Skip to Content
Merck
All Photos(3)

Documents

745855

Sigma-Aldrich

12-Mercaptododecylphosphonic acid

95%

Synonym(s):

P-(12-Mercaptododecyl)phosphonic acid

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C12H27O3PS
CAS Number:
Molecular Weight:
282.38
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

95%

form

powder

mp

92-96 °C

storage temp.

2-8°C

SMILES string

OP(O)(CCCCCCCCCCCCS)=O

InChI

1S/C12H27O3PS/c13-16(14,15)11-9-7-5-3-1-2-4-6-8-10-12-17/h17H,1-12H2,(H2,13,14,15)

InChI key

PVIUMTORLYKRJT-UHFFFAOYSA-N

General description

12-Mercaptododecylphosphonic acid (MDPA) is an organophosphonic acid that forms a self-assembled monolayer (SAM). The phosphonic groups tend to react with the metal surfaces that allow the formation of metal-oxygen-phosphonate (M-O-P) bonds that facilitate the surface with mechanical and chemical stability.

Application

MDPA based SAM can be coated on TiO2 for potential applications in the extraction of heavy metals. It can also be used in surface modification of a graphene oxide (GO) based active material for the fabrication of a organic field effect transistor (OFET).
Organophosphonic acid self-assembled monolayers (SAMs) for nanoelectronics; solid-state lighting; energy generation and nanocomposites. A mercaptoalkylphosphonate monolayer used to bind gold nanoparticles.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Phosphonate monolayers functionalized by silver thiolate species as antibacterial nanocoatings on titanium and stainless steel
Amalric J, et al.
Journal of Materials Chemistry, 19(1), 141-149 (2009)
Driving forces for the self-assembly of graphene oxide on organic monolayers
Kirschner J, et al.
Nanoscale, 6(19), 11344-11350 (2014)
Peter J O'Brien et al.
Nature materials, 12(2), 118-122 (2012-11-20)
Manipulating interfacial thermal transport is important for many technologies including nanoelectronics, solid-state lighting, energy generation and nanocomposites. Here, we demonstrate the use of a strongly bonding organic nanomolecular monolayer (NML) at model metal/dielectric interfaces to obtain up to a fourfold
Self-Assembled Monolayers of 12-Mercaptododecylphosphonic Acid on Titania Particles; Application to the Extraction of Heavy Metals
Antherieu S, et al.
MRS Online Proceedings Library, 847(1), 141-149 (2004)
Hugo M Doeleman et al.
ACS nano, 14(9), 12027-12036 (2020-09-02)
Localizing light to nanoscale volumes through nanoscale resonators that are low loss and precisely tailored in spectrum to properties of matter is crucial for classical and quantum light sources, cavity QED, molecular spectroscopy, and many other applications. To date, two

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service