1120-02-1

Basic information

• Product Name: Octadecy trimethyl ammonium bromide
• Synonyms: Octedecyl trimethyl ammonium bromide;Stearyltrimethylaminium·bromide;Trimethyl(octadecyl)aminium·bromide;1-Octadecanaminium, N,N,N-trimethyl-, bromide;1-Octadecanaminium, N,N,N-trimethyl-, bromide (1:1);Einecs 214-294-5;Trimethyloctadecylammonium bromide,Octadecyltrimethylammonium bromide;Stearyl Trimethyl Am
• CAS NO: 1120-02-1
• Molecular Formula: Br*C₂₁H₄₆N
• Molecular Weight: 392.5
• EINECS: 214-294-5
• Product Categories: Quaternary Ammonium Compounds;Aliphatics;Ammonium Bromides (Quaternary)
• Mol File: 1120-02-1.mol

Chemical Properties

• Melting Point: ~250 °C (dec.)(lit.)
• Boiling Point: 543.31℃[at 101 325 Pa]
• Appearance: white powder
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: soluble
• Stability: Stable. Hygroscopic. Incompatible with strong oxidizing agents. Protect from moisture.
• BRN: 3574090
• CAS DataBase Reference: Octadecy trimethyl ammonium bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Octadecy trimethyl ammonium bromide(1120-02-1)
• EPA Substance Registry System: Octadecy trimethyl ammonium bromide(1120-02-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN 3077 9 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1120-02-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Octadecy trimethyl ammonium bromide is used as a Dynamin I inhibitor for various pharmaceutical applications. Dynamin I is a protein involved in the regulation of vesicular trafficking, and its inhibition can have therapeutic effects on certain conditions.
Used in Material Science:
In the field of material science, Octadecy trimethyl ammonium bromide is used as a surfactant. Its surfactant properties allow it to lower the surface tension between two liquids or between a liquid and a solid, making it useful in the preparation of polyoxomolybdate-surfactant hybrid layered crystals.
Used in Chromatography:
Octadecy trimethyl ammonium bromide is also utilized as a surface modifier in liquid chromatography. Its cationic nature enables it to interact with various compounds, improving the separation and analysis of different substances in complex mixtures.

Flammability and Explosibility

Notclassified

Purification Methods

Crystallise it from EtOH or H2O (solubility is 1 in 1000parts). It is very soluble in Me2CO. It is a bactericide. [Sheldon et al. J Am Chem Soc 68 754 1946, Grieger & Kraus J Am Chem Soc 70 3805, 38007, Beilstein 4 IV 827.]

InChI:InChI=1/C21H46N.BrH/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(2,3)4;/h5-21H2,1-4H3;1H/q+1;/p-1

Upstream product

• 112-89-0 1-Bromooctadecane 
• 75-50-3 trimethylamine 

Relevant articles and documents

Antimicrobial activity of n-alkyltrimethylammonium bromides: Influence of specific growth rate and nutrient limitation

The antimicrobial activity of an homologous series of n-alkyltrimethylammonium bromides has been assessed towards Escherichia coli grown at a variety of specific growth rates and under various conditions of nutrient limitation. For each individual set of growth conditions activity was parabolically related to the n-alkyl chain length of the compounds and thus to compound lipophilicity (log P). The compound that showed optimal activity and thereby optimal lipophilicity (log P0) changes according to growth rate and nutrient limitation. Such changes are related to variations in the gross cell envelope composition of the cultures (phospholipid, lipopolysaccharide, neutral lipids, proteins). The data therefore support the hypothesis that changes in growth rate and nutrient limitation alter the overall lipophilicity of the cell envelope and thereby the optimal value of log P for compounds to traverse it. Additionally, the data suggest that for the compounds examined, the acidic:neutral phospholipid ratios of the cell envelope, also influence the permeation of it.

Odd-even effect and unusual behavior of dodecyl-substituted analogue observed in the crystal structure of alkyltrimethylammonium-[Ni(dmit) 2]- salts

A series of [Ni(dmit)2]- (dmit: 1,3-dithiole-2- thione-4,5-dithiolato) salts of alkyltrimethylammonium (Cn: n represents the alkyl chain length; n = 3 and 518) have been prepared and analyzed by X-ray structural analysis. All complex salts have been found to be composed of alternate sheets of [Ni(dmit)2]- anions and sheets of cations with a pronounced interdigitation of the alkyl chains. However, molecular arrangement differed between (C3)[Ni(dmit)2] and other (Cn)[Ni(dmit)2] (n = 518). Adjacent cations were aligned along the long axis of [Ni(dmit)2]- anion in C3 complex salt, while in others (C5-C18 complex salts), they were aligned toward the short axis. Such a difference in arrangement arose from correlativity between the lengths of the long axis of cation and anion, namely CLCA. Furthermore, relative orientation between the alkyl chain of cation and [Ni(dmit)2]- anion differed between the odd- and even-numbered cations for C10-C18. Whereas the plane of alkyl chain for odd-numbered cation was normal to the plane of [Ni(dmit)2]- anion, that of even-numbered cation was parallel. It was also found that C12 analog behaved like odd-numbered cations. However, in C12 salt, the end methyl group of the dodecyl group adopted unusual end-gauche conformation.

Effects of Single-Stranded n-Alkyl Amphiphiles on the Conformational and Dynamic Behavior of Lecithin Sonicated Bilayers and Micelles Studied by 13C NMR. A Measure of Lipid Resistance against Disruption of the Bilayer Orientation

The triplet fine structures in the 13C NMR spectra of carbons in the ?-position to nitrogen in several n-alkyltrimethylammonium bromides (TAB's), DMPC, and DPPC have been studied in different aggregational states under conditions of enhanced proton noise decoupling.Under the same conditions, the signals of the hydrophobic tails of the lecithins could also be studied better than hitherto, mainly by virtue of relatively narrow signals.It is shown that relatively small changes in packing and lateral motions can be detected.Intercalation of several n-alkyltrimethylammonium bromides in lecithin vesicles causes no decrease of the lipid -N+(CH3)3 mobility around the CH2-CH2 head-group linkage nor a decrease in acyl chain mobility.Moreover, no changes in acyl chain kinking are detected.On the other hand, the incorporated TAB molecules are forced by the lecithin molecules toward severely restricted head-group and tail mobilities.For those combinations of PC and TAB's where the TAB 13C NMR signals are detectable, a change in the conformational equilibrium toward more extension is found.A packing model for the incorporation of TAB's in PC vesicles is presented which probably has a rather general validity.The behavior of mixed micelles of PC's and TAB's, originating from enhancing the latter's concentration, is also described.In these systems, mobilities and chain kinking are increased with respect to the vesicular state.

Anticalculus composition

This invention relates to an improved composition for inhibiting dental plaque and calculus formation, comprising zinc ions and a non-toxic, organoleptically acceptable antibacterial agent in an orally acceptable medium, and to a process for retarding the growth of dental plaque and calculus by application to the teeth of the above composition.