2-Methyl-N-(tri(pyrrolidin-1-yl)phosphoranylidene)propan-2-amine

Base Information

• Chemical Name: 2-Methyl-N-(tri(pyrrolidin-1-yl)phosphoranylidene)propan-2-amine
• CAS No.: 161118-67-8
• Molecular Formula: C16H33 N4 P
• Molecular Weight: 312.439
• Hs Code.: 2933990090
• European Community (EC) Number: 629-523-8
• DSSTox Substance ID: DTXSID60397408
• Nikkaji Number: J2.828.626K,J859.681F
• Wikidata: Q72503422
• Mol file: 161118-67-8.mol

Synonyms:boron tetraphenylporphyrin;BTPP

Chemical Property of 2-Methyl-N-(tri(pyrrolidin-1-yl)phosphoranylidene)propan-2-amine

Chemical Property:

• Vapor Pressure: 7.92E-07mmHg at 25°C
• Melting Point: ?24℃(lit.)
• Refractive Index: n20/D 1.509
• Boiling Point: 406.8 °C at 760 mmHg
• Flash Point: 199.8 °C
• PSA: 31.89000
• Density: 1.022g/cm³
• LogP: 3.83220
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 312.24428407
• Heavy Atom Count: 21
• Complexity: 349

Purity/Quality:

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

Phosphazene base P1-t-Bu-tris(tetramethylene) ≥97.0% (NT) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)N=P(N1CCCC1)(N2CCCC2)N3CCCC3
• Uses: Phosphazene Bases: a Family of Extremely Strong, Non-Ionic, Non-Charged Nitrogen–Bases

Technology Process of 2-Methyl-N-(tri(pyrrolidin-1-yl)phosphoranylidene)propan-2-amine

There total 4 articles about 2-Methyl-N-(tri(pyrrolidin-1-yl)phosphoranylidene)propan-2-amine 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: 96.0%

pyrrolidine (123-75-1) + (tert-butylimino)phosphorus trichloride (18854-80-3) → tert-butylimino-tri(pyrrolidino)phosphorane (161118-67-8)

Guidance literature:

With potassium hydroxide; 1.) -40 deg C to 80 deg C; reflux, 2 h;

Reference yield: 84.0%

tris(1-pyrrolidinyl)(tert-butyl)phosphazide → tert-butylimino-tri(pyrrolidino)phosphorane (161118-67-8)

Guidance literature:

at 145 ℃; for 36h; Inert atmosphere;

DOI:10.1002/ejoc.201201400

Reference yield: 64.0%

tris-(1-pyrrolidino)phosphine (5666-12-6) + t-butyl azide (13686-33-4) → tert-butylimino-tri(pyrrolidino)phosphorane (161118-67-8)

Guidance literature:

tris-(1-pyrrolidino)phosphine; t-butyl azide; at 5 - 85 ℃; Inert atmosphere;

With barium(II) oxide; at 140 ℃; for 40h; Inert atmosphere;

DOI:10.1016/j.tet.2011.05.095

upstream raw materials:

pyrrolidine

(tert-butylimino)phosphorus trichloride

tris-(1-pyrrolidino)phosphine

t-butyl azide

Downstream raw materials:

tris(pyrrolidino)phosphine oxide

Tert-butyl isocyanate

Refernces

• 1、 Boltukhina, Ekaterina V.,Sheshenev, Andrey E.,Lyapkalo, Ilya M.. "Convenient synthesis of non-conjugated alkynyl ketones from keto aldehydes by a chemoselective one-pot nonaflation - Base catalyzed elimination sequence". experimental part. p. 5382 - 5388. Retrieved 2011/08/06.