Dodecyl mercaptan is commonly used in the manufacturing process of polymers such as styrenics and acrylics (PMMA, ABS...).
Dodecyl mercaptan is used as a raw material for the production of fragrances, as well as in the manufacture of other chemicals such as insecticides, fungicides, and plasticizers.
Dodecyl mercaptan is also used as a reagent in organic synthesis.
CAS Number: 112-55-0
EC Number: 203-984-1
MDL number: MFCD00004885
Linear Formula: CH3(CH2)11SH / C12H26S
SYNONYMS:
1-Dodecanethiol, Lauryl mercaptan, Dodecyl mercaptan, Dodecyl mercaptan, 1-Dodecyl mercaptan, n-Dodecyl mercaptan, Lauryl mercaptan, n-Lauryl mercaptan, 1-Mercaptododecane, Lauryl mercaptan, n-Dodecyl mercaptan, Lauryl mercaptan, Mercaptan C12, NDM, Dodecyl mercaptan, n-Dodecyl mercaptan, 1-DODECANETHIOL, Dodecane-1-thiol, Dodecyl mercaptan, Dodecanethiol, n-Dodecanethiol, Lauryl mercaptan, n-Dodecyl mercaptan, N-Dodecylmercaptan, 1-Mercaptododecane, n-Lauryl mercaptan, 1-Dodecyl mercaptan, Dodecylmercaptan, Pennfloat M, Pennfloat S, n-Dodecylthiol, 1-dodecylthiol, Dodecylthiol, NSC 814, NCI-C60935, UNII-S8ZJB6X253, S8ZJB6X253, MFCD00004885, DSSTox_CID_5220, Lauryl mercaptide, DSSTox_RID_77706, DSSTox_GSID_25220, M-Lauryl mercaptan, M-Dodecyl mercaptan, Tris(dodecylthio)antimony, Stibine, tris(dodecylthio)-, Dodecyl mercaptan (VAN), CCRIS 743, 1-Dodecanethiol, antimony(3+) salt, HSDB 1074, BRN 0969337, dodecanthiol, laurylmercaptan, Thioantimonic acid (H3SbS3), tridodecyl ester, dodecane thiol, 1-dodecanthiol, AI3-07577, dodecyl-mercaptan, 1-dodecane thiol, 1-dodecylmercaptan, n-dodecyl-mercaptan, Dodecanethiol-(1), normal dodecylmercaptan, normal dodecyl mercaptan, 1-Dodecanethiol, >=98%, SCHEMBL15369, NSC814, CHEMBL3185403, DTXSID6025220, NSC-814, NSC11884, Tox21_201758, Tox21_303101, NSC-11884, NSC229570, STL483072, ZINC59144932, WLN: 12S-SB-S12&S12, AKOS015960383, MCULE-8388213802, NSC-229570, NCGC00249113-01, NCGC00257179-01, NCGC00259307-01, BP-10739, LS-14165, 1-Dodecanethiol, purum, >=97.0% (GC), DB-021314, D0970, FT-0607709, FT-0693266, FT-0694976, Q161619, J-504580, n-Dodecyl mercaptan, Dodecyl mercaptan, Lauryl mercaptan, 30237-11-7, 1-Dodecyl mercaptan, Dodecyl mercaptan, n-Dodecyl mercaptan, Lauryl mercaptan, n-Lauryl mercaptan, 1-Mercaptododecane, 1-Dodecyl mercaptan, 1-Mercaptododecane, Dodecane-1-thiol, Dodecanethiol-(1), Dodecyl mercaptan, Dodecylthiol, Lauryl mercaptan, Lauryl mercaptide, M-dodecyl mercaptan, M-lauryl mercaptan, n-Dodecanethiol, n-Dodecyl mercaptan, n-Dodecylthiol, n-Lauryl mercaptan, Pennfloat M, Pennfloat S, AI3-07577, BRN 0969337, CCRIS 743, EINECS 203-984-1, HSDB 1074, NCI-C60935, NSC 814, n-Dodecyl mercaptan, Dodecyl mercaptan, Lauryl mercaptan, Mercaptan C12, NDM, 1-Dodecanethiol
Dodecyl mercaptan, commonly referred to as 1-Dodecanethiol or lauryl mercaptan (CAS 112-55-0), is a highly versatile organosulfur compound with a distinctive, potent odor.
As a significant player in the fine chemicals market, Dodecyl mercaptan's unique chemical structure and reactivity lend themselves to a broad spectrum of industrial applications.
For procurement managers and R&D scientists, understanding Dodecyl mercaptan's properties and sourcing effectively is key to successful product development and manufacturing.
Dodecyl mercaptan is not soluble in water, slightly soluble in light alcohols and soluble in styrene and most organic solvents.
Dodecyl mercaptan, also known as lauryl mercaptan or dodecanethiol, is an organic compound with the chemical formula C12H26S.
Dodecyl mercaptan is a colorless liquid with a strong, characteristic odor.
USES and APPLICATIONS of DODECYL MERCAPTAN:
Dodecyl mercaptan is a versatile industrial organosulfur reagent used in a variety of chemical processes.
Dodecyl mercaptan may be used in specialty adhesives, sealants, coatings, plasticizers, and niche chemical syntheses.
The versatility of N-dodecyl mercaptan allows it to be used in numerous applications.
Polymerization Regulator: Dodecyl mercaptan acts as a chain transfer agent in free-radical polymerization, controlling molecular weight and improving the properties of polymers such as synthetic rubber, plastics (e.g., ABS, polystyrene), and acrylics.
Lubricant Additives: Dodecyl mercaptan serves as an intermediate in the synthesis of additives that enhance lubricant performance, offering antioxidant and anti-wear properties.
Nanotechnology: Dodecyl mercaptan is used as a stabilizing ligand for metal nanoparticles and in the formation of self-assembled monolayers (SAMs) for surface modification.
Chemical Synthesis: Dodecyl mercaptan is employed in the production of antioxidants, insecticides, fungicides, and pharmaceuticals.
Polymerization Inhibitor: Dodecyl mercaptan prevents unwanted polymerization in materials like polyurethane resins and neoprene adhesives.
Lubricant Additives: 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.
Polymers and Rubber Applications: Dodecyl mercaptan (n-dodecyl mercaptan, 1-dodecanethiol, lauryl mercaptan, NDDM, CAS # 112-55-0) is used as reactants in the synthesis of antioxidants, which minimize undesirable effects from processes such as the stabilization of tin.
Applications of Dodecyl mercaptan: Additives, Antioxidants, Lubricants, Polymers.
Dodecyl mercaptan (Dodecanethiol) is used in lubricant intermediate to produce additives and final components.
At the same time is Dodecyl mercaptan also used for polymers and rubber applications.
Dodecyl mercaptan is commonly used in the manufacturing process of polymers such as styrenics and acrylics (PMMA, ABS...).
Dodecyl mercaptan is used as a raw material for the production of fragrances, as well as in the manufacture of other chemicals such as insecticides, fungicides, and plasticizers.
Dodecyl mercaptan is also used as a reagent in organic synthesis.
Dodecyl mercaptan is primarily used as a raw material for the production of fragrances and as an intermediate in the manufacture of other chemicals such as insecticides, fungicides, and plasticizers.
Dodecyl mercaptan is also used as a reagent in organic synthesis.
It’s also used as an odorant to detect gas leaks in natural gas pipelines, as the low odor threshold of dodecyl mercaptan makes it an effective warning agent.
Dodecyl mercaptan is also used as intermediate in the manufacturing of other chemicals, as a corrosion inhibitor, and as a lubricant additive.
-Polymer & Rubber Industry uses of Dodecyl mercaptan:
*Chain transfer agent:
Dodecyl mercaptan is commonly used in radical polymerization (e.g., styrene-butadiene rubber, acrylic polymers) to control molecular weight and polymer chain length.
*Polymer modification:
Dodecyl mercaptan improves processing and performance characteristics in synthetic rubbers and plastics.
-Chemical Intermediate uses of Dodecyl mercaptan:
*Synthesis of antioxidants:
Dodecyl mercaptan serves as raw material or intermediate for antioxidant and stabilizer components in industrial formulations.
*Lubricant additives:
Dodecyl mercaptan is used in manufacture of performance additives to enhance oxidation resistance in oils and greases.
*Surface chemistry:
Dodecyl mercaptan prepares hydrophobic self-assembled monolayers (SAMs) on surfaces for materials science applications.
DODECYL MERCAPTAN IS APPLIED IN THE PRODUCTION OF
*Polymerization
*Polymer Modification
*Rubber Industry
*Adhesives and Sealants
*Plastic Industry
*Emulsion Polymerization
*Lubricant Additives
*Surfactant Synthesis
PROPERTIES of DODECYL MERCAPTAN:
Some features and benefits of Dodecyl mercaptan include:
*Strong odor:
The strong, characteristic odor of Dodecyl mercaptan makes it an effective warning agent for detecting gas leaks in natural gas pipelines.
*Versatility:
Dodecyl mercaptan can be used as a raw material for the production of fragrances, as well as in the manufacture of other chemicals such as insecticides, fungicides, and plasticizers.
Dodecyl mercaptan is also used as a reagent in organic synthesis.
*Solubility:
Dodecyl mercaptan is easily soluble in most organic solvents, which makes it a useful intermediate in the production of other chemicals.
*Low toxicity:
Dodecyl mercaptan has relatively low toxicity and is considered to be relatively safe to handle when proper precautions are taken.
*Corrosion inhibitor:
Dodecyl mercaptan can be used as corrosion inhibitor in some application.
*Lubricant additive:
Dodecyl mercaptan can also be used as lubricant additive in some applications.
Overall, Dodecyl mercaptan is a versatile chemical with a range of uses in the production of fragrances, insecticides, fungicides, plasticizers, and other chemicals, as well as in organic synthesis and as a warning agent for gas leaks.
BENEFITS & CHARACTERISTICS of DODECYL MERCAPTAN:
*Chemical Reactivity
The –SH group makes dodecyl mercaptan highly reactive toward radical and nucleophilic processes, useful for precise control in polymer chemistry.
*Hydrophobicity
Long hydrocarbon chain gives strong hydrophobic character, favorable for forming water-repellent layers and modifying surface energy.
*Performance Control
As a chain transfer agent, Dodecyl mercaptan regulates polymer chain growth to tailor mechanical and processing properties of synthetic materials.
*Industrial Versatility
Broad applicability across synthetic rubber, plastics, lubricant additives, coatings, and advanced materials like SAMs and nanostructures.
FUNCTIONAL COATINGS & ELECTRONICS of DODECYL MERCAPTAN:
*Corrosion inhibition:
Dodecyl mercaptan acts as a precursor for corrosion-resistant surface treatments (e.g., thiol-based coatings on copper).
*Nanomaterial synthesis:
Source of sulfur for preparing metal sulfide nanoparticles (e.g., CdS quantum dots).
KEY PROPERTIES AND CHEMICAL NATURE of DODECYL MERCAPTAN:
Dodecyl mercaptan is an aliphatic thiol characterized by a long twelve-carbon alkyl chain attached to a thiol group (-SH).
This structure imparts specific physical and chemical properties:
*Physical State:
Dodecyl mercaptan is typically a colorless to pale-yellow liquid at room temperature.
*Solubility:
While practically insoluble in water, Dodecyl mercaptan readily dissolves in most organic solvents, making it compatible with many industrial formulations.
*Reactivity:
The thiol group is highly reactive, participating in various chemical reactions, including addition to double bonds, oxidation, and nucleophilic substitutions.
*Odor:
Dodecyl mercaptan possesses a strong, unpleasant sulfurous odor, which is characteristic of mercaptans.
WHERE IS DODECYL MERCAPTAN FOUND?
Dodecyl mercaptan is found in the manufacturing process of styrene/butadiene latex for use in carpet and paper industries.
PHYSICAL and CHEMICAL PROPERTIES of DODECYL MERCAPTAN:
Molecular weight : 202,39 g/mol
Appearance Form: liquid
Color: colorless
Odor: characteristic
Odor Threshold: No data available
pH: No data available
Melting point/freezing point:
Melting point/range: -9 - -7 °C at 1.013 hPa
Initial boiling point and boiling range: 266 - 283 °C at 1.013 hPa
Flash point: 128 °C - closed cup - Regulation (EC) No. 440/2008, Annex, A.9
Evaporation rate: No data available
Flammability (solid, gas): No data available
Upper/lower flammability or explosive limits: No data available
Vapor pressure: < 1 hPa at 25 °C
Vapor density: 7,0
Density: 0,845 g/cm3 at 20 °C
Relative density No data available
Water solubility: 0,00001 g/l at 20 °C - OECD Test Guideline 105- partly soluble
Partition coefficient: n-octanol/water
log Pow: > 6,5 at 25 °C - Potential bioaccumulation
Autoignition temperature: No data available
Decomposition temperature: 350 °C -
Viscosity
Viscosity, kinematic: No data available
Viscosity, dynamic: 3,24 mPa.s at 20 °C
Explosive properties: No data available
Oxidizing properties: none
Other safety information:
Relative vapor density: 7,0
Appearance: colorless to yellow clear liquid (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Specific Gravity: 0.84200 to 0.85200 @ 20.00 °C.
Pounds per Gallon - (est).: 7.014 to 7.098
Refractive Index: 1.45400 to 1.46400 @ 20.00 °C.
Melting Point: -8.00 to -7.00 °C. @ 760.00 mm Hg
Boiling Point: 273.00 to 274.00 °C. @ 760.00 mm Hg
Boiling Point: 142.00 to 143.00 °C. @ 16.00 mm Hg
Vapor Pressure: 0.009000 mmHg @ 25.00 °C.
Vapor Density: 6.9 ( Air = 1 )
Flash Point: 248.00 °F. TCC ( 120.00 °C. )
logP (o/w): 6.537 (est)
Soluble in: alcohol
water, 0.2251 mg/L @ 25 °C (est)
Insoluble in:water
Min. Purity Spec: 98%
Physical Form (at 20°C): Liquid
Melting Point: -7°C(lit.)
Boiling Point: 266-283°C
Flash Point: 128°C(lit.)
Density: 0.845
Refractive Index: 4.459
Long-Term Storage: Store long-term in a cool, dry place
Common Name: Dodecyl mercaptan
IUPAC Name: Dodecane-1-thiol
CAS Registry Number: 112-55-0
EC / EINECS Number: 203-984-1
Molecular Formula: C₁₂H₂₆S
Molecular Weight: ~202.40 g/mol
Appearance: Colorless to pale-yellow oily liquid
Odor: Strong, characteristic “skunk-like” sulfur odor
Chemical Class: Thiol (organosulfur compound)
Density (20°C): 858 kg/m3
Viscosity (20 °C): 3.24 mPa.s (cP)
Flash point (closed cup): 128 °C
Vapour pressure (20°C): 0.003 mbar (hPa)
Vapour pressure (50°C): 0.063 mbar (hPa)
Refractive index (20°C): 1.461
Boiling point: ≥ 274 °C
Melting point < -30°C
Decomposition temperature: 350°C
State at 20 °C: Liquid
Color: Colorless to light yellow
Odor: Strong, characteristic skunk-like sulfurous odor
Density: ~0.845 g/mL at 25 °C
Melting/Freezing Point: ~-7 °C
Boiling Point: ~266–283 °C (literature range)
Refractive Index: ~1.459 (n20/D)
Vapor Density: ~7 (vs air)
Vapor Pressure: Very low (~0.002 hPa at 20 °C)
Solubility: Practically insoluble in water; soluble in organic solvents (e.g., methanol, chloroform)
n-Octanol/Water Partition Coefficient (Log P): High (~6.18) indicating strong hydrophobic character
Chemical Behavior: Thiol functionality gives reactive sulfur center prone to oxidation to disulfides; incompatible with oxidizing agents
FIRST AID MEASURES of DODECYL MERCAPTAN:
-Description of first-aid measures:
*General advice:
First aiders need to protect themselves.
Show this material safety data sheet to the doctor in attendance.
*If inhaled:
After inhalation:
Fresh air.
Call in physician.
*In case of skin contact:
Take off immediately all contaminated clothing.
Rinse skin with water/ shower.
Call a physician.
*In case of eye contact:
After eye contact:
Rinse out with plenty of water.
Immediately call in ophthalmologist.
Remove contact lenses.
*If swallowed:
After swallowing:
Call a physician immediately.
-Indication of any immediate medical attention and special treatment needed:
No data available
ACCIDENTAL RELEASE MEASURES of DODECYL MERCAPTAN:
-Environmental precautions:
Do not let product enter drains.
-Methods and materials for containment and cleaning up:
Cover drains.
Collect, bind, and pump off spills.
Take up with liquid-absorbent material.
Dispose of properly.
Clean up affected area.
FIRE FIGHTING MEASURES of DODECYL MERCAPTAN:
-Extinguishing media:
*Suitable extinguishing media:
Carbon dioxide (CO2)
Foam
Dry powder
*Unsuitable extinguishing media:
For this substance/mixture no limitations of extinguishing agents are given.
-Further information:
Suppress (knock down) gases/vapors/mists with a water spray jet.
EXPOSURE CONTROLS/PERSONAL PROTECTION of DODECYL MERCAPTAN:
-Control parameters:
--Ingredients with workplace control parameters:
-Exposure controls:
-Personal protective equipment:
*Eye/face protection:
Use Tightly fitting safety goggles.
Full contact:
Material: butyl-rubber
Minimum layer thickness: 0,7 mm
Break through time: 480 min
Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0,4 mm
Break through time: 30 min
*Body Protection:
Protective clothing.
-Control of environmental exposure:
Do not let product enter drains.
HANDLING and STORAGE of DODECYL MERCAPTAN:
-Conditions for safe storage, including any incompatibilities:
*Storage conditions:
Tightly closed.
STABILITY and REACTIVITY of DODECYL MERCAPTAN:
-Chemical stability:
The product is chemically stable under standard ambient conditions (room temperature).
-Possibility of hazardous reactions:
No data available