Vaccine Lab / Alfa Chemistry
2-(Dodecyldimethylammonio)acetate

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2-(Dodecyldimethylammonio)acetate

Catalog Number ACM683103-1
CAS 683-10-3
Structure
Synonyms Lauryl betaine
IUPAC Name 2-[Dodecyl(dimethyl)azaniumyl]acetate
Molecular Weight 271.44
Molecular Formula C16H33NO2
Canonical SMILES CCCCCCCCCCCC[N+](C)(C)CC(=O)[O-]
InChI InChI=1S/C16H33NO2/c1-4-5-6-7-8-9-10-11-12-13-14-17(2,3)15-16(18)19/h4-15H2,1-3H3
InChI Key DVEKCXOJTLDBFE-UHFFFAOYSA-N
Complexity 221
Covalently-Bonded Unit Count 1
Defined Atom Stereocenter Count 0
Exact Mass 271.251129295
Heavy Atom Count 19
Hydrogen Bond Acceptor Count 2
Hydrogen Bond Donor Count 0
Monoisotopic Mass 271.251129295
Rotatable Bond Count 12
Topological Polar Surface Area 40.1 Ų
Knowledge & Learning Case Study Q&A

Corrosion Inhibition Efficiency of 2-(Dodecyldimethylammonio) Acetate on Q235 Steel in Acidic Environments

Inhibition effect of green Betaine type surfactants on Q235 steel in 1 mol·L-1 hydrochloric acid: The experimental and theoretical research Liu Q, et al. Journal of Molecular Structure, 2022, 1262, 133023.

This study explores the inhibition efficiency of 2-(Dodecyldimethylammonio) acetate (BS-12), a betaine-type surfactant, for protecting Q235 steel in 1 mol⋅L-1 hydrochloric acid (HCl) solution.
BS-12, along with its counterpart, 3-(N,N-dimethyldodecylammonio) propanesulfonate (SB3-12), was evaluated using various analytical techniques. The results demonstrated that BS-12 exhibited a superior corrosion inhibition efficiency of 95.98% at a concentration of 1 × 10-1 mol⋅L-1 and 30 °C, significantly outperforming SB3-12 (89.06%) and betaine, which showed negligible protective effects.
Mechanism of Inhibition
The protective mechanism of BS-12 is a combination of physisorption and chemisorption on the steel surface. Initially, chloride ions (Cl-) from HCl adsorb onto the Q235 surface, rendering it partially negatively charged. The positively charged quaternary ammonium group of BS-12 binds to the steel surface through electrostatic interactions, facilitated by these Cl- ions. Concurrently, the negatively charged carboxyl group of BS-12 adsorbs onto positively charged areas on the metal surface. This forms a compact adsorption layer that inhibits further corrosive attack.
Subsequent molecular interactions involve the donation of lone pair electrons from heteroatoms within BS-12, leading to the formation of coordination covalent bonds with the metal surface. This chemisorption process further stabilizes the inhibitor film, resulting in a denser and more robust protective layer compared to SB3-12. As the adsorption progresses, the Cl- ions are gradually displaced by BS-12 molecules due to their stronger binding affinity, providing a continuous, efficient barrier against corrosion.

Corrosion Inhibition of 2-(Dodecyldimethylammonio) Acetate on AA2024-T3 Aluminum Alloy

Corrosion inhibition effect of betaine type quaternary ammonium salt on AA2024-T3 in 0.01 mol·L-1 NaOH: Experimental and theoretical research Liu Q, et al. Journal of Molecular Structure, 2023, 1274(Part 1), 134395.

This case study focuses on the corrosion inhibition performance of 2-(Dodecyldimethylammonio) acetate (BS-12), a betaine-type quaternary ammonium salt, on AA2024-T3 aluminum alloy in an alkaline medium (0.01 mo/L NaOH). The results indicate that BS-12 exhibits significant corrosion inhibition, with efficiency ranging from 68.75% to 92.61%, depending on its concentration (1 × 10-3 ~ 1 × 10-1 mol/L).
BS-12 functions as a mixed-type inhibitor, affecting both anodic and cathodic reactions, though it predominantly inhibits anodic reactions. The presence of a protective film formed by BS-12 on the AA2024-T3 surface was confirmed by atomic force microscopy (AFM), X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), and energy-dispersive spectroscopy (EDS). This film acts as a barrier, reducing the metal's exposure to the corrosive medium.
Quantum chemical calculations and molecular dynamics simulations further support these findings, revealing that the corrosion inhibition mechanism of BS-12 involves chemisorption via electron transfer. The inhibitor's hydrophobic tail aligns parallel to the metal surface, preventing corrosive ions from approaching. However, the larger steric hindrance of BS-12 leads to some desorption over time, resulting in a relatively loose protective film that might allow minor penetration of corrosive ions.

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