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Merck
CN

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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vapor density

7 (vs air)

Quality Level

assay

≥98%

refractive index

n20/D 1.459 (lit.)

bp

266-283 °C (lit.)

density

0.845 g/mL at 25 °C (lit.)

SMILES string

CCCCCCCCCCCCS

InChI

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

InChI key

WNAHIZMDSQCWRP-UHFFFAOYSA-N

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.


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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

Regulatory Information

危险化学品

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Articles

纳米颗粒的溶剂热合成:从纳米电路、纳米光学电路到纳米磁学和生物技术应用。

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.

View All Articles

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)
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)
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



Global Trade Item Number

SKUGTIN
471364-18L04061832359953
471364-2L04061832359960
471364-100ML04061832359946
471364-500ML04061837486593