57155-63-2

Basic information

• Product Name: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE
• Synonyms: DODECYL(2-HYDROXY-1-METHYL-2-PHENYLETHYL)DIMETHYLAMMONIUM BROMIDE;(-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE;[R-(R*,S*)]-dodecyldimethyl(α-methylphenacyl)ammonium bromide;[R-(R*,S*)]-dodecyldimethyl(alpha-methylphenacyl)ammonium bromide;(-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE 99+%;(-)-DMEB, (1R,2S)-Dodecyl(2-hydroxy-1-methyl-2-phenylethyl)dimethylammonium bromide;(1R,2S)-(-)-N-Dodecyl-N-methylephedrinium bromide;[(1S,2R)-2-Hydroxy-1-methyl-2-phenylethyl](dodecyl)dimethylaminium·bromide
• CAS NO: 57155-63-2
• Molecular Formula: Br*C₂₃H₄₂NO
• Molecular Weight: 428.49
• EINECS: 260-596-5
• Mol File: 57155-63-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 80-82 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• BRN: 5421952
• CAS DataBase Reference: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE(57155-63-2)
• EPA Substance Registry System: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIDE(57155-63-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36
• WGK Germany: 3
• Hazardous Substances Data: 57155-63-2(Hazardous Substances Data)

Usage

General Description

(-)-N-Dodecyl-N-methylephedrinium bromide is a chemical compound that belongs to the class of quaternary ammonium compounds. It is a surfactant and an ionic liquid used in various industrial and scientific applications. This chemical is commonly used as a phase transfer catalyst in organic reactions, as it can facilitate the transfer of reactants between two immiscible phases. It is also used as an emulsifier and a corrosion inhibitor in different formulations. Additionally, (-)-N-Dodecyl-N-methylephedrinium bromide has been studied for its potential antiviral and antibacterial properties, making it a versatile and important chemical in many industries.

InChI:InChI=1/C23H40NO.BrH/c1-5-6-7-8-9-10-11-12-13-17-20-24(3,4)21(2)23(25)22-18-15-14-16-19-22;/h14-16,18-19,21H,5-13,17,20H2,1-4H3;1H/q+1;/p-1/t21-;/m1./s1

Upstream product

• 1201-56-5 (1S,2S)-N-Methylpseudoephedrine 
• 143-15-7 1-dodecylbromide 
• 90-82-4 pseudoephedrine 
• 552-79-4 (-)-N-methylephedrine 

Downstream Products

• 14212-54-5 (+)-(R,R)-β-methylstyrene oxide 
• 1261244-80-7 CHO₃^(1-)*C₂₃H₄₂NO⁽¹⁺⁾ 
• 1261244-81-8 C₃H₅O₃^(1-)*C₂₃H₄₂NO⁽¹⁺⁾ 
• 1357498-62-4 C₃H₅O₃^(1-)*C₂₃H₄₂NO⁽¹⁺⁾ 

Relevant articles and documents

Spectral and physicochemical characterization of dysprosium-based multifunctional ionic liquid crystals

We report on the synthesis and characterization of multifunctional ionic liquid crystals (melting points below 100 °C) which possess chirality and fluorescent behavior as well as mesomorphic and magnetic properties. In this regard, (1R,2S)-(-)-N-methylephedrine ((-)MeEph), containing a chiral center, is linked with variable alkyl chain lengths (e.g., 14, 16, and 18 carbons) to yield liquid crystalline properties in the cations of these compounds. A complex counteranion consisting of trivalent dysprosium (Dy3+) and thiocyanate ligand (SCN-) is employed, where Dy3+ provides fluorescent and magnetic properties. Examination of differential scanning calorimetry (DSC) and hot-stage polarizing optical microscopy (POM) data confirmed liquid crystalline characteristics in these materials. We further report on phase transitions from solid to liquid crystal states, followed by isotropic liquid states with increasing temperature. These compounds exhibited two characteristic emission peaks in acetonitrile solution and the solid state when excited at ex = 366 nm, which are attributed to transitions from 4F9/2 to 6H15/2 and 4F9/2 to 6H13/2. The emission intensities of these compounds were found to be very sensitive to the phase.

Deracemization of bilirubin as the marker of the chirality of micellar aggregates

The deracemization of bilirubin in micellar aggregates of structurally correlated chiral surfactants was studied by circular dichroism experiments and exploited as the marker of the expression of chirality of the aggregates. The obtained results suggest that the hydrophobic interactions control the transfer of chirality from the monomers to the aggregates, and that different regions of the same aggregate might feature opposite enantiorecognition capabilities.