31P NMR (200.7 MHz, CDCl3):d = 34.7 ppm; MS (EI, 70 eV): m/z (%) = 311 (45)[M?-1], 285 (34) [M?-27 (H ? CN)], 150 (100) [M?-162 (H ? CN ? C4H12N2OP)]., 1608-26-0

1608-26-0 N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine 15355, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; Abdou, Wafaa M.; Ganoub, Neven A.; Sabry, Eman; Monatshefte fur Chemie; vol. 147; 3; (2016); p. 619 – 626;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

New learning discoveries about 1608-26-0

The synthetic route of 1608-26-0 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1608-26-0,N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine,as a common compound, the synthetic route is as follows.

Trisdimethylaminophosphine 1 (1 mmol)was added to a solution of isatin imine 2a (1 mmol) in dry toluene (30mL), and the resulting mixture was stirring at room temperature for 4 h (TLC) in the presence of atmospheric moisture.[24] After evaporation of the volatile material under reduced pressure, the residue was subjected to silica-gel column chromatography to give the product 4a., 1608-26-0

The synthetic route of 1608-26-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Arsanious, Mona Hizkial Nasr; Maigali, Soher Said; Synthetic Communications; vol. 44; 2; (2014); p. 202 – 214;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Analyzing the synthesis route of 1608-26-0

1608-26-0 N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine 15355, achiral-phosphine-ligands compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1608-26-0,N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine,as a common compound, the synthetic route is as follows.

General procedure: Ligand 7 (263.3mg, 0.50mmol) [or 10 (249.3mg, 0.50mmol)] was dissolved in 10mL of anhydrous toluene and cooled to 0C. After the addition of P(NMe2)3 or P(NEt2)3 (0.65mmol), the resulting solution mixture was stirred at 0C for 10min. Next, the reaction mixture was gently warmed to 110C for 6h, and then filtered, concentrated, and purified by preparative TLC on silica gel plates to give the pure product 8a-b [or 11a-b]. Characterization data of new ligand 8a: Yield: 80%; mp: 46-48C. [alpha]D20=+352 (c 0.2, CHCl3). 1H NMR (400MHz, CDCl3) delta 8.12 (s, 2H), 7.92 (dd, J=18.9, 13.6Hz, 2H), 7.50 (t, J=8.5Hz, 4H), 7.44-7.21 (m, 12H), 4.90 (dd, J=27.3, 13.3Hz, 4H), 4.80-4.68 (m, 4H), 2.43-2.28 (m, 6H). 13C NMR (100MHz, CDCl3) delta 147.6, 147.5, 138.4, 138.3, 132.4, 132.0, 131.0, 130.6, 130.5, 130.3, 128.6, 128.5, 128.4, 128.3, 127.8, 127.7, 127.6, 127.5, 126.9, 126.8, 125.8, 125.7, 124.9, 124.7, 124.0, 123.9, 122.7, 73.1, 72.8, 68.12, 68.10, 67.7, 35.6, 35.4. 31P NMR (162MHz, CDCl3) delta 148.62. IR(KBr) nu 3056, 2968, 2963, 2857, 1450, 1350, 1108, 1018, 900, 742, 965cm-1. HRMS (ESI) m/z: Calcd for C38H34NO4P [M+H]+: 600.2304 found: 600.2306, 1608-26-0

1608-26-0 N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine 15355, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; Zhao, Wenxian; Wang, Tao; Zhao, Ruijuan; Xie, Huanping; Liu, Lantao; Tetrahedron Asymmetry; vol. 27; 4-5; (2016); p. 157 – 162;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Simple exploration of 1608-26-0

As the paragraph descriping shows that 1608-26-0 is playing an increasingly important role.

1608-26-0, N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Ligand 7 (263.3mg, 0.50mmol) [or 10 (249.3mg, 0.50mmol)] was dissolved in 10mL of anhydrous toluene and cooled to 0C. After the addition of P(NMe2)3 or P(NEt2)3 (0.65mmol), the resulting solution mixture was stirred at 0C for 10min. Next, the reaction mixture was gently warmed to 110C for 6h, and then filtered, concentrated, and purified by preparative TLC on silica gel plates to give the pure product 8a-b [or 11a-b]. Ligand 11a: Yield: 82%; mp: 91-92C. [alpha]D20=+415 (c 0.1, CHCl3). 1H NMR (400MHz, CDCl3) delta 7.79 (dd, J=18.7, 8.1Hz, 2H), 7.60 (dd, J=15.2, 7.6Hz, 4H), 7.48-7.27 (m, 12H), 7.19-7.10 (m, 2H), 5.42 (s, 2H), 5.34 (dd, J=31.4, 11.8Hz, 2H), 2.53 (d, J=9.3Hz, 6H). 13C NMR (100MHz, CDCl3) delta 160.2, 160.1, 148.0, 147.9, 147.7, 140.93, 140.92, 136.94, 136.90, 132.4, 132.1, 131.0, 130.6, 130.44, 130.42, 128.7, 128.6, 128.3, 128.2, 128.0, 127.9, 127.6, 127.5, 127.4, 127.0, 126.9, 125.8, 125.7, 124.9, 124.6, 124.0, 123.9, 122.2, 122.1, 106.7, 106.6, 101.5, 101.4, 72.9, 72.8, 70.1, 68.2, 68.1, 67.9, 39.0, 38.8, 15.0, 14.9. 31P NMR (162MHz, CDCl3) delta 149.30. IR(KBr) nu 3030, 2883, 1592, 1442, 1245, 973, 911, 742, 690cm-1. HRMS (ESI) m/z: Calcd for C36H30NO4P [M+H] +: 572.1985 found: 572.1987, 1608-26-0

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Reference£º
Article; Zhao, Wenxian; Wang, Tao; Zhao, Ruijuan; Xie, Huanping; Liu, Lantao; Tetrahedron Asymmetry; vol. 27; 4-5; (2016); p. 157 – 162;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Simple exploration of 1608-26-0

1608-26-0, As the paragraph descriping shows that 1608-26-0 is playing an increasingly important role.

1608-26-0, N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of phosphoresorcinarene 2a (0.06 mmol) in0.7 mL of dioxane was added hexamethyltriamidophosphite(0.590 mmol). The reaction mixture was heated for 60 h at 85-95C and then for 40 h at 110-115C. The precipitate was separated by fltration, washed with dioxane, and dried for 4 h at80C/1 mm Hg. White powder; yield 0.066 g (67%); m.p. >360C. 1H NMR (CDCl3, 25C): delta = 0.54 (s, 12H, C(CH3)2),0.75 (s, 12H, C(CH3)2), 2.15 (dd, 2JHH = 10.2 Hz, 3JPH =19.2 Hz, 4H, O-CH2e), 2.21 (s, 6H, C5CH3), 2.22 (s, 6H, C5CH3),2.50 (d, 3JPH = 9.2 Hz, 24H, NCH3), 2.62 (d, 3JPH = 8.4 Hz, 24H,NCH3), 3.24 (dd, 2JHH = 4.1 Hz, 3JPH = 2.3 Hz, 4H, O-CH2a),3.60 (dd, 2JHH = 11.9 Hz, 3JPH = 19.2 Hz, 4H, O-CH2e), 3.89(dd, 2JHH = 8.3 Hz, 3JPH = 2.7 Hz, 4H, O-CH2a), 5.14 (s, 2H,H3h), 6.16 (s, 2H, H3v), 6.33 (s, 4H, H1), 6.59 (d, 3JHH = 6.8 Hz,4H, H2-Naph), 6.74 (dd, 3JHH = 8.2 Hz, 3JHH = 7.3 Hz, 4H, H7-Naph), 6.89 (dd, 3JHH = 8.2 Hz, 3JHH = 6.8 Hz, 4H, H3-Naph),7.00 (dd, 3JHH = 8.2 Hz, 3JHH = 7.3 Hz, 4H, H6-Naph), 7.26 (d,3JHH = 8.2 Hz, 4H, H4-Naph), 7.35 (d, 3JHH = 8.2 Hz, 4H, H8-Naph), 7.38 (d, 3JHH = 8.2 Hz, 4H, H5-Naph). 13C NMR (CDCl3,25C): delta = 11.9 (C5CH3), 12.5 (C5CH3), 20.1 (C(CH3)2), 31.4(s, C(CH3)2), 31.5 (s, C(CH3)2), 36.8 (d, 2JPC = 3.7 Hz, NCH3),36.9 (d, 2JPC = 3.7 Hz, NCH3), 42.5 (C1), 77.5 (O-CH2), 122.6(C5), 123.7 (C5), 124.2 (C6,7,8-Naph), 124.9 (C3-Naph), 126.7(C4-Naph), 127.2 (C2-Naph), 128.2 (C5-Naph), 129.4 (C2), 130.4(C2), 131.5 (C3, C9-Naph), 131.7 (C3), 133.0 (C10-Naph), 137.5(C1-Naph), 147.2 (d, 2JPC = 9.6 Hz, C4OPO), 150.6 (d, 2JPC =7.7 Hz, C4OPN). 31P NMR (CDCl3, 25C): delta = 130.5 (4P),-14.0(4P). Anal. Calcd. for C108H136N8O20P8 (%): C 61.36, H 6.48, N5.38. Found (%): C 61.34, H 6.43, N 5.38.

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Reference£º
Article; Glushko, Valentina V.; Serkova, Olga S.; Smoyan, Gavaz N.; Vasyanina, Larisa K.; Maslennikova, Vera I.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 192; 9; (2017); p. 1054 – 1060;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Downstream synthetic route of 1608-26-0

The synthetic route of 1608-26-0 has been constantly updated, and we look forward to future research findings.

1608-26-0, N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 816 mg (5 mmol) of tris (dimethylamino) phosphine in 10 mL of dry tetrahydrofuran was stirred at room temperature,1.42 g (10 mmol) of methyl iodide was added to the solution,And the mixture was further stirred at room temperature for 6 hours.After completion of the reaction,The residue obtained by distilling off the solvent was vacuum-dried at 40 C. for 12 hours to obtain 1.54 g (100% yield) of methyltris (dimethylamino) phosphonium iodide as a white powder., 1608-26-0

The synthetic route of 1608-26-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; WAKO PURE CHEMICAL INDUSTRIES LIMITED; AOYAGI, NAOTO; ENDO, TAKESHI; (41 pag.)JP6210065; (2017); B2;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Brief introduction of 1608-26-0

1608-26-0, 1608-26-0 N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine 15355, achiral-phosphine-ligands compound, is more and more widely used in various fields.

1608-26-0, N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a stirred suspension of Ph3P (12.5 mmol, 3280 mg) in dry MeCN (25 mL) solid N-aryl-2-nitrosoaniline 5 (5 mmol) was added portionwise during 30 min under external cooling with coldwater, and the mixture was stirred at r.t. overnight. The precipitated solid was filtered off, the filtrate was concentrated under vacuum and the residue was chromatographed using hexane-EtOAc gradient elution (9:1 to 2:1). An analytically pure sample of the product was obtained by recrystallization from EtOAc-hexane.

1608-26-0, 1608-26-0 N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine 15355, achiral-phosphine-ligands compound, is more and more widely used in various fields.

Reference£º
Article; ?ukasik, Emilia; Wrobel, Zbigniew; Synthesis; vol. 48; 8; (2016); p. 1159 – 1166;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate

Downstream synthetic route of 1608-26-0

The synthetic route of 1608-26-0 has been constantly updated, and we look forward to future research findings.

1608-26-0, N,N,N’,N’,N”,N”-Hexamethylphosphinetriamine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: A mixture of the aminobenzamidine 1 (5.0 mmol) and tris (dimthylamino) phosphine (5.0 mmol) dissolved in anhydrous toluene (10 mL) were heated under reflux for 48 h. After evaporating the solvent in vacuum, the resulting solid product was recrystallized from CCl4 (2b, 2d) or alternatively the obtained oil (2a, 2c) was purified by column chromatography using silica gel (60-120 mesh) with ethyl acetate: petroleum ether (4 : 6) as eluant., 1608-26-0

The synthetic route of 1608-26-0 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hichri, Sarra; Abderrahim, Raoudha; Letters in Organic Chemistry; vol. 13; 4; (2016); p. 289 – 292;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate