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Merck

471364

1-Dodecanethiol

≥98%

Synonym(s):

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

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About This Item

Linear Formula:
CH3(CH2)11SH
CAS Number:
Molecular Weight:
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

Storage Class

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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Inhibition Effect of 3D Nanostructures on the Corrosion Resistance of 1-Dodecanethiol Self-Assembled Monolayers on Copper in Nacl Solution.
Shuai Hm et al.
Materials, 8(10), 11661-11679 (2018)
Chemical synthesis and optical characterization of regular and magic-sized CdS quantum dot nanocrystals using 1-dodecanethiol.
Dickson R and Hu M
Journal of Materials Research, 30(7), 890-895 (2015)
Do Young Kim et al.
Polymers, 12(9) (2020-09-10)
The extreme elasticity and reversible deformability of rubber, which is one of the most versatile polymers in modern society, is dependent on several factors, including the processing conditions, curing system, and types of additives used. Since the rubber's mechanical properties
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)

Articles

Self-assembled monolayers (SAMs) have diverse applications; article compares benefits of alkylthiolates on gold SAM systems.

Solvothermal synthesis of nanoparticles: applications from nanocircuits and nano-optical circuits to nanomagnetics and biotech.

Single molecule electronics is the endeavour of constructing electronic circuitry with single molecules as the fundamental building block.

To keep pace with Moore′s Law, there is a continuing need in the semiconductor industry to achieve higher circuit density in microelectronic devices.

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