112-55-0 Usage
Chemical Properties
1-Dodecanethiol is a colourless liquid organic compound, with a characteristic odour. Soluble in methanol, ether, acetone, benzene, ethyl acetate, insoluble in water.
Uses
Different sources of media describe the Uses of 112-55-0 differently. You can refer to the following data:
1. Dodecyl mercaptan is a poymerization inhibitor added to polyurethane resins and Neoprene glues for use, e.g., in the shoe industry.
2. 1-Dodecanethiol is used in the preparation of hydrophobic or mixed self-assembled monolayers. It is also employed as a chain transfer agent for radical polymerization. Further, it is utilized as a polymerization inhibitor in polyurethane and neoprene adhesives, which finds application in the footwear industry. In addition to this, it acts as a protein regenerating agent used for the regeneration of native proteins from mercuribenzoate.
3. 1-Dodecanethiol can be used for the synthesis of thiol-stabilized metal nanoparticles (NPs), such as gold nanoparticles and silver nanoparticles, which have been produced for use as catalysts, electronic devices, fillers, sensors and active components in composite materials, and other applications.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.
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.
General Description
Oily colorless liquid with a mild skunk odor. Freezing point 19°F.
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
112-55-0Relevant articles and documents
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Hojo,K. et al.
, p. 133 - 136 (1977)
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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.
NON-FLUORINATED MONOMERS AND POLYMERS FOR SURFACE EFFECT COMPOSITIONS
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, (2016/04/26)
The present invention relates to monomers and polymers of Formula (I): where R3 is selected from H or a C1 to C4 alkyl group; Y is selected from O or a substituted or unsubstituted arylene group; A is a linear or branched C1 to C10 alkylene group; w is 0 or 1; v is 0 or 1; y is 0 or 1; X is the residue of a cyclic or acyclic sugar alcohol which is substituted with at least one —R1; —C(O)R1; —(CH2CH2O)n(CH(CH3)CH2O)mR2; —(CH2CH2O)n(CH(CH3)CH2O)mC(O)R1; each n is independently 0 to 20; each m is independently 0 to 20; each R1 is independently a linear or branched alkyl group having 9 to 29 carbons optionally comprising at least 1 unsaturated bond; and each R2 is independently —H, a linear or branched alkyl group having 6 to 30 carbons optionally comprising at least 1 unsaturated bond, or mixtures thereof.
