Tris(hydroxypropyl)phosphine

Base Information

• Chemical Name: Tris(hydroxypropyl)phosphine
• CAS No.: 4706-17-6
• Molecular Formula: C9H21O3P
• Molecular Weight: 208.238
• European Community (EC) Number: 803-871-2
• DSSTox Substance ID: DTXSID40451537
• Nikkaji Number: J261.938E
• Wikidata: Q82271607
• Mol file: 4706-17-6.mol

Synonyms:tris(3-hydroxypropyl)phosphine

Chemical Property of Tris(hydroxypropyl)phosphine

Chemical Property:

• Boiling Point: 196-198 °C(Press: 1 Torr)
• PKA: 14.59±0.10(Predicted)
• Flash Point: >110℃
• PSA: 74.28000
• Density: 1.136 g/mL at 25 °C
• LogP: 0.61550
• Storage Temp.: +2C to +8C
• Sensitive.: air sensitive
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 208.12283153
• Heavy Atom Count: 13
• Complexity: 81.8

Purity/Quality:

99% ^*data from raw suppliers

Tris(3-hydroxypropyl)phosphine, min. 80% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 10-34
• Safety Statements: 26-36/37/39-36-27

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)CP(CCCO)CCCO
• Uses: Tris(hydroxypropyl)phosphine can be used as a:Reducing agent for the cleavage of disulfide bonds in both aqueous and buffered aqueous-organic medium.Ligand in the synthesis of dendritic macromolecules which are used as catalysts in heterogenizing homogeneous reactions.Reducing agent for the synthesis of disulfide cyclopeptides via one-pot peptide ligation-oxidative cyclization.

Technology Process of Tris(hydroxypropyl)phosphine

There total 4 articles about Tris(hydroxypropyl)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:

trimethyl 3,3',3''-phosphinetriyltripropanoate (29269-17-8) → tris(3-hydroxypropyl)phosphine (4706-17-6)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 4h;

Reference yield:

allyl alcohol (107-18-6) → tris(3-hydroxypropyl)phosphine (4706-17-6)

Guidance literature:

With phosphan; Irradiation_.UV-Bestrahlung;

DOI:10.1021/ja01133a018

Reference yield:

acetic acid 3-[bis-(3-acetoxy-propyl)-phosphanyl]-propyl ester → tris(3-hydroxypropyl)phosphine (4706-17-6) + tris(3-hydroxypropyl)phosphane oxide (51805-42-6)

Guidance literature:

Yield given; Yields of byproduct given; hydrolysis;

DOI:10.1016/S0022-328X(98)00874-2

upstream raw materials:

allyl alcohol

trimethyl 3,3',3''-phosphinetriyltripropanoate

Downstream raw materials:

C₂₁H₃₅⁽²⁾HO₆P⁽¹⁺⁾*C⁽²⁾H₃O^(1-)

C₁₉H₃₁O₅P

C₂₀H₃₃O₈P

C₁₈H₂₉O₇P

Refernces

• 1、 Driessen-Hoelscher, Birgit,Heinen, Joerg. "Selective two-phase-hydrogenation of sorbic acid with novel water soluble ruthenium complexes". . p. 141 - 146. Retrieved 2007/10/03.