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TERTIARY DODECYL MERCAPTAN

TERTIARY DODECYL MERCAPTAN = TDM

CAS NUMBER: 25103-58-6

MOLECULAR WEIGHT: 202.40

EC NUMBER: 246-619-1

Tertiary Dodecyl Mercaptan is commonly used in the manufacturing process of polymers based on butadiene and styrene.
Tertiary dodecyl mercaptan is commonly used as a chain transfer agent in the manufacturing process of styrene/butadiene latex for use in carpet and paper industries. 
A gas chromatographic technique has been successfully developed for the measurement of Tertiary Dodecyl Mercaptan based on its sulfur content for material identification, trend analysis, or for the monitoring of un-reacted residual material in final products.
Previously, chlorinated compounds such as carbon tetrachloride and chloroform have been used for this application, but because of their toxicity and negative environmental effects, Tertiary Dodecyl Mercaptan is no longer a practice to employ said compounds for the manufacturing of latex used for the carpet and paper industries. 
Instead, use of tertiary dodecyl mercaptan (TDM) is preferred for the applications described. 
As a result of the world demand for latex and the magnitude of the associated industries, Tertiary Dodecyl Mercaptan has become a chemical of industrial significance.

Tertiary Dodecyl Mercaptan is used in lubricant intermediates to produce additives as well as final components to improve lubricant performance in base oils and metal working fluids.
Tertiary Dodecyl Mercaptan is a main component to produce metallic decoration (inks) for food packaging (porcelain, ceramics glass). 
Tertiary Dodecyl Mercaptan is also a lubricant additive used to improve lubricant performance in base oils and metal working fluids. 
Last but not least, Tertiary Dodecyl Mercaptan is a chain transfer agent in process where control of molecular weigh is critical from Polymer Modifiers in paint and coatings for emulsion polymerization, adhesives (pressure sensitive adh. for labeling) and surfactants & emulsifiers.
Tertiary dodecyl mercaptan or TDM is a combination of isometric thiols obtained from oligomers of isobutylene trimer or propylene tetramer. 
Manufacturers pick one of these two and mix it with hydrogen sulfide, then pass the mixture over a catalyst like boron trifluoride to produce Tertiary Dodecyl Mercaptan. 

Tertiary Dodecyl Mercaptan has recently become a significant industrial chemical because of its use as a chain transfer agent in the manufacture of latex. 
As an agent, it helps in the polymerization of the end products. 
This role used to be given to chloroform, carbon tetrachloride, and other compounds of chlorine. 
However, their toxicity and negative ecological impact made the industry look for alternatives. 
Tertiary Dodecyl Mercaptan also goes by the following names: tert-Dodecyl mercaptan, TERT-DODECANETHIOL, t-Dodecanethiol, Sulfole 120, tert-Dodecylthiol, CCRIS 6030, and t-DDM. 
Tertiary Dodecyl Mercaptan is used as an intermediate, as a process regulator, and as an additive to lubricants. 

Tertiary Dodecyl Mercaptan appears as a colorless liquid with a repulsive odor.
Tert-Dodecyl Mercaptan (TDM) is colorless oil liquid, and diffuses foul smell. 
Tertiary Dodecyl Mercaptan is insoluble in water, soluble in alcohol, ether, acetone, benzene, gasoline and other organic solvents and esters. 
Tertiary Dodecyl Mercaptan is mainly used as molecular weight modifier.

Tertiary dodecyl mercaptan has been found to degrade slowly under aerated conditions, with a half-life of approximately 150 days in both algal medium and pH 7 buffer. 
Under unventilated conditions, the half-life of Tertiary dodecyl mercaptan was found to be approximately 30 days in algal medium and 100 days in pH 7 buffer.
In addition, analyzes were also performed for di-tert-dodecyl disulfide, the expected oxidation product of Tertiary dodecyl mercaptan. 
This was detected at a concentration of 0.2-0.3 mg/l in the unventilated algal environment experiment, but was at or below the quantification limit (~0.1 mg/l) in other experimental systems. 

Tertiary Dodecyl Mercaptan was concluded that the ditert-dodecyl disulfide levels found were not exactly responsible for the degradation level of Tertiary dodecyl mercaptan; this implied that degradation mechanisms other than oxidation could also occur. 
Tertiary Dodecyl Mercaptan was also concluded in the log file that the 30-day half-life measured in the unventilated algae environment was probably falsely short due to poor agreement between replicates for subsequent samples, and overall this test indicated that Tertiary dodecyl mercaptan could degrade. 
Slow in solution but the path/mechanism of degradation is unclear.

When evaluating this test, Tertiary Dodecyl Mercaptan should be noted that Tertiary dodecyl mercaptan is relatively volatile (vaporpressure at 25 ° C 20 Pa). 
The full test report of the study, the measures taken to avoid potential loss from evaporation (use of sealed bottles and sampling via septa). 
Therefore, volatile loss is unlikely to contribute.
Significantly appeared in the removal of tertiary dodecyl mercaptan. 
Another point worth noting is this: Although the test was performed using 10% v/v acetonitrile as a co-solvent, The Tertiary dodecyl mercaptan concentration (10 mg/l) used is well above the recently determined water 0.0039 mg/l solubility. 
Solubility of tertiary dodecyl mercaptan in an acetonitrile: water mixture unknown, but Tertiary Dodecyl Mercaptan is possible that in this case not all of the Tertiary dodecyl mercaptan was dissolved.

INDUSTRIAL USES:

-Tertiary dodecyl mercaptan is used in the following products: polymers and pH regulators and water treatment products.
-Tertiary dodecyl mercaptan has an industrial use resulting in the manufacture of another substance (use of intermediates).
-Tertiary dodecyl mercaptan is used in the following fields: mining.
-Tertiary dodecyl mercaptan is used in the manufacture of chemicals and rubber products.

INDUSTRIAL USE OF TERTIARY DODECYL MERCAPTAN

-Intermediaries
-Lubricants and Oil Additives
-Process regulators

AUTOMOTIVE AND TRANSPORTATION

-Oil additive: to produce final components as well as final components to improve lubricant performance in fatty acids and metalworking fluids
-It is supplied a variety of chemicals used in lubricant intermediates.

POYLMERS AND RUBBER APPLICATIONS

-Normal (n-) dodecylmercaptan is used as reagents in the synthesis of antioxidants that minimize the unwanted effects of processes such as thickness balancing.

CONSUMER USES

-Plastic and rubber products not covered elsewhere


DESCRIPTION

-Clear white to light yellow liquid with a repulsive odor; Clear light brown liquid with a stench

SOURCES/ USES

-Used in the polymers industry and as a process regulator; Used to make large scale and fine chemicals, rubber products, processing aids (i.e. pH regulators, flocculants, and precipitants), polymers, lubricants, and in mining; 

REACTIVITY PROFILE

-tert-dodecylthiol is incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Generate heat and in many cases hydrogen gas and possibly hydrogen sulfide with these materials. May liberate hydrogen sulfide upon decomposition or reaction with an acid. Incompatible with oxygen. Incompatible with strong oxidizing agents . May be sensitive to heat.

FIRE HAZARD

-Tertiary Dodecyl Mercaptan is combustible.

SAFETY PROFILE

-Poison by ingestion. 
-Moderately toxic by intraperitoneal route. 
-A skin and eye irritant. Combustible when exposed to heat or flame; can react vigorously with oxidizing materials. 
-To fight fire, use foam, Con, dry chemical. 
-When heated to decomposition Tertiary Dodecyl Mercaptan emitstoxic fumes of SOx.

HIGHLIGHTS

-Tertiary Dodecyl Mercaptan is an effective collector for sphalerite with less CuSO4 and without frother.
-Tertiary Dodecyl Mercaptan chemisorbs on the minerals surface.
-Adsorption modes of Tertiary Dodecyl Mercaptan on mineral surfaces are obtained by first-principle study.
-Absorption energies of Tertiary Dodecyl Mercaptan on ZnS (110) and FeS2 (100) are ⿿394.78, ⿿219.33 kJ/mol.
-Reactions happen between S 3p orbital of Tertiary Dodecyl Mercaptan and 3d of Zn/Fe orbital of minerals.
 
In the flotation of sphalerite, the concomitant flotation of sulfidic (pyrite) and nonsulfidic gangue (silica) minerals significantly reduces the grade of the float concentrate. 
Laboratory scale experiments have been conducted to investigate the effect of tert dodecyl mercaptan (TDM) as a collector on the flotation of sphalerite. 
The addition of only 160 g/t copper sulfate, which is ⿼30% of that which is being used currently in the xanthate reagent scheme, improves the grade and the recovery. 
The selectivity for sphalerite, with respect to pyrite, has been improved significantly when copper sulfate is added with lime as the depressant, and the results could be achieved.
Based on the results obtained, the interaction of tert dodecyl mercaptan with sphalerite has been investigated by adsorption measurement, fourier transform infrared (FTIR) and density functional theory (DFT). 

Tertiary Dodecyl Mercaptan is showed that, TDM adsorbed on sphalerite surface chemically with some characteristic peaks appeared and migrated on sphalerite surface in FTIR tests. 
Compared with butyl xanthate, a stronger interaction between Tertiary Dodecyl Mercaptan and sphalerite is determined by analyses of frontier orbital energy calculation. 
Tertiary Dodecyl Mercaptan is also indicated that, by adsorption energy calculation, a strong interaction between TDM and ZnS (110) surface occurs, with the energy ⿿394.78 kJ/mol. 
The S 3p orbital on TDM interacted strongly with Zn 3d orbital on ZnS (110) surface, and electrons transferred from the Zn atom to the O atom, which resulted in a positive coordinate bond formed. 
Tertiary dodecyl mercaptan or TDM is a combination of isometric thiols obtained from oligomers of isobutylene trimer or propylene tetramer. 
Manufacturers pick one of these two and mix it with hydrogen sulfide, then pass the mixture over a catalyst like boron trifluoride to produce Tertiary Dodecyl Mercaptan. 

Tertiary Dodecyl Mercaptan has recently become a significant industrial chemical because of its use as a chain transfer agent in the manufacture of latex. 
As an agent, Tertiary Dodecyl Mercaptan helps in the polymerization of the end products. 
This role used to be given to chloroform, carbon tetrachloride, and other compounds of chlorine. 
However, their toxicity and negative ecological impact made the industry look for alternatives. 

Tertiary Dodecyl Mercaptan also goes by the following names: tert-Dodecyl mercaptan, TERT-DODECANETHIOL, t-Dodecanethiol, Sulfole 120, tert-Dodecylthiol, CCRIS 6030, and t-DDM. 
Tertiary Dodecyl Mercaptan is used as an intermediate, as a process regulator, and as an additive to lubricants. 
This appears as a colorless liquid with a repulsive odor.
 

SOLUBILITY

-Tertiary Dodecyl Mercaptan is not soluble in water, slightly soluble in light alcohols and soluble in styrene and most organic solvents.

PROPERTIES:

-Density (20°C): 858 kg/m3
-Viscosity (20 °C): 36 mPa.s (cP)
-Flash point (closed cup): 97 °C
-Vapour pressure (20°C): 0.03 mbar (hPa)
-Vapour pressure (50°C): 0.8 mbar (hPa)
-Refractive index (20°C): 1.461
-Boiling point: 233°C
-Melting point < -30°C
-Decomposition temperature: 350°C


SYNONYM:

2-Methylundecane-2-thiol

2-Undecanethiol, 2-methyl-

2-Nonyl-2-propanethiol

2-Methylundecyl-2-thiol

tertiary dodecyl mercaptan

2-methyl-2-undecanethiol

2-methyl-undecane-2-thiol

SCHEMBL21128

1,1-Dimethyl-decyl-mercaptan

SCHEMBL564605

C12H26S

DTXSID00143406

1,1-Dimethyldecyl hydrosulfide 

ZINC597503
 

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