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675067

Sigma-Aldrich

12-Mercaptododecanoic acid

96%

Synonym(s):

MDA

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About This Item

Empirical Formula (Hill Notation):
C12H24O2S
CAS Number:
Molecular Weight:
232.38
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

96%

form

solid

mp

45-50 °C

storage temp.

2-8°C

SMILES string

OC(=O)CCCCCCCCCCCS

InChI

1S/C12H24O2S/c13-12(14)10-8-6-4-2-1-3-5-7-9-11-15/h15H,1-11H2,(H,13,14)

InChI key

SDAWVOFJSUUKMR-UHFFFAOYSA-N

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General description

12-Mercaptododecanoic acid (MDA) is a carboxylic acid terminated thiol that forms self-assembled monolayers (SAMs) on a variety of surfaces. It provides a blocking effect and immobilizes the surface atoms.

Application

MDA can functionalize gold nanoparticles which can form screen printed electrodes for electrochemical detection. It can also form ligands with cadmium selenium (CdSe) quantum dots (ODs) which can be deposited on titanium oxide(TiO2) based films.
This compound is used to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized to introduce more complex end groups. Used in a study of the effect of molecular structure on the precision of copper-bound α,ω-mercaptoalkanoic acid "molecular ruler" stacks.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

>230.0 °F

flash_point_c

> 110 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Chen C, et al.
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Langmuir, 23, 638-638 (2000)
Chapman, R. G.; et al.
Langmuir, 122, 8303-8303 (2000)
Aminoalkanoic Acids as Alternatives to Mercaptoalkanoic Acids for the Linker-Assisted Attachment of Quantum Dots to TiO2.
Rivera-Gonza?lez N, et al.
Langmuir, 32(36), 9206-9215 (2016)
Iron oxide/gold core/shell nanomagnetic probes and CdS biolabels for amplified electrochemical immunosensing of Salmonella typhimurium.
Freitas M, et al.
Biosensors And Bioelectronics, 51(6), 195-200 (2014)

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