31351-20-9

Basic information

• Product Name: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMI&
• Synonyms: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMI&;Dodecyldimethyl(α-methylphenacyl)ammonium bromide;dodecyldimethyl(alpha-methylphenacyl)ammonium bromide;Benzeneethanaminium, N-dodecyl-.beta.-hydroxy-N,N,.alpha.-trimethyl-, bromide;Dimethyldodecyl(1-methyl-2-phenyl-2-hydroxyethyl)aminium·bromide
• CAS NO: 31351-20-9
• Molecular Formula: Br*C₂₃H₄₂NO
• Molecular Weight: 426.4738
• EINECS: 260-596-5
• Mol File: 31351-20-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 80-82 °C(lit.)
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: g/cm³
• CAS DataBase Reference: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMI&(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMI&(31351-20-9)
• EPA Substance Registry System: (-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMI&(31351-20-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 31351-20-9(Hazardous Substances Data)

Usage

General Description

(-)-N-DODECYL-N-METHYLEPHEDRINIUM BROMIUM (DMB) is a quaternary ammonium compound primarily used as a phase transfer catalyst in organic synthesis. It is a white crystalline solid that is soluble in non-polar solvents. DMB is known for its ability to facilitate the transfer of reactants between aqueous and organic phases, making it a valuable tool for reactions that would otherwise be difficult to conduct in traditional aqueous or organic media. It is also used as a surfactant and emulsifying agent in various industrial applications. DMB is a powerful and versatile chemical with a wide range of uses in organic chemistry and industrial processes.

InChI:InChI=1/C23H42NO.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;/h14-16,18-19,21,23,25H,5-13,17,20H2,1-4H3;1H/q+1;/p-1/t21-,23+;/m1./s1

Upstream product

• 552-79-4 (-)-N-methylephedrine 
• 143-15-7 1-dodecylbromide 

Downstream Products

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

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.