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404861

Sigma-Aldrich

Tetrakis(hydroxymethyl)phosphonium chloride solution

Tetrakis(hydroxymethyl)phosphonium chloride solution
1 of 1 reviewers received a sample product or took part in a promotion

80% in H2O

Synonym(s):

THPC solution

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100 ML
$77.80
500 ML
$227.00

About This Item

Linear Formula:
(HOCH2)4PCl
CAS Number:
Molecular Weight:
190.56
Beilstein/REAXYS Number:
3631669
MDL number:
UNSPSC Code:
12352101
PubChem Substance ID:
NACRES:
NA.22

$77.80


In StockDetails


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form

liquid

concentration

80% in H2O

refractive index

n20/D 1.512

density

1.341 g/mL at 25 °C

SMILES string

[Cl-].OC[P+](CO)(CO)CO

InChI

1S/C4H12O4P.ClH/c5-1-9(2-6,3-7)4-8;/h5-8H,1-4H2;1H/q+1;/p-1

InChI key

AKXUUJCMWZFYMV-UHFFFAOYSA-M

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Application

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).[1][2] 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.[3]

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Met. Corr. 1 - Repr. 1B - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Facile preparation of water-soluble fluorescent gold nanoclusters for cellular imaging applications.
Shang L, et al.
Nanoscale, 3(5), 2009-2014 (2011)
Beyond gold: rediscovering tetrakis-(hydroxymethyl)-phosphonium chloride (THPC) as an effective agent for the synthesis of ultra-small noble metal nanoparticles and Pt-containing nanoalloys
Hueso J L, et al.
Royal Society of Chemistry Advances, 3(26), 10427-10433 (2013)
Christian Bayreder et al.
Medical physics, 33(7), 2506-2518 (2006-08-11)
Magnetic resonance (MR)-based polymer gel dosimetry using normoxic polymer gels, represents a new dosimetric method specially suited for high-resolution three-dimensional dosimetric problems. The aim of this study was to investigate the dose response with regard to stability, accuracy, reproducibility, and
Tobias Kiesslich et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 9(5), 734-743 (2010-04-02)
Photodynamic therapy (PDT) using Photofrin and, recently, Foscan has gained broad acceptance for palliative treatment of non-resectable cholangiocarcinoma (CC). No information, however, is available whether the phenotype of CC tumour cells has an effect on the efficiency of the treatment.
Cindy Chung et al.
Biomacromolecules, 13(12), 3912-3916 (2012-11-16)
Native tissues provide cells with complex, three-dimensional (3D) environments comprised of hydrated networks of extracellular matrix proteins and sugars. By mimicking the dimensionality of native tissue while deconstructing the effects of environmental parameters, protein-based hydrogels serve as attractive, in vitro

Questions

  1. Is this chemical cationic or anionic? Thank you

    1 answer
    1. For this compound, the Tetrakis(hydroxymethyl)phosphonium ion is the cation, and the chloride ion is the anion. Since the Tetrakis(hydroxymethyl)phosphonium ion is the more "interesting" part of this compound, one might see it referred to in the chemical literature as a cationic crosslinker or a cationic ligand.

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Reviews

1 of 1 reviewers received a sample product or took part in a promotion

Active Filters

  1. Milwaukee Wisconsin
    • Review 1
    • Votes 0
    5 out of 5 stars.

    Great reagent for synthesis

    This product is very versatile for making so many derivatives. It is one of my favorite phosphines. Affordable and intriguing, like a fine wine.

    Helpful?

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