Tris(1-pyrrolidinyl)phosphine

Base Information

• Chemical Name: Tris(1-pyrrolidinyl)phosphine
• CAS No.: 5666-12-6
• Molecular Formula: C12H24 N3 P
• Molecular Weight: 241.316
• European Community (EC) Number: 878-901-0
• Nikkaji Number: J1.013.306H
• Mol file: 5666-12-6.mol

Synonyms:Tris(1-pyrrolidinyl)phosphine;5666-12-6;Tri(pyrrolidin-1-yl)phosphine;tris(pyrrolidino)phosphine;Tripyrrolidin-1-ylphosphane;Tri(pyrrolidin-1-yl)phosphane;Pyrrolidine, 1,1',1''-phosphinidynetris-;MFCD01863555;Tripyrrolidinophosphine;TRIS(1-PYRROLIDINYL)PHOSPHINE 97;Tripyrrolizinophosphine;starbld0015721;Pyrrolidine,1,1',1''-phosphinidynetris-;tripyrrolidin-1-yl-phosphane;Tri(1-pyrrolidinyl)phosphine;Tris(N-pyrrolidinyl)phosphine;SCHEMBL1500455;SCHEMBL3637392;C12H24N3P;Tris(1-pyrrolidinyl)phosphine, 97%;AKOS025296149;6415-02-7;SY263741;TRIS(1-PYRROLIDINYL)PHOSPHINE 97;1-[di(1-pyrrolidinyl)phosphino]pyrrolidine;CS-0097343;F10273;J-524158

Chemical Property of Tris(1-pyrrolidinyl)phosphine

Chemical Property:

• Refractive Index: n20/D 1.53(lit.)
• Boiling Point: 104 °C0.1 mm Hg(lit.)
• PKA: 9.74±0.20(Predicted)
• Flash Point: >230 °F
• PSA: 23.31000
• Density: 1.049 g/mL at 25 °C(lit.)
• LogP: 2.31440
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 241.17078478
• Heavy Atom Count: 16
• Complexity: 180

Purity/Quality:

98% ^*data from raw suppliers

Tris(1-pyrrolidinyl)phosphine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1343311
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCN(C1)P(N2CCCC2)N3CCCC3
• Uses: Monodentate P-donor ligand.Used as a phosphitylation reagent for oligonucleotide synthesis.

Technology Process of Tris(1-pyrrolidinyl)phosphine

There total 4 articles about Tris(1-pyrrolidinyl)phosphine 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: 88.0%

pyrrolidine (123-75-1) → tris-(1-pyrrolidino)phosphine (5666-12-6)

Guidance literature:

With phosphorus trichloride; In acetonitrile;

DOI:10.1021/ja027983f

Reference yield: 88.0%

pyrrolidine (123-75-1) + hexaethylphosphoric triamide (2283-11-6) → tris-(1-pyrrolidino)phosphine (5666-12-6)

Guidance literature:

at 70 ℃; for 10h; Product distribution; var. cyclic secondary amines;

DOI:10.1016/S0040-4039(00)82246-7

Reference yield:

N-trimethylsilylpyrrolidine (15097-49-1) → tris-(1-pyrrolidino)phosphine (5666-12-6)

Guidance literature:

With phosphorus trichloride; In diethyl ether; at -10 ℃; for 2.5h;

DOI:10.1021/jo960274y

upstream raw materials:

pyrrolidine

hexaethylphosphoric triamide

N-trimethylsilylpyrrolidine

Downstream raw materials:

C₄₃H₅₂N₇O₇P

C₁₈H₂₉N₃PSe⁽¹⁺⁾*I^(1-)

tert-butylimino-tri(pyrrolidino)phosphorane

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.
• 2、 Wiesler,Caruthers. "Synthesis of phosphorodithioate DNA via sulfur-linked, base-labile protecting groups". . p. 4272 - 4281. Retrieved 2007/10/03.