14933-08-5

Basic information

• Product Name: N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate
• Synonyms: 3-(DodecyldiMethylaMMonio)propane-1-sulfonate;3-(N,N- twoMethyl twelvealkyl aMMoniuM)propanesulfonate;3-(Dodecyldimethylammonio)propanesulfonate solution;Detergent Screening Solution 46/Fluka kit no 66317;N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate solution;3-(Lauryldimethylammonio)propane-1-sulfonate;N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate (Sulfobetaine 12);Anzergent 3-12
• CAS NO: 14933-08-5
• Molecular Formula: C₁₇H₃₇NO₃S
• Molecular Weight: 335.55
• EINECS: 239-002-3
• Product Categories: Ammonium Polyhalides, etc. (Quaternary);Quaternary Ammonium Compounds;Detergents;Isotope Labeled Compounds;Sulfur & Selenium Compounds;Isotope Labelled Compounds
• Mol File: 14933-08-5.mol
• Article Data: 11

Chemical Properties

• Melting Point: 250-260 °C (dec.)
• Flash Point: 110 °C
• Appearance: white/Powder
• Storage Temp.: 2-8°C
• Solubility: H2O: 1 M at 20 °C, clear, colorless
• Water Solubility: Soluble at 1M in water.
• Sensitive: Hygroscopic
• BRN: 4145308
• CAS DataBase Reference: N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate(14933-08-5)
• EPA Substance Registry System: N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate(14933-08-5)

Safety Data

• Hazard Codes: C,Xi,Xn
• Statements: 34-36/37/38-20/21/22
• Safety Statements: 26-36/37/39-45-36-24/25-22-37/39
• RIDADR: UN 3261 8/PG 3
• WGK Germany: 3
• F: 3
• TSCA: Yes
• Hazardous Substances Data: 14933-08-5(Hazardous Substances Data)

Usage

Description

N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate, also known as Zwittergent 3-12, is a zwitterionic surfactant characterized by its unique structure that includes a dodecyl chain, a 3-sulfatopropyl group, and two methyl groups attached to the ammonium nitrogen. N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate is a white powder and is widely recognized for its ability to interact with various substances due to its amphiphilic nature.

Uses

Used in Nanomaterial Synthesis:
N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate is used as a surfactant for the preparation of metal and mixed metallic particles in the field of nanomaterial synthesis. Its amphiphilic properties allow it to stabilize and control the size of the nanoparticles, making it a valuable component in the synthesis process.
Used in Biochemical Applications:
In the biochemical industry, Zwittergent 3-12 is utilized as a detergent for protein solubilization. It aids in the removal of target substances from solutions through the foam separation method, which is crucial for various biochemical processes and analyses.
Used in Protein Structural Studies:
N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate has been employed in research to assess protein structural changes in mixed systems of ionic and zwitterionic surfactants. This application is significant for understanding the behavior of proteins in different environments and their interactions with other molecules.
Used in Investigating Interactions:
The compound has also been used in studies to explore the interactions between ionic liquids and zwitterionic surfactants, providing insights into the properties and potential applications of these combinations.
Used in Alkyl Sulfobetaine-Type Detergents:
N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate is a key component in the formulation of alkyl sulfobetaine-type detergents, which are used in various cleaning and industrial applications due to their effective cleaning properties and mildness on surfaces.

InChI:InChI=1/C17H35NO5S/c1-5-6-7-8-9-10-11-12-13-14-15-17(16(19)20,18(2,3)4)24(21,22)23/h5-15H2,1-4H3,(H-,19,20,21,22,23)

Upstream product

• 1120-71-4 1,3-propanesultone 
• 112-18-5 N,N-dimethylaminododecane 
• 24308-28-9 1,3-propanesultine 

Downstream Products

• 1427772-22-2 3-(N,N-dimethyldodecylammonium)propanesulfonic acid p-toluenesulfonate 

Relevant articles and documents

Surface and Antimicrobial Activity of Sulfobetaines

Sulfobetaines belong to the group of zwitterionic surfactants. They are electroneutral salts, which have in the same molecule, two ionic centers with different charge. Due to the specific structure they exhibit excellent properties such as good solubility in water and detergency. In this paper we present surface properties and adsorption parameters of sulfobetaines in water/air systems. From the adsorption isotherms the CMC value, the surface tension and surface pressure at the CMC as well as the efficiency of adsorption were determined. Physicochemical analyses of the data allowed for the further description of adsorption process. Results showed that sulfobetaines exhibit good surface properties especially low CMC and p20 values. Additionally the antimicrobial activity of sulfobetaines solutions against gram-positive and gram-negative bacteria were tested by the well-diffusion method. MIC values and growth kinetics were determined by microdilution method. Antimicrobial assays demonstrated that sulfobetaines can be good antibacterial agents, but the activity of surfactants strongly depends on alkyl chain length.

Eco-friendly synthesis of 1,8-dioxo-octahydroxanthenes catalyzed by ionic liquid in aqueous media

A biodegradable functionalized ionic liquid 3-(N,N-dimethyldodecylammonium) propanesulfonic acid hydrogen sulfate ([DDPA][HSO4]) was prepared and used as a Bronsted acid-surfactant-combined catalyst for the eco-friendly one-pot synthesis of 1,8-dioxo-octahydroxanthenes at 100°C in water. Under these conditions, the reaction of various aromatic aldehydes with dimedone generated 1,8-dioxo-octahydroxanthenes in good yields with a simple postreaction procedure. The products could simply be separated from the catalyst/water system, and the catalyst could be reused at least six times without noticeably decreasing the catalytic activity.

Room temperature deep eutectic solvents of (1S)-(+)-10-camphorsulfonic acid and sulfobetaines: Hydrogen bond-based mixtures with low ionicity and structure-dependent toxicity

Twelve novel deep eutectic solvents (DESs) were prepared and characterized in this work. They are mixtures of (1S)-(+)-10-camphorsulfonic acid (CSA) and differently structured sulfobetaines (SBs) with aliphatic, aromatic and amphiphilic moieties. They are liquids at room temperature, their melting points span, in fact, from -5° to 19 °C, so we can name these mixtures RTDESs (room temperature deep eutectic solvents). These zwitterionic DESs were characterized in terms of their viscosity, conductivity (and therefore ionicity via Walden plots), density, surface tension and toxicity on eukaryotic model cells. The collected data suggest that the interaction between CSA and the SBs can be ascribed as a hydrogen bond instead of a proton transfer, therefore they are not ionic liquids. To our knowledge, their position on the Walden plot, in the left portion close to the diagonal, has not yet been observed for other DESs or ionic liquid systems and indicates the low ionicity of these mixtures. A FTIR-based bioassay was performed to determine the toxicity of these mixtures on eukaryotic model cells (Saccharomyces cerevisiae). The DESs showed merely a dehydrating effect on the cells, similar to that produced by CaCl2, a low cell toxicity salt. This supports these DESs as promising green media. Amphiphilic SBs DESs showed a stronger effect on the cells and a structure-activity trend can be described for this class. A preliminary study on the use of these novel DESs as Bronsted catalyst media was accomplished by the use of one of them in chalcone synthesis, which showed promising catalytic and recycling capabilities.

AMINO- OR AMMONIUM-CONTAINING SULFONIC ACID, PHOSPHONIC ACID AND CARBOXYLIC ACID DERIVATIVES AND THEIR MEDICAL USE

The present invention relates to amino- or ammonium-containing sulfonic acid, phosphonic acid and carboxylic acid derivatives, in particular the compounds of formula 1, 2, 3, 4, 5 or 6, and their medical use, including their use in the treatment, prevention or amelioration of an inflammatory, autoimmune and/or allergic disorder.