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Sigma-Aldrich

Octylphosphonic acid

97%

Synonym(s):

n-Octylphosphonic acid, OPA

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About This Item

Empirical Formula (Hill Notation):
C8H19O3P
CAS Number:
4724-48-5
Molecular Weight:
194.21
EC Number:
225-218-5
MDL number:
MFCD00015841
UNSPSC Code:
12352300
PubChem Substance ID:
329765066
NACRES:
NA.23

Assay

97%

form

solid

mp

93-98 °C

SMILES string

CCCCCCCCP(O)(O)=O

InChI

1S/C8H19O3P/c1-2-3-4-5-6-7-8-12(9,10)11/h2-8H2,1H3,(H2,9,10,11)

InChI key

NJGCRMAPOWGWMW-UHFFFAOYSA-N

General description

Octylphosphonic acid (OPA) forms a self-assembled monolayer (SAM), which serves as a protective anti-corrosive phosphonate layer on a variety of surfaces.

Application

OPA can be used as a surfactant that may be added to silver (Ag)/titanium oxide (TiO2) for uniform dispersion into the polymeric matrix. It may be coated on indium-tin oxide (ITO) substrates, which can be used for super-resolution microscopy. OPA based charge blocking layer may be used to prevent leakage of current in a hybrid dielectric film.

Signal Word

Danger

Hazard Statements

H302,H314,H373

Hazard Classifications

Acute Tox. 4 Oral - Skin Corr. 1B - STOT RE 2 Oral

Target Organs

Kidney,Bone

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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Surface modification of passive iron by alkyl-phosphonic acid layers
Paszternak A, et al.
Electrochimica Acta, 53(2), 337-345 (2007)
High-energy-density hybrid sol-gel dielectric film capacitors with a polymeric charge blocking layer
Kim Y, et al.
Journal of Material Chemistry A, 5(48), 25522-25528 (2017)
Characterization of functionalized glass and indium tin oxide surfaces as substrates for super-resolution microscopy
Nicovich PR, et al.
Journal of Physics D: Applied Physics, 52(3), 034003-034003 (2018)
Surface modification of titania powder P25 with phosphate and phosphonic acids-Effect on thermal stability and photocatalytic activity
Djafer L, et al.
Journal of Colloid and Interface Science, 393, 335-339 (2013)
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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