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112-55-0

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112-55-0 Usage

Description

1-Dodecanethiol, also known as dodecyl mercaptan, is an oily colorless liquid organic compound with a mild skunk odor. It has a freezing point of 19°F and is soluble in various organic solvents such as methanol, ether, acetone, benzene, and ethyl acetate, but insoluble in water.

Uses

Used in Polymer Industry:
1-Dodecanethiol is used as a polymerization inhibitor for polyurethane resins and neoprene adhesives, which are commonly utilized in the footwear industry. This application helps prevent unwanted polymerization reactions during the manufacturing process.
Used in Self-Assembled Monolayers (SAMs):
1-Dodecanethiol is employed in the preparation of hydrophobic or mixed self-assembled monolayers (SAMs). These monolayers are essential in various applications, such as surface modification and the creation of molecular devices.
Used as a Chain Transfer Agent:
In the field of radical polymerization, 1-Dodecanethiol serves as a chain transfer agent, which helps control the molecular weight and polydispersity of the resulting polymers.
Used in Protein Regeneration:
1-Dodecanethiol acts as a protein regenerating agent, used for the regeneration of native proteins from mercuribenzoate. This application is crucial in the field of biochemistry and molecular biology.
Used in the Synthesis of Metal Nanoparticles:
1-Dodecanethiol can be used for the synthesis of thiol-stabilized metal nanoparticles (NPs), such as gold and silver nanoparticles. These nanoparticles have a wide range of applications, including catalysis, electronic devices, fillers, sensors, and active components in composite materials.

Preparation

Preparation of 1-dodecanethiol: 1-Bromododecane, thiourea and 95% ethanol are heated to reflux reaction, then sodium hydroxide solution is added and heated. After the reaction is finished, cooled and left to stratify, the oil layer is the crude thiol. The crude product is washed with water, dried, distilled, and distilled under reduced pressure, which is 1-dodecanethiol.

Air & Water Reactions

Air and moisture sensitive. Insoluble in water. Reacts vigorously with water or steam.

Reactivity Profile

1-Dodecanethiol is incompatible with bases, oxidizing agents, reducing agents and alkali metals. Easily oxidized to disulfide.

Health Hazard

1-Dodecanethiol is irritating to skin, eyes, and mucous membranes. Ingestion may cause nausea. Repeated skin exposure can cause dermatitis and may produce a sensitizing effect. It is very toxic to aquatic life with long lasting effects.

Fire Hazard

Special Hazards of Combustion Products: Poisonous and irritating gases (e.g., sulfur dioxide) are generated in fires.

Purification Methods

Dry it with CaO for several days, then distil it from CaO. [Beilstein 1 IV 1851.]

Check Digit Verification of cas no

The CAS Registry Mumber 112-55-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 112-55:
(5*1)+(4*1)+(3*2)+(2*5)+(1*5)=30
30 % 10 = 0
So 112-55-0 is a valid CAS Registry Number.
InChI:InChI=1/C12H26S/c1-2-3-4-5-6-7-8-9-10-11-12-13/h13H,2-12H2,1H3

112-55-0 Well-known Company Product Price

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  • TCI America

  • (D0970)  1-Dodecanethiol  >95.0%(GC)

  • 112-55-0

  • 25mL

  • 95.00CNY

  • Detail
  • TCI America

  • (D0970)  1-Dodecanethiol  >95.0%(GC)

  • 112-55-0

  • 500mL

  • 365.00CNY

  • Detail
  • Alfa Aesar

  • (A12741)  1-Dodecanethiol, 98%   

  • 112-55-0

  • 100g

  • 180.0CNY

  • Detail
  • Alfa Aesar

  • (A12741)  1-Dodecanethiol, 98%   

  • 112-55-0

  • 500g

  • 429.0CNY

  • Detail
  • Aldrich

  • (471364)  1-Dodecanethiol  ≥98%

  • 112-55-0

  • 471364-100ML

  • 321.75CNY

  • Detail
  • Aldrich

  • (471364)  1-Dodecanethiol  ≥98%

  • 112-55-0

  • 471364-500ML

  • 519.48CNY

  • Detail
  • Aldrich

  • (471364)  1-Dodecanethiol  ≥98%

  • 112-55-0

  • 471364-2L

  • 950.04CNY

  • Detail
  • Aldrich

  • (471364)  1-Dodecanethiol  ≥98%

  • 112-55-0

  • 471364-18L

  • 5,432.31CNY

  • Detail

112-55-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Dodecanethiol

1.2 Other means of identification

Product number -
Other names pennfloatm

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Flavouring Agent: FLAVOURING_AGENT
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:112-55-0 SDS

112-55-0Synthetic route

didodecyl disulfide
2757-37-1

didodecyl disulfide

1-dodecylthiol
112-55-0

1-dodecylthiol

Conditions
ConditionsYield
With hydrogen; rhodium hydrido (PEt3)3 complex In toluene for 0.5h; Heating;86%
With sulfuric acid; zinc
With sodium hydrogensulfide; water
With RhCl(PPh3)3; hydrogen In toluene at 100℃; under 760 Torr; for 2h;94 % Spectr.
thiocarbonic acid O-allyl ester S-dodecyl ester

thiocarbonic acid O-allyl ester S-dodecyl ester

1-dodecylthiol
112-55-0

1-dodecylthiol

Conditions
ConditionsYield
With trisodium tris(3-sulfophenyl)phosphine; water; diethylamine; palladium diacetate; heptakis(2,6-di-O-methyl)cyclomaltoheptaose In toluene at 20℃; for 3h; Substitution;95%
1-chlorododecane
112-52-7

1-chlorododecane

1-dodecylthiol
112-55-0

1-dodecylthiol

Conditions
ConditionsYield
With sodium hydrogensulfide; tetrabutylammomium bromide In water; chlorobenzene at 65 - 70℃; for 12h;244 g
With sodium disulfide; tetrabutylammomium bromide In water; chlorobenzene at 65 - 70℃; for 16h;244 g
S-dodecyl dodecanethioate
103212-64-2

S-dodecyl dodecanethioate

A

lauric acid
143-07-7

lauric acid

B

1-dodecylthiol
112-55-0

1-dodecylthiol

Conditions
ConditionsYield
With C18-alkylated polystyrene-supported sulfonic acid; water for 24h; Heating;A 96%
B n/a
With water; hydrophobic polystyrene-supported sulfonic acid for 72h; Heating;A 95%
B 95%
With C18-alkylated polystyrene-supported sulfonic acid; water for 24h; Heating;

112-55-0Related news

Influence of the molecular-scale structures of 1-Dodecanethiol (cas 112-55-0) and 4-methylbenzenethiol self-assembled monolayers on gold nanoparticles adsorption pattern08/27/2019

In an effort to understand the effects of the molecular structures of self-assembled monolayers on the patterns formed by immobilized Au nanoparticles (AuNPs), we characterized and compared the morphologies and properties of AuNPs adsorbed onto self-assembled monolayers formed by 1-dodecanethiol...detailed

Potential-assisted assembly of 1-Dodecanethiol (cas 112-55-0) on polycrystalline gold08/26/2019

The potential-controlled assembly of 1-dodecanethiol (DT) onto the polycrystalline gold surface from ethanolic solution was studied using in situ methods. The initial stage of DT adsorption and DT film nucleation were carried under potentiostatic control. The anodic polarization speeds up 1-dode...detailed

Morphological controlled synthesis of hierarchical copper selenide nanocrystals by Oleic acid, 1-Dodecanethiol (cas 112-55-0) and 1-Octadecene as surfactants08/25/2019

Copper selenide nanocrystals with hierarchical morphologies were prepared using solution processed colloidal method by employing cost effective environmentally benign surfactants. The hierarchical morphologies such as interconnected nanoflakes, stacked hexagonal nanoplatelets and nanoflowers lik...detailed

1-Dodecanethiol (cas 112-55-0) based highly stable self-assembled monolayers for germanium passivation08/23/2019

As a typical semiconductor material, germanium has the potential to replace silicon for future-generation microelectronics, due to its better electrical properties. However, the lack of stable surface state has limited its extensive use for several decades. In this work, we demonstrated highly s...detailed

The effect of synthesis parameters on the geometry and dimensions of mesoporous hydroxyapatite nanoparticles in the presence of 1-Dodecanethiol (cas 112-55-0) as a pore expander08/22/2019

Mesoporous hydroxyapatite with different pore diameters and pore volumes were synthesized by the self-assembly method using Cetyltrimethylammonium bromide (CTAB) as the cationic surfactant and 1-dodecanethiol as the pore expander at different micellization pHs, solvent types and surfactant conce...detailed

Gold partitioning between 1-Dodecanethiol (cas 112-55-0) and brine at elevated temperatures: Implications of Au transport in hydrocarbons for oil-brine ore systems08/21/2019

Gold can be associated with hydrocarbons in hydrothermal gold deposits, but the near-absence of experimental data on gold-hydrocarbon interactions at hydrothermal conditions prevents a quantitative interpretation of this relationship. In this study, we investigate the ability of liquid hydrocarb...detailed

112-55-0Relevant articles and documents

-

Hojo,K. et al.

, p. 133 - 136 (1977)

-

Catalytic Hydrogenation of Thioesters, Thiocarbamates, and Thioamides

Luo, Jie,Rauch, Michael,Avram, Liat,Ben-David, Yehoshoa,Milstein, David

supporting information, p. 21628 - 21633 (2021/01/11)

Direct hydrogenation of thioesters with H2 provides a facile and waste-free method to access alcohols and thiols. However, no report of this reaction is documented, possibly because of the incompatibility of the generated thiol with typical hydrogenation catalysts. Here, we report an efficient and selective hydrogenation of thioesters. The reaction is catalyzed by an acridine-based ruthenium complex without additives. Various thioesters were fully hydrogenated to the corresponding alcohols and thiols with excellent tolerance for amide, ester, and carboxylic acid groups. Thiocarbamates and thioamides also undergo hydrogenation under similar conditions, substantially extending the application of hydrogenation of organosulfur compounds.

Mechanistic Insights into Temperature-Dependent Trithiocarbonate Chain-End Degradation during the RAFT Polymerization of N-Arylmethacrylamides

Abel, Brooks A.,McCormick, Charles L.

, p. 465 - 474 (2016/02/05)

Mechanistic insights into trithiocarbonate degradation during the RAFT polymerization of N-arylmethacrylamides are reported. Previous work by our group showed significant RAFT agent degradation during the polymerization of N-arylmethacryloyl sulfonamides at 70 °C. Herein we report the influence of methacrylamide structure on trithiocarbonate degradation during the RAFT polymerizations of N-phenylmethacrylamide (PhMA) and N-benzylmethacrylamide (BnMA) in DMF at 70 and 30 °C. UV-vis spectroscopy revealed trithiocarbonate degradation occurs exclusively after covalent addition of monomer to the RAFT agent, with 60% trithiocarbonate degradation occurring after 12 h during the polymerization of PhMA at 70 °C compared to only 3% degradation measured during the polymerization of BnMA under identical conditions. Small molecule analogues of trithiocarbonate-functional poly(PhMA) and poly(BnMA) were synthesized by single monomer unit insertion and the kinetics and byproducts of degradation investigated by in situ 1H NMR analysis at 70 °C. Trithiocarbonate degradation was ultimately shown to occur by N-phenyl-promoted, N-5 nucleophilic attack on the terminal thiocarbonyl by the ultimate methacrylamide unit.

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