Tri(pyrrolidin-1-yl)phosphine oxide

Base Information

• Chemical Name: Tri(pyrrolidin-1-yl)phosphine oxide
• CAS No.: 6415-07-2
• Molecular Formula: C12H24N3OP
• Molecular Weight: 257.316
• Hs Code.: 29339900
• European Community (EC) Number: 229-118-2
• NSC Number: 221656,221655
• UNII: ALB2R4N5A5
• DSSTox Substance ID: DTXSID50214357
• Nikkaji Number: J207.026J
• Wikidata: Q72515390
• Mol file: 6415-07-2.mol

Synonyms:6415-07-2;Tri(pyrrolidin-1-yl)phosphine oxide;Tris(pyrrolidinophosphine) oxide;Tris(N,N-tetramethylene)phosphoric acid triamide;1-dipyrrolidin-1-ylphosphorylpyrrolidine;Tripyrrolidinophosphine oxide;1,1',1''-Phosphinylidynetrispyrrolidine;66805-06-9;Pyrrolidine, 1,1',1''-phosphinylidynetris-;1,1',1''-phosphoryltripyrrolidine;C12H24N3OP;Tri(pyrrolidin-1-yl)phosphineoxide;Tripyrrolidinylphosphinoxid;Tripyrrolizinophosphine oxide;ALB2R4N5A5;SCHEMBL535105;DTXSID50214357;EINECS 229-118-2;MFCD00014095;NSC221655;NSC221656;AKOS015915221;Tris-tetramethylene phosphoric triamide;CS-W010169;NSC-221655;NSC-221656;AS-19135;1,1',1''-Phosphinylidynetris[pyrrolidine];Tris(N,N-tetramethylene)phosphoric Triamide;FT-0636142;T2952;Tris(N,N-tetramethylene)phosphoricacidtriamide;1-[Di(1-pyrrolidinyl)phosphoryl]pyrrolidine #;A25378;C93499;J-525137;Tris(N,N-tetramethylene)phosphoric acid triamide, >=98.0% (GC)

Chemical Property of Tri(pyrrolidin-1-yl)phosphine oxide

Chemical Property:

• Vapor Pressure: 2.76E-06mmHg at 25°C
• Refractive Index: n20/D 1.514
• Boiling Point: 389.9 °C at 760 mmHg
• PKA: 6.89±0.20(Predicted)
• Flash Point: 189.6 °C
• PSA: 36.60000
• Density: 1.19 g/cm³
• LogP: 2.19560
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 257.16569940
• Heavy Atom Count: 17
• Complexity: 257

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tris(N,N-tetramethylene)phosphoric acid triamide ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(C1)P(=O)(N2CCCC2)N3CCCC3
• Uses: Tris(N,N-tetramethylene)phosphoric Acid Triamide is a competitive inhibitor of horse serum butyrylcholinesterase.

Technology Process of Tri(pyrrolidin-1-yl)phosphine oxide

There total 7 articles about Tri(pyrrolidin-1-yl)phosphine oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 76.0%

pyrrolidine (123-75-1) → tris(pyrrolidino)phosphine oxide (6415-07-2)

Guidance literature:

With trichlorophosphate; In diethyl ether; at 0 - 24 ℃;

DOI:10.1002/anie.202105733

Reference yield: 48.2%

3-(triisopropylsilyl)prop-2-yn-1-amine (918871-51-9) + benzene-1,3,5-tricarboxylic acid (554-95-0) + bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate (132705-51-2) → 5-{[3-(triisopropylsilyl)prop-2-yn-1-yl]carbamoyl}isophthalic acid + C33H52N2O4Si2 + tris(pyrrolidino)phosphine oxide (6415-07-2)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

DOI:10.1002/ejoc.201500255

Reference yield:

5-bromo-2-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-nicotinic acid (875639-86-4) + benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate (128625-52-5) + dimethyl amine (124-40-3) → 5-bromo-2-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-N,N-dimethyl-nicotinamide (875639-87-5) + tris(pyrrolidino)phosphine oxide (6415-07-2)

Guidance literature:

In tetrahydrofuran; dichloromethane; at 20 ℃; for 18h;

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate

5-bromo-2-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-nicotinic acid

dimethyl amine

Downstream raw materials:

bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate

benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate

{UCl₃(tris(pyrrolidinyl)phosphine oxide)3}{Ph₄B}

Refernces

• 1、 Baars, Julian,Grimm, Isabelle,Blunk, Dirk,Neud?rfl, J?rg-Martin,Schmalz, Hans-Günther. "Enantioselective Total Synthesis and Structural Revision of Dysiherbol A". supporting information. p. 14915 - 14920. Retrieved 2021/06/09.
• 2、 Courtemanche, Marc-André,Légaré, Marc-André,Rochette, étienne,Fontaine, Frédéric-Georges. "Phosphazenes: Efficient organocatalysts for the catalytic hydrosilylation of carbon dioxide". supporting information. p. 6858 - 6861. Retrieved 2015/04/14.