4-(N,N-Diphenylamino)benzaldehyde

Base Information

• Chemical Name: 4-(N,N-Diphenylamino)benzaldehyde
• CAS No.: 4181-05-9
• Molecular Formula: C19H15NO
• Molecular Weight: 273.334
• Hs Code.: 29223990
• Mol file: 4181-05-9.mol

Synonyms:Benzaldehyde,p-(diphenylamino)- (7CI,8CI);4-(Diphenylamino)benzaldehyde;4-Formyltriphenylamine;p-(Diphenylamino)benzaldehyde;p-(N,N-Diphenylamino)benzaldehyde;p-Formyl-N,N-diphenylaniline;

Chemical Property of 4-(N,N-Diphenylamino)benzaldehyde

Chemical Property:

• Appearance/Colour: Pale yellow powder
• Vapor Pressure: 7.84E-08mmHg at 25°C
• Melting Point: 129-133 °C(lit.)
• Refractive Index: 1.67
• Boiling Point: 436.8 °C at 760 mmHg
• PKA: -5.61±0.30(Predicted)
• Flash Point: 171.2 °C
• PSA: 20.31000
• Density: 1.176 g/cm³
• LogP: 4.96890
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Air Sensitive
• Solubility.: Soluble in methanol.

Purity/Quality:

99% ^*data from raw suppliers

4-(N,N-Diphenylamino)benzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: It is used as pharmaceutical intermediate.

Technology Process of 4-(N,N-Diphenylamino)benzaldehyde

There total 28 articles about 4-(N,N-Diphenylamino)benzaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

N,N-diphenylaminobenzene (603-34-9) → 4-(diphenylamino)benzaldehyde (4181-05-9)

Guidance literature:

With trichlorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h; Reflux;

DOI:10.1021/acs.inorgchem.6b02319

Reference yield: 95.0%

N,N-dimethyl-formamide (68-12-2,33513-42-7) + triphenylphosphine (603-35-0) → 4-(diphenylamino)benzaldehyde (4181-05-9)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; for 0.5h; Cooling with ice;

triphenylphosphine; at 55 ℃; for 1h;

Reference yield: 95.0%

4-(diphenylamino)benzonitrile (20441-00-3) → 4-(diphenylamino)benzaldehyde (4181-05-9)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 - -20 ℃; for 7h;

DOI:10.1002/(SICI)1521-3773(20000204)39:3<517::AID-ANIE517>3.0.CO;2-#

upstream raw materials:

N,N-diphenylaminobenzene

N,N-dimethyl-formamide

4-(diphenylamino)benzonitrile

4-bromobenzenecarbonitrile

Downstream raw materials:

4-Diphenylaminobenzaldehyde diphenylhydrazone

(E)-4-(4-nitrostyryl)-N,N-diphenylaniline

N,N-diphenyl-N-(4-vinylphenyl)amine

(E)-4,4'-bis(diphenylamino)stilbene

Refernces

Comparative studies of structural, thermal, optical, and electrochemical properties of azines with different end groups with their azomethine analogues toward application in (opto)electronics

10.1021/jp407623u

The research investigates the properties of two series of azines and their azomethine analogues synthesized via condensation reactions. The purpose is to explore their potential applications in optoelectronics. Key chemicals used include benzaldehyde, 2-hydroxybenzaldehyde, 4-pyridinecarboxaldehyde, 2-thiophenecarboxaldehyde, and 4-(diphenylamino)benzaldehyde, reacted with hydrazine monohydrate and 1,4-phenylenediamine. The compounds were characterized using FTIR, NMR, and elemental analysis, while their properties were studied using DSC, UV–vis spectroscopy, photoluminescence spectroscopy, and cyclic voltammetry. The research concluded that azines and azomethines exhibit distinct thermal, optical, and electrochemical properties influenced by their chemical structure. Azines generally have higher melting points and lower LUMO levels compared to their azomethine analogues. The azomethines show better solubility and processability, making them more suitable for certain optoelectronic applications. The study also found that protonation with HCl can enhance the photoluminescence intensity of these compounds, suggesting potential for tuning their properties for specific uses.