561-41-1

Basic information

• Product Name: 4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol
• Synonyms: 4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol;.alpha.,.alpha.-bis [(dimethylamino)phenyl]-4-(methylamino)-Benzenemathanol;4-Methylamino-4',4''-bis(dimethylamino)triphenylmethanol;Bis(4-dimethylaminophenyl)(4-methylaminophenyl)methanol;α,α-Bis[4-(dimethylamino)phenyl]-4-(methylamino)benzenemethanol;4,4'-bis(diMethylaMino)-4''- (MethylaMino)trityl;α,α-Bis[4-(dimethylamino)phenyl]-4-(methylamino)-benzenemethanol (>75%);α,α-Bis[4-(dD471285imethylamino)phenyl]-4-(methylamino)-benzenemethanol (>75%)
• CAS NO: 561-41-1
• Molecular Formula: C₂₄H₂₉N₃O
• Molecular Weight: 375.50656
• EINECS: 209-218-2
• Mol File: 561-41-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 575.3°Cat760mmHg
• Flash Point: 301.7°C
• Appearance: /
• Density: 1.152g/cm³
• Vapor Pressure: 0Pa at 25℃
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 14.31±0.29(Predicted)
• Water Solubility: 14.01-90mg/L at 25-30℃
• Stability: Light Sensitive, Unstable in Solution
• CAS DataBase Reference: 4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol(561-41-1)
• EPA Substance Registry System: 4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol(561-41-1)

Safety Data

• Hazardous Substances Data: 561-41-1(Hazardous Substances Data)

Usage

Description

4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol, also known as α,α-Bis[4-(dimethylamino)phenyl]-4-(methylamino)-benzenemethanol, is a compound derived from the degradation of methyl green. It is characterized by its unique molecular structure with multiple amine groups, which may contribute to its potential applications in various fields.

Uses

Used in Chemical Synthesis:
4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol is used as an intermediate in the synthesis of various organic compounds due to its reactive amine functional groups. These groups can participate in a range of chemical reactions, such as alkylation, acylation, and condensation reactions, making it a versatile building block for the creation of new molecules.
Used in Fluorescent Dyes:
In the field of analytical chemistry, 4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol is used as a precursor for the development of fluorescent dyes. Its unique structure allows for the absorption and emission of light at specific wavelengths, which can be exploited for the detection and quantification of various analytes in complex samples.
Used in Pharmaceutical Research:
4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol may also find applications in the pharmaceutical industry as a potential candidate for drug development. Its amine groups can be modified to create new drug molecules with specific biological activities, targeting various diseases and conditions.
Used in Material Science:
In the field of material science, 4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol can be utilized in the development of novel materials with unique properties. Its amine groups can be involved in the formation of hydrogen bonds and other non-covalent interactions, which can influence the material's stability, solubility, and mechanical properties.
Used in Photochemical Applications:
Due to its light-absorbing properties, 4,4'-bis(dimethylamino)-4''-(methylamino)trityl alcohol can be employed in photochemical applications, such as solar energy conversion and photocatalytic processes. Its ability to absorb light and generate excited states can be harnessed to drive chemical reactions or improve the efficiency of energy conversion systems.

Synthetic route

methyl violet 2B (71143-08-3) → [4-(N,N-dimethylamino)][4'-(N',N'-dimethylamino)][4''-(N''-methylamino)]triphenylmethanol (561-41-1)

Conditions	Yield
With hydroxide In water Equilibrium constant; Rate constant;

4,4'-bis dimethylamino 4''-monomethylamino triphenyl carbocation (18454-19-8) → [4-(N,N-dimethylamino)][4'-(N',N'-dimethylamino)][4''-(N''-methylamino)]triphenylmethanol (561-41-1)

Conditions	Yield
With water In phosphate buffer at 35℃; pH=5.72; Kinetics; Equilibrium constant; Further Variations:; pH-values;

[4-(N,N-dimethylamino)][4'-(N',N'-dimethylamino)][4''-(N''-methylamino)]triphenylmethanol (561-41-1) → methyl violet 2B (71143-08-3)

Conditions	Yield
In water Equilibrium constant;

Upstream product

• 71143-08-3 methyl violet 2B 
• 18454-19-8 4,4'-bis dimethylamino 4''-monomethylamino triphenyl carbocation 
• 603-47-4 methyl violet 

Downstream Products

• 71143-08-3 methyl violet 2B 

Relevant articles and documents

Evidence of formation of dye–surfactant ion pair micelle in the anionic surfactant mediated alkaline fading of methyl violet carbocation

In the submicellar solution of anionic surfactants sodium dodecyl sulfate (SDS) and dioctyl sodium sulfosuccinate (AOT), the alkaline fading of methyl violet (MV+) carbocation has been studied spectrophotometrically in the temperature range 293–308 K. The interaction behavior of the dye carbocation with the anionic surfactant and the observed submicellar rate retardation is consistent with the ion pair and subsequent ion-pair micelle formation. The change in the spectral pattern along with a change in the peak intensity and shoulder intensity with increasing surfactant concentrations indicates the shifting of the equilibrium between the helical and distorted helical isomers of MV+ owing to the existence of dye–surfactant ion pair, ion-pair micelles, and dye-embedded micelles. This dynamic dye–surfactant ion-ion interaction has been corroborated by the tensiometric studies. The decrease in the fading rate and the change in the spectral pattern in the presence of anion, especially I–, support the existence of the dye–anion interaction. The premicellar rate inhibition and the corresponding interaction have been accounted for by the use of two kinetic models namely, Olson–Simonson and Piszkiewicz cooperativity models. The cooperativity index value suggested a 1:1 dye–surfactant association in both the surfactants. The ratio of the concentration of the premicellar complex and the free dye cation indicates appreciable binding. The kinetic and thermodynamic parameters associated with the dye–surfactant complex have been explained in terms of dye–surfactant, dye–water, and surfactant–water interactions.

Carbenium ion-carbinol equilibration for basic triarylmethane dyes: Relative reactivities of dyes in aq. solutions

Equilibria and kinetics of carbenium ion-to-carbinol base reactions for a set of selected basic triarylmethane dyes in aq. buffer solutions of low ionic strength have been measured spectrophotometrically.Relative reactivities of the dyes towards nucleophilic attack by hydroxide ion, on the basis of both equilibrium constant and forward rate constant of the reaction, have been found to follow the same order: malachite green (MG)> brillant green (BG)>> Victoria pure blue BO(VB)> methyl violet (MV) = crystal violet (CV)> ethyl vioet (EV).A fairly good correlation between elec trophilicities of the dyes and ?R+ parameters of their 4-alkylamino substituents has been obtained