Dodecylbenzenesulfonic acid

Base Information

• Chemical Name: Dodecylbenzenesulfonic acid
• CAS No.: 27176-87-0
• Molecular Formula: C18H30O3S
• Molecular Weight: 326.49
• Hs Code.: H3(CH2)11C6H4SO3H MOL WT. 326.49
• European Community (EC) Number: 248-289-4,287-494-3
• UN Number: 2584
• UNII: QMO4A07H35
• DSSTox Substance ID: DTXSID10860152
• Nikkaji Number: J181.022G
• Wikidata: Q27287337
• Metabolomics Workbench ID: 44665
• Mol file: 27176-87-0.mol

Synonyms:deterlon;Dobanic acid 83;dodecyl benzene sulfonic acid sodium;dodecylbenzenesulfonic acid;dodecylbenzenesulfonic acid, potassium salt;dodecylbenzenesulfonic acid, sodium salt;sodium dodecyl benzene sulfonate;sodium dodecylbenzenesulfonate;sodium laurylbenzenesulfonate;sulfanol;sulfanol NP 1;sulfonol

Chemical Property of Dodecylbenzenesulfonic acid

Chemical Property:

• Appearance/Colour: Brown liquid
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 10°C
• Refractive Index: n20/D 1.51
• Boiling Point: 82°C
• PKA: 0.7[at 20 ℃]
• Flash Point: 85°F
• PSA: 62.75000
• Density: 1.06g/mLat 20°C(lit.)
• LogP: 6.47750
• Storage Temp.: 2-8°C
• Solubility.: water, alcohols, glycol ethers, glycols, esters, ketones, aromat
• Water Solubility.: 100mg/L at 25℃
• XLogP3: 6.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 12
• Exact Mass: 326.19156599
• Heavy Atom Count: 22
• Complexity: 359
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

Dodecylbenzenesulfonic acid solution 70 wt. % in isopropanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R10:; R22:; R34:
• Hazard Codes: C
• Statements: 34-22-10-67
• Safety Statements: 26-36/37/39-45-16

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: UVCB,Other Classes -> Benzenesulfonic Acid Derivatives
• Canonical SMILES: CCCCCCCCCCCCC1=CC=CC=C1S(=O)(=O)O
• Chemical Composition and Structure: Dodecylbenzenesulfonic acid (DBSA) is an organic compound with the chemical formula CH3(CH2)11C6H4SO3H. It consists of a dodecyl (C12) alkyl chain attached to a benzene ring, with a sulfonic acid group (-SO3H) attached to the benzene ring.
• Production Methods: DBSA is primarily synthesized through the sulfonation of dodecylbenzene (DDB), typically using sulfur trioxide (SO3) as a sulfonating agent in various reaction conditions. For example, DBSA can be synthesized by liquid-liquid sulfonation using concentrated sulfuric acid, silica sulfuric acid, or sulfuryl chloride as sulfonating agents in stirred tank reactors. Alternatively, liquid-gas sulfonation with sulfur trioxide diluted in air or nitrogen in falling-film reactors can also be employed.
• Uses: Surfactant:; DBSA is a significant anionic surfactant utilized in various applications, including as a cleaning agent in the daily chemical industry and as chemical oil-displacing agents in tertiary oil recovery.; Polymer Additive:; DBSA is used as a dopant and surfactant in the synthesis of conducting polymer polyaniline, improving its processibility and thermal stability. It also plays a role in forming micelles, affecting the size of polymeric nanoparticles during polymerization.; Estherification:; DBSA enhances the reaction rate and conversion of esterification reactions for the production of organic esters under relatively mild conditions.; Stabilization:; DBSA contributes to the double sterical stabilization of technical water-based ferrofluids, aqueous dispersions of magnetic nanoparticles, by forming a second surfactant layer at the surface of magnetite nanoparticles.
• Mechanism of Action: In the sulfonation process, DDB reacts with SO3 to form dodecyl-phenyl-pyrosulfuric acid as an intermediate, which then further reacts to produce DBSA. The formation and interaction of DBSA micelles in aqueous solutions are crucial for its surfactant properties and applications.