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Merck

471364

1-Dodecanethiol

≥98%

Synonyme(s) :

n-Dodecyl mercaptan, Dodecyl mercaptan, Lauryl mercaptan, Mercaptan C12, NDM

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A propos de cet article

Formule linéaire :
CH3(CH2)11SH
Numéro CAS:
Poids moléculaire :
202.40
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
203-984-1
Beilstein/REAXYS Number:
969337
MDL number:
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assay

≥98%

InChI key

WNAHIZMDSQCWRP-UHFFFAOYSA-N

InChI

1S/C12H26S/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3

SMILES string

CCCCCCCCCCCCS

vapor density

7 (vs air)

Quality Level

bp

266-283 °C (lit.)

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General description

1-Dodecanethiol (DDT) is a premier alkanethiol for depositing highly ordered, hydrophobic Self-Assembled Monolayers (SAMs) on gold and noble metals. This ≥98% purity grade ensures crystalline-like molecular packing with minimal surface defects, critical for single-molecule electronics. As the gold standard for nanoparticle stabilization, its C12 chain offers the optimal balance between dense van der Waals packing and liquid-phase solubility, providing superior ease of handling compared to longer-chain analogs.

Application

As a versatile molecular bridge, DDT is essential for engineering intelligent interfaces and stimuli-responsive systems that enable precise interactions at the intersection of nanotechnology, biology, and electronics.


Nanoparticle Capping: Provides a robust hydrophobic shell for Gold, CdS, and PbS nanocrystals, preventing aggregation and enabling solvent-phase processing.


Steric Spacing: Acts as a critical "diluent" in mixed SAMs to precisely tune the lateral density of bulky bioreceptors (DNA/proteins), optimizing binding kinetics in biosensors.


Molecular Electronics: Serves as a foundational dielectric spacer in molecular junctions to study electron tunneling across individual organic molecules.


Quantum Dot Synthesis: Functions as a stable sulfur source for the solvothermal growth of magic-sized nanocrystals used in bio-imaging and optoelectronics.


Interface Protection: Forms a non-conductive, anti-corrosive barrier on copper and germanium surfaces for futuristic microelectronics and medical implants.

signalword

Danger

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - Skin Corr. 1C - Skin Sens. 1A

Classe de stockage

8A - Combustible corrosive hazardous materials

wgk

WGK 3

flash_point_f

262.4 °F - closed cup

flash_point_c

128 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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Consulter la Bibliothèque de documents

Synthesis, characterization and application of lead sulfide nanostructures as ammonia gas sensing agent.
Hassan K, et al.
International Journal of Electrochemical Science, 8(10), 11661-11679 (2013)
Synthesis and characterization of PbS nanoparticles in an ionic liquid using single and dual source precursors.
Tshemese Z, et al.
Materials Science and Engineering, B, 227(7), 116-121 (2018)
Functions of 1-Dodecanethiol in the Synthesis and Post-treatment of Copper Sulfide Nanoparticles Relevant to Their Photocatalytic Applications.
Lihui C and Guohua L
ACS Applied Nano Materials, 1(9), 4587?4593-4587?4593 (2018)
Marta Gambucci et al.
Soft matter, 15(32), 6571-6580 (2019-08-01)
The comprehension and control of the interactions between nanoparticles and proteins at a molecular level are crucial to improve biomedical applications of nanomaterials and to develop nanosystems able to influence and regulate the conformational changes in proteins. In this work
Pham Hong Phong et al.
Langmuir : the ACS journal of surfaces and colloids, 21(23), 10581-10586 (2005-11-03)
Ternary self-assembled monolayers (SAM) composed of 2-aminoethanethiol (AET), 2-mercaptoethanesulfonic acid (MES), and 1-dodecanethiol (DDeT) form two types of domains as if it were a two-component SAM: DDeT-rich hydrophobic domains and electrostatically stabilized hydrophilic domains composed of MES and AET on

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