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Sigma-Aldrich

Hexadecylphosphonic acid

97%

Synonym(s):

n-Hexadecylphosphonic acid, HDPA

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About This Item

Empirical Formula (Hill Notation):
C16H35O3P
CAS Number:
4721-17-9
Molecular Weight:
306.42
MDL number:
MFCD00015836
UNSPSC Code:
12352300
PubChem Substance ID:
329765097
NACRES:
NA.23

Assay

97%

form

solid

mp

88-93 °C

storage temp.

2-8°C

SMILES string

CCCCCCCCCCCCCCCCP(O)(O)=O

InChI

1S/C16H35O3P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-20(17,18)19/h2-16H2,1H3,(H2,17,18,19)

InChI key

JDPSFRXPDJVJMV-UHFFFAOYSA-N

Related Categories

General description

Hexadecylphosphonic acid (HDPA) is an alkyl phosphonic acid that forms a self-assembled monolayer (SAM) for the surface modification of the metal oxide nanostructures.

Application

HDPA forms a resist on the metal substrate which may be used for microcontact printing. It may also find usage as a SAM for the development of a dielectric hybrid for surface controlled organic transistors.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Characterization of phosphonic acid binding to zinc oxide
Hotchkiss PJ, et al.
Journal of Materials Chemistry, 21(9), 3107-3112 (2011)
Fabrication of metal nanowires using microcontact printing
Geissler M, et al.
Langmuir, 19(15), 6301-6311 (2003)
Quantitative Determination and Comparison of the Surface Binding of Phosphonic Acid, Carboxylic Acid, and Catechol Ligands on TiO2 Nanoparticles
Zeininger L, et al.
Chemistry?A European Journal, 22(38), 13506-13512 (2016)
Dielectric surface-controlled low-voltage organic transistors via n-alkyl phosphonic acid self-assembled monolayers on high-k metal oxide
Acton BO, et al.
ACS Applied Materials & Interfaces, 2(2), 511-520 (2010)
Rickdeb Sen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 23(53), 13015-13022 (2017-07-14)
Rapid and quantitative click functionalization of surfaces remains an interesting challenge in surface chemistry. In this regard, inverse electron demand Diels-Alder (IEDDA) reactions represent a promising metal-free candidate. Herein, we reveal quantitative surface functionalization within 15 min. Furthermore, we report the
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