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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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About This Item

Linear Formula:
(HOCH2)4PCl
CAS Number:
124-64-1
Molecular Weight:
190.56
Beilstein:
3631669
MDL number:
MFCD00031687
UNSPSC Code:
12352101
PubChem Substance ID:
24865276
NACRES:
NA.22
Pricing and availability is not currently available.

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]

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF4211V
WXBF3233V
WXBF4791V
WXBD6276V
WXBD4945V

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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
D J Ball et al.
Journal of photochemistry and photobiology. B, Biology, 45(1), 28-35 (1998-11-20)
Three substituted zinc (II) phthalocyanines (one anionic, one cationic and one hydrophobic) have been compared to two clinically used photosensitisers, 5,10,15,20-tetra (m-hydroxyphenyl) chlorin (mTHPC) and polyhaematoporphyrin (PHP), as potential agents for photodynamic therapy (PDT). Oxygen-consumption experiments, performed to follow the
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.
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Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. 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

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  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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