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Sigma-Aldrich

12-Mercaptododecanoic acid

96%

Synonym(s):

MDA

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About This Item

Empirical Formula (Hill Notation):
C12H24O2S
CAS Number:
82001-53-4
Molecular Weight:
232.38
MDL number:
MFCD08705252
UNSPSC Code:
12352103
PubChem Substance ID:
24885255
NACRES:
NA.23

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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)
Electrochemical characterization of self assembled monolayers on flexible electrodes.
Scavetta E, et al.
Electrochimica Acta, 65, 159-164 (2012)
Synthesis and assembly of gold and iron oxide particles within an emulsion droplet; facile production of Core@ Shell particles.
Sachdev S, et al.
Colloids and Interface Science Communications, 16(6), 14-18 (2017)
Chapman, R. G.; et al.
Langmuir, 122, 8303-8303 (2000)
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