CAS 68207-00-1 Dodecylethyldimethylammonium bromide

Dodecylethyldimethylammonium Bromide as a Growth Director for the Synthesis of Gold Nanorods

Synthesis of less toxic gold nanorods by using dodecylethyldimethylammonium bromide as an alternative growth-directing surfactant Allen JM, et al. Journal of Colloid and Interface Science, 2017, 505, 1172-1176.

The low-toxicity surfactant dodecylethyldimethylammonium bromide (C₁₂EDMAB) serves as an effective growth-directing agent in the synthesis of gold nanorods. The synthesis procedure is as follows:
First, add 600 μL of 0.01 M ice-cold sodium borohydride to a 2.5×10^-4 M chloroauric acid solution containing 0.15 M C₁₂EDMAB. Stir the mixture vigorously for 10 minutes to form approximately 1.5 nm spherical "seed" particles. After a minimum of 45 minutes, introduce 12 μL of these seed particles into a growth solution composed of 9.5 mL of 0.15 M C₁₂EDMAB, 80 μL of 0.01 M silver nitrate, 5×10^-4 M chloroauric acid, and 60 μL of 0.1 M ascorbic acid. Allow the nanorods to grow overnight.
The resulting nanorod solution is then purified twice by centrifugation at 6500 rpm for 25 minutes. After each centrifugation, add 30 μL of 0.15 M C₁₂EDMAB per milliliter of the rod solution to ensure particle stability. After purification, combine all nanorods and resuspend them to a total volume of 25 mL, yielding a solution concentrated approximately fourfold.

Surface Properties and Aggregation Behavior of Dodecylethyldimethylammonium Bromide in Mixed Surfactant Systems

Mixed surfactant (altering chain length and head group) aggregates as an effective carrier for tuberculosis drug Kumar A, et al. Chemistry and Physics of Lipids, 2018, 215, 11-17.

This study investigates the surface properties and aggregation behavior of dodecylethyldimethylammonium bromide (DDAB) when mixed with both cationic and non-ionic surfactants, exploring its potential in drug solubilization, specifically for the anti-tuberculosis drug rifampicin (RIF).
Surface Properties and Aggregation Behavior
The study analyzed the critical aggregation concentration (cac) and surface properties such as surface excess (Γmax), minimum area occupied (Amin), and surface pressure at cac (Πcac) using surface tension measurements. The results revealed that the cac value is significantly influenced by the chain length of the cationic surfactants and the hydrophilic-lipophilic balance (HLB) of the non-ionic surfactants. The presence of DDAB, particularly in cationic-cationic and cationic-non-ionic surfactant mixtures, reduced the head group repulsions, thereby enhancing the efficiency of surfactant aggregation and vesicle formation.
Solubilization of Rifampicin (RIF)
The study employed UV-vis spectroscopy to monitor the solubility and stability of RIF in these formulations. The molar solubilization ratio (MSR) indicated a tenfold enhancement in RIF solubility compared to previous observations. Non-ionic-cationic mixed surfactant systems, particularly those with DDAB, were more effective in solubilizing RIF than cationic-cationic systems, with the exception of DiDDAB + DDAB mixed vesicles.
Stability of Rifampicin
The study used fluorescence spectroscopy and transmission electron microscopy (TEM) to trace the drug's location within the micelles and vesicles. It was found that RIF primarily resides in the partial polar medium of cationic-cationic vesicles and the slightly hydrophobic environment of non-ionic-cationic mixed aggregates.

Catalog Number	ACM68207001-1
CAS	68207-00-1
Structure
Synonyms	Dimethyldodecylethylammonium bromide; Dodecyldimethylethylammonium bromide
IUPAC Name	dodecyl-ethyl-dimethylazanium;bromide
Molecular Weight	322.37
Molecular Formula	C16H36BrN
Canonical SMILES	CCCCCCCCCCCC[N+](C)(C)CC.[Br-]
InChI	InChI=1S/C16H36N.BrH/c1-5-7-8-9-10-11-12-13-14-15-16-17(3,4)6-2;/h5-16H2,1-4H3;1H/q+1;/p-1
InChI Key	FFGSPQDSOUPWGY-UHFFFAOYSA-M
Melting Point	185-188 °C (lit.)
Purity	≥98%
Solubility	Soluble in water (50 mg/mL)
Appearance	Powder
Storage	Ambient
Complexity	152
Covalently-Bonded Unit Count	2
Defined Atom Stereocenter Count	0
EC Number	269-249-2
Exact Mass	321.20311
Heavy Atom Count	18
Hydrogen Bond Acceptor Count	1
Hydrogen Bond Donor Count	0
Isomeric SMILES	CCCCCCCCCCCC[N+](C)(C)CC.[Br-]
MDL Number	MFCD00043170
Monoisotopic Mass	321.20311
Physical State	Solid
Rotatable Bond Count	12
Storage Conditions	4 °C
Topological Polar Surface Area	0 Å²