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

Uses

Different sources of media describe the Uses of 14933-08-5 differently. You can refer to the following data:
1. Widely used as a surfactant in nanomaterial synthesis for the preparation of metal and mixed metallic particles, Also, for use in biochemical materials.
2. Zwittergent 3-12 Detergent is useful for protein solubilization. Used to remove target substances from solution via foam separation method.
3. N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate has been used in a study to assess protein structural change in a mixed system of ionic and zwitterionic surfactants. It has also been used in a study to investigate the interaction between ionic liquid and zwitterionic surfactant.
4. A component of alkyl sulfobetaine-type detergents.

Chemical Properties

White powder

Definition

ChEBI: An ammonium betaine in which the ammonium nitrogen is substituted by dodecyl, 3-sulfatopropyl and two methyl groups.

General Description

N-Dodecyl-N,N-dimethyl-3-ammonio-1-propanesulfonate is a zwitterionic surfactant.

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

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

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.