TERTIARY DODECYL MERCAPTAN

Synonyms:
 n-Dodecyl mercaptan; Dodecyl mercaptan; Lauryl mercaptan; Mercaptan C12; NDM; 1-Dodecanethiol; CH3(CH2)11SH; 202.40; 969337; MFCD00004885; tert-Dodecyl mercaptan; TERT-DODECANETHIOL; tert-Dodecylthiol; t-Dodecanethiol; t-Dodecylmercaptan; Sulfole 120; CCRIS 6030; t-DDM; 2,3,3,4,4,5-hexamethylhexane-2-thiol; terc.Dodecylmerkaptan [Czech]; 1,3,3,4,4,5-Hexamethyl-2-hexanethiol; EINECS 246-619-1; BRN 1738382; NCGC00091163-03; terc.Dodecylmerkaptan; AC1L1OFU; DSSTox_CID_5221; UNII-G00MDQ58TB; DSSTox_RID_77707; G00MDQ58TB; DSSTox_GSID_25221; SCHEMBL3332338; CHEMBL1325985; DTXSID1025221; YAJYJWXEWKRTPO-UHFFFAOYSA-N; Tox21_400018; AKOS015900250; LS-1066; NCGC00091163-01; NCGC00091163-02; NCGC00091163-04; LP082215; OR050371; CAS-25103-58-6; 3-01-00-01794; (Beilstein Handbook Reference); I14-10461; 119147-91-0; 90501-34-1; C12H26S; 1-Dodécanethiol; 1-Dodecanthiol; Pennfloat M; Pennfloat S; UNII:S8ZJB6X253; WNAHIZMDSQCWRP-UHFFFAOYSA-N; dodesil; dodesil merkaptan; merkaptan; dodecil; dodecil mercaptan; dodecyl mercaptane; dodesil mercaptane; dodecyl merkaptan; dodecyl merkaptane; dodesil merkaptane;n-Dodecyl mercaptan; Dodecyl mercaptan; Lauryl mercaptan; Mercaptan C12; NDM; 1-Dodecanethiol; CH3(CH2)11SH; 202.40; 969337; MFCD00004885; tert-Dodecyl mercaptan; TERT-DODECANETHIOL; tert-Dodecylthiol; t-Dodecanethiol; t-Dodecylmercaptan; Sulfole 120; CCRIS 6030; t-DDM; 2,3,3,4,4,5-hexamethylhexane-2-thiol; terc.Dodecylmerkaptan [Czech]; 1,3,3,4,4,5-Hexamethyl-2-hexanethiol; EINECS 246-619-1; BRN 1738382; NCGC00091163-03; terc.Dodecylmerkaptan; AC1L1OFU; DSSTox_CID_5221; UNII-G00MDQ58TB; DSSTox_RID_77707; G00MDQ58TB; DSSTox_GSID_25221; SCHEMBL3332338; CHEMBL1325985; DTXSID1025221; YAJYJWXEWKRTPO-UHFFFAOYSA-N; Tox21_400018; AKOS015900250; LS-1066; NCGC00091163-01; NCGC00091163-02; NCGC00091163-04; LP082215; OR050371; CAS-25103-58-6; 3-01-00-01794; (Beilstein Handbook Reference); I14-10461; 119147-91-0; 90501-34-1; C12H26S; 1-Dodécanethiol; 1-Dodecanthiol; Pennfloat M; Pennfloat S; UNII:S8ZJB6X253; WNAHIZMDSQCWRP-UHFFFAOYSA-N; dodesil; dodesil merkaptan; merkaptan; dodecil; dodecil mercaptan; dodecyl mercaptane; dodesil mercaptane; dodecyl merkaptan; TDM; tdm;  tert-Dodecyl mercaptan; TERT-DODECANETHIOL; t-Dodecanethiol; t-Dodecylmercaptan; Sulfole 120; CCRIS 6030; t-DDM; terc.Dodecylmerkaptan [Czech]; EINECS 246-619-1; BRN 1738382; NCGC00091163-03; 2,3,3,4,4,5; Hexamethyl-2-hexanethiol; 2,3,3,4,4,5-hexamethylhexane-2-thiol, Dodécyl mercaptan tertiaire
 

Tertiary dodecyl mercaptan
Product
key additives for radical polymerization processes
Tertiary Dodecyl Mercaptan is commonly used in the manufacturing process of polymers based on butadiene and styrene (SB latex, SB rubber, ABS ...)

Identity
CAS Number25103-58-06
Chemical nomenclature ert-dodecanethiol
Common name Tertiary dodecyl mercaptan
Properties
Density (20 ° C): 858 kg / m3
Viscosity (20 ° C): 36 mPa.s (cP)
Flash point (closed cup): 97 ° C
Vapor pressure (20 ° C): 0.03 mbar (hPa)
Vapor 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

SOLUBILITY
Tertiary dodecyl mercaptan is not soluble in water, slightly soluble in light alcohols, and soluble in styrene and most organic solvents.

Geographic availability
Worldwide
The steps
Automotive and Transportation
Polymer and rubber
Chemical and plastic industry
Polymer engineering
Packaging and paper
Paper
Paper and cardboard
Rigid packaging
Specialty paper
Paint, coatings and adhesives
Acrylic resins

Applications
Chain transfer agent

Dodecyl mercaptan is used for the production of hydrophobic SAMs. Dodecyl mercaptan can also be used in mixed SAMs to provide a hydrophobic background.

and can be used as a separator to remove other functional groups or areas.

NDM (NORMAL DODECYL MERCAPTAN) is widely used in the production process of polymers such as styrene and acrylic (PMMA, ABS ...).

PROPERTIES

Density (20 ° C): 858 kg / m3
Viscosity (20 ° C): 3,24 mPa.s (cP)
Flash point (closed cup): 97 ° C
Vapor pressure (20 ° C): 0.03 mbar (hPa)
Vapor 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

MARKETS

Automotive and Transportation
Polymer and rubber
Chemical and plastic industry
Polymer engineering
General industry
Packaging and paper
paper
Paper and cardboard
Rigid packaging
Special paper
Paints, coatings and adhesives
Acrylic resins

INDUSTRIAL USE
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

We supply a variety of chemicals used in lubricant intermediates.

Polymers 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.

dodecyl mercaptan, 1-dodecanethiol, lauryl mercaptan, NDDM, CAS # 112-55-0) are used.

Consumer uses
Plastic and rubber products not covered elsewhere

Help on calculated properties New window
Property name Property value Reference
Molecular weight 202.4 g / mol calculated by PubChem 2.1 (PubChem release 2019.06.18)
XLogP3-AA 4.8 calculated by XLogP3 3.0 (PubChem release 2019.06.18)
Number of hydrogen bond donors 1 calculated by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Number of hydrogen bond acceptors 1 calculated by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Number of rotary links 3 calculated by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Exact mass 202.175522 g / mol calculated by PubChem 2.1 (PubChem release 2019.06.18)
Monoisotopic mass 202.175522 g / mol calculated by PubChem 2.1 (PubChem release 2019.06.18)
Topological polar surface 1 Ų calculated by Cactvs 3.4.6.11 (PubChem release 2019.06.18)
Number of heavy atoms 13 calculated by PubChem
Formal load 0 calculated by PubChem
Complexity 176 calculated by Cactvs 3.4.6.11 (PubChem version 2019.06.18)
Number of isotopic atoms 0 calculated by PubChem
Defined number of atomic stereocenters 0 calculated by PubChem
Undefined atomic stereocenter number 0 calculated by PubChem
Defined number of bond stereocenters 0 calculated by PubChem
Number of undefined binding stereocentre 0 calculated by PubChem
Number of covalently bound units 1 calculated by PubChem
The compound is canonized Yes

Building materials, flooring Materials for flooring (carpet, wood, vinyl flooring) or related to flooring such as wax or floor varnish 

General manufacturing information
Processing sectors of the industry
All other basic organic chemical manufacturing

Manufacture of paints and coatings

Plastic and resin manufacturing

Synthetic rubber manufacturing

Tertiary dodecyl mercaptan (tertiary dodecyl mercaptan) is commonly used as a chain
transfer agent in the manufacturing process of styrene / butadiene latex for use in the carpet and paper industries. A technical gas chromatography has been successfully developed for the measurement of tertiary dodecyl mercaptan based on its sulfur content for material identification, trend analysis, or for monitoring unreacted residual material in finished products. The process uses low thermal mass gas chromatography (LTM-GC) and dual plasma sulfur chemiluminescence detector (DP-SCD) to achieve a high degree of sensitivity and selectivity. Using the described technique, a detection limit of between 0.5 ppm (v / v) tertiary dodecyl mercaptan and less than 1 minimum analysis time can be achieved. The response is linear over four orders of magnitude with a high degree of repeatability less than
5% RSD.

introduction
In the process of making a latex such as styrene-butadiene, a chain transfer agent is needed. The chain transfer agent assists in polymerization to produce products of the desired molecular distribution. Previously, chlorinated compounds such as carbon tetrachloride and chloroform were
used for this application, but because of their toxicity and their negative environmental effects, it is no longer a practice to employ said compounds for the manufacture of latices used for the carpet and paper industries. Instead, the use of tertiary dodecyl mercaptan (tertiary dodecyl mercaptan) is preferred for the applications described. As a result of the worldwide demand for latex and the scale of the associated industries, tertiary dodecyl mercaptan has become an industrial chemistry of importance.
From a manufacturing point of view, tertiary dodecyl mercaptan is a mixture of isomeric thiols produced from oligomers of propylene tetramer or sometimes, isobutylene trimer. The propylene tetramer is produced by oligomerization of propylene in the presence of a FriedelCrafts type catalyst such as sulfuric acid. Tertiary dodecyl mercaptan is produced by passing hydrogen sulfide and either propylene tetramer or
isobutylene trimer on a catalyst such as boron trifluoride (1, 2).
Due to the fact that there are many permutations of the
tetrameric structure, and therefore the location of the –C = C– bond,
the thiol group can be localized in many different positions, resulting in a mixture of isomeric products with a medium boiling point range around 230 ° C.
Recently there have also been growing concerns
concerning the accumulation of tertiary dodecyl mercaptan in the environment (3,4).
The open literature contains little or no information on the analysis of tertiary dodecyl mercaptan. Part of this is because the matrix can be quite complex. An example would be the water soluble polymeric emulsion, comprising hundreds of components that can cause chromatographic interference. In addition, alkylmercaptans such as tertiary dodecyl mercaptans are difficult to analyze for reasons such as alkyl

chains are size C8 to C15 and cover a wide boiling range
points, the polarity of individual components in Tertiary Dodecyl Mercaptan varies
with the degree of thiolation, the location of the R-SH group. In
in addition to the differences in polarity and boiling point of
Components Tertiary dodecyl mercaptan the product may also contain a relatively nonpolar and non-thiolated tetramer fraction. For measurement
tertiary dodecyl mercaptan, an internal method involves the use of headspace gas
chromatography in combination with photometric flame detection (FPD) has been developed (5). The method, however, has its
constraints, including competing vapor-liquid equilibrium
solutes in the sample and the lack of linear dynamic range of the
FPD.
As a result, a new chromatographic method is needed for the identification of tertiary dodecyl mercaptan materials, for trend analysis and for the monitoring of residual materials in finished products. The new chromatographic method was developed with three catalysts: (i) Liquid-liquid extraction to remove tertiary Dodecyl mercaptan isomers from their respective matrices; (ii) Low temperature mass gas chromatography to provide the flexibility of speciation of individual sulfur compounds or maximum compression to combine individual sulfur compounds into a single discrete peak with ability to program temperature and improve sample overall for sample the flow; (iii) Sulfur Dual Plasma Chemiluminescence Detector (DP-SCD) to provide the highest degree of selectivity for tertiary Dodecyl Mercaptan isomers, equi-molar response and respectable linear dynamic range.
This report summarizes the development of the method and the analytical results obtained.