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674435

Sigma-Aldrich

16-Mercaptohexadecanoic acid

98%

Synonyme(s) :

MHDA

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About This Item

Formule linéaire :
HS(CH2)15CO2H
Numéro CAS:
69839-68-5
Poids moléculaire :
288.49
Numéro MDL:
MFCD00674018
Code UNSPSC :
12352103
ID de substance PubChem :
329760594
Nomenclature NACRES :
NA.23

Pureté

98%

Forme

solid

Pf

65-69 °C

Température de stockage

2-8°C

Chaîne SMILES 

OC(=O)CCCCCCCCCCCCCCCS

InChI

1S/C16H32O2S/c17-16(18)14-12-10-8-6-4-2-1-3-5-7-9-11-13-15-19/h19H,1-15H2,(H,17,18)

Clé InChI

INOAASCWQMFJQA-UHFFFAOYSA-N

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Description générale

16-Mercaptohexadecanoic acid (MHA) is an alkanethiol with long chained −CH2 groups, which form a self-assembled monolayer (SAM) on a wide range of substrates.

Application

Formation of interchain carboxylic anhydrides on self-assembled monolayers with Fluoro N,N,N′,N′-tetramethylforamidinium hexafluorophosphate. This compound is used in self-assembly to produce hydrophilic SAMs. The resulting monolayers which are terminated with carboxylic acids can be further functionalized with various amines and alcohols to introduce more complex end groups or multiple layers.
MHA forms a SAM on gold surfaces by pen lithography (PPL). It finds potential application in bio-engineering. It can also be used to functionalize gold-dypiramids, which can fabricate nano-resonators for shell-isolated nanoparticle enhanced Raman-spectroscopy (SHINERS).

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Young Shik Chi et al.
Langmuir : the ACS journal of surfaces and colloids, 22(16), 6956-6960 (2006-07-26)
In this paper, we report the reactivity of fluoro-N,N,N',N'-tetramethylformamidinium hexafluorophosphate (TFFH), a reagent for transformation of carboxylic acids into acid fluorides in solution, toward self-assembled monolayers (SAMs) of 16-mercaptohexadecanoic acid on gold. Contrary to the solution-based reactions, we found that
Guusje Delen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 24(1), 187-195 (2017-11-23)
Control over assembly, orientation, and defect-free growth of metal-organic framework (MOF) films is crucial for their future applications. A layer-by-layer approach is considered a suitable method to synthesize highly oriented films of numerous MOF topologies, but the initial stages of
Dipyramidal- Au@ SiO2 nanostructures: new efficient electromagnetic nanoresonators for Raman spectroscopy analysis of surfaces.
Kolataj K, et al.
Applied Surface Science (2018)
Chuanzhen Zhou et al.
Langmuir : the ACS journal of surfaces and colloids, 26(11), 8441-8449 (2010-04-21)
Ultrathin complex multilayer structures have many potential applications in molecular and organic electronics, sensing, biotechnology and other areas. Reported here is a method by which to construct multifunctional, multilayer, patterned structures, using alkanethiolate SAMs adsorbed on Au, UV photopatterning, and
Modification of surfaces of silver nanoparticles for controlled deposition of silicon, manganese, and titanium dioxides.
Abdulrahman HB, et al.
Applied Surface Science, 427, 334-339 (2018)
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