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754269

Sigma-Aldrich

11-Mercaptoundecylphosphonic acid

95%

Synonym(s):

1-Thio-11-undecanephosphonic acid

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About This Item

Empirical Formula (Hill Notation):
C11H25O3PS
CAS Number:
Molecular Weight:
268.35
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Assay

95%

form

solid

mp

80-90 °C

storage temp.

2-8°C

SMILES string

OP(O)(=O)CCCCCCCCCCCS

InChI

1S/C11H25O3PS/c12-15(13,14)10-8-6-4-2-1-3-5-7-9-11-16/h16H,1-11H2,(H2,12,13,14)

InChI key

VXLGFBKKMPMGST-UHFFFAOYSA-N

General description

11-Mercaptoundecylphosphonic acid (MUP) is an alkyl thiol that forms a self-assembled monolayer on a variety of surfaces. The thiol groups act as the anchor that facilitates the bonding of sulfur molecule to the surface atoms. The phosphoric and trifluoroacetate groups are useful molecules in the detection of monolayers.

Application

MUP can functionalize gold surface by forming a capped layer that can be used as a surface modified electrode material for the fabrication of sensors for biomedical and other industrial applications.
Phosphonic acid that can be used to form self-assembled monolayers onto metal oxide surfaces. Also contains a thiol group that can be used to do click-type chemistry with alkenes or can bind metals.

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

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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