Tetrakis(hydroxymethyl)phosphonium chloride

Base Information

• Chemical Name: Tetrakis(hydroxymethyl)phosphonium chloride
• CAS No.: 124-64-1
• Deprecated CAS: 2245-60-5,2250282-25-6,16980-25-9
• Molecular Formula: C4H12O4P^.Cl
• Molecular Weight: 190.564
• Hs Code.: HOSPHONIUM CHLORIDE PRODUCT IDENTIFICATION
• European Community (EC) Number: 204-707-7
• NSC Number: 30698
• UN Number: 2810
• UNII: 58WB2XCF8I
• DSSTox Substance ID: DTXSID5021330
• Wikipedia: Tetrakis(hydroxymethyl)phosphonium_chloride
• Wikidata: Q7706566
• ChEMBL ID: CHEMBL2131547
• Mol file: 124-64-1.mol

Synonyms:tetramethylolphosphonium acetate;tetramethylolphosphonium chloride;tetramethylolphosphonium hydroxide;tetramethylolphosphonium nitrate;tetramethylolphosphonium oxalate (2:1);tetramethylolphosphonium phosphate (3:1);tetramethylolphosphonium sulfate (2:1);THPC

Chemical Property of Tetrakis(hydroxymethyl)phosphonium chloride

Chemical Property:

• Appearance/Colour: Clear light pink or yellow-green solution
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 154 °C
• Refractive Index: n20/D 1.512
• Boiling Point: 115°C/760mmHg
• PKA: 6.05[at 20 ℃]
• Flash Point: > 96oC
• PSA: 94.51000
• Density: 1.341 g/mL at 25 °C
• LogP: -4.19280
• Water Solubility.: >=10 g/100 mL at 20 ºC
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 190.0161736
• Heavy Atom Count: 10
• Complexity: 55.5
• Transport DOT Label: Poison

Purity/Quality:

99% ^*data from raw suppliers

Tetrakis(hydroxymethyl)phosphonium Chloride (ca. 80% in Water) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 21-25-38-41-42/43-51/53
• Safety Statements: 22-26-36/37/39-45-60-61-23

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Phosphorus Compounds
• Canonical SMILES: C(O)[P+](CO)(CO)CO.[Cl-]
• Uses: Flame-retarding agent for cotton fabrics. May be used in combination with triethylolamine and urea (Roxel process) or with triethanolamine and tris(1-aziridinyl) phosphine oxide. Tetrakis(hydroxymethyl)phosphonium chloride solution (80% in H2O) has been used as a reducing agent and stabilizing ligand for the synthesis of gold nanoparticles (AuNPs) from gold(III) chloride trihydrate (HAuCl4.3H2O). It is a tetra-functional, amine-reactive, aqueous crosslinker that can be used for tuning the properties of protein-based hydrogels for 3D cell encapsulation applications.

Technology Process of Tetrakis(hydroxymethyl)phosphonium chloride

There total 6 articles about Tetrakis(hydroxymethyl)phosphonium chloride 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: 80.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) → tetrakis(hydroxymethyl)phosphonium chloride (124-64-1)

Guidance literature:

formaldehyd; With phosphorus; bis(tri-n-butyltin)oxide; 1,1'-azobis(1-cyanocyclohexanenitrile); In ethanol; at 20 ℃; for 16h;

With hydrogenchloride; In 1,4-dioxane; ethanol; at 20 ℃; for 4h; Reagent/catalyst; Catalytic behavior; Cooling with liquid nitrogen;

DOI:10.1038/s41557-021-00657-7

Reference yield: 75.0%

hydrogenchloride (7647-01-0,15364-23-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + phosphorus + tri-n-butyl-tin hydride (688-73-3) → tributyltin chloride (1461-22-9) + tetrakis(hydroxymethyl)phosphonium chloride (124-64-1)

Guidance literature:

phosphorus; tri-n-butyl-tin hydride; In toluene; at 20 ℃; for 16h; Schlenk technique; Irradiation;

formaldehyd; In ethanol; at 20 ℃; for 16h;

hydrogenchloride; In 1,4-dioxane; ethanol; at 20 ℃; for 2h; Cooling with liquid nitrogen;

DOI:10.1038/s41557-021-00657-7

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + phosphan (7803-51-2) → tetrakis(hydroxymethyl)phosphonium chloride (124-64-1)

Guidance literature:

With hydrogenchloride; In water; passing PH3 in aq. formaldehyde soln. containing HCl at ambient temp.;;

DOI:10.1021/ja01619a074

upstream raw materials:

formaldehyd

tris(hydroxymethyl)phosphine

phosphan

hydrogenchloride

Downstream raw materials:

tri(hydroxymethyl)phosphine oxide

tris(hydroxymethyl)phosphine

[hydroxymethyl(methyl)phosphanyl]methanol

C₂₈H₃₆N₃P*ClH

Refernces

• 1、 Reeves et al.. "". . p. 3923. Retrieved 1955.