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Sigma-Aldrich

1-Dodecanethiol

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
Beilstein:
969337
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
Pricing and availability is not currently available.

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

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General description

1-Dodecanethiol (DDT) is an alkyl thiol that forms a self-assembled monolayer (SAM) and can be used as an organic source of sulfur with balanced physio-chemical properties.[1]

Application

DDT can be used as a source of sulfur for the synthesis CdS quantum dots (QDs) and lead sulfide nanoparticles (PbS) which find potential applications in energy efficient lighting, solar cells and as ammonium gas sensing agents.[2][3][4] It may be used to form a self-assembled monolayer (SAM) on copper surface as a corrosion resistant coating. [5]Functionalization with DDT may form SAMs on geranium (Ge) to improve the surface characteristics for futuristic applications in microelectronics.[6]
This molecule is used for the production of hydrophobic SAMs. It can also be used in mixed SAMs to give a hydrophobic background and act as a spacer to move other functional groups or domains farther apart.[7]

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

262.4 °F - closed cup

Flash Point(C)

128 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Do Young Kim et al.
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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
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)
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)
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)

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

Questions

1–3 of 3 Questions  
  1. How do you coat copper foil with a single layer of 1-Dodecanethiol molecules on one surface only. Shielding the other surface with a tape does not work, because removing the tape can bend the foil and damage the coating.

    1 answer
    1. Following surface preparation and oxidation removal, a solution of 1-Dodecanethiol in a suitable solvent, such as toluene or ethanol, should be prepared at a concentration typically between 1 and 10 mM. To achieve selective coating on one surface, a physical mask (e.g., tape or a polymer film) can be used to cover the areas of the copper foil that are not to be coated before immersing it in the 1-Dodecanethiol solution. Alternatively, a drop casting method can be used, whereby a drop of the 1-Dodecanethiol solution would be applied directly onto the desired surface and it would be allowed to spread out evenly. This method requires careful control to avoid spreading to the other side. The copper foil should then be immersed in the solution for a specified time (typically several hours) to allow the 1-Dodecanethiol molecules to self-assemble onto the exposed surface. After the desired time, the copper foil should be removed and rinsed gently with the same solvent used for the solution to remove any unbound thiol molecules.

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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