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

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

4-bromo-4′-(N,N′-diphenylamine)stilbene

2,5-dicyano-4-[(diethoxyphosphoryl)methyl]-4'-diphenylaminostilbene

Refernces

• 1、 Anand, Vivek,Sadhasivam, Balaji,Dhamodharan, Raghavachari. "Facile synthesis of triphenylamine and phenothiazine-based Schiff bases for aggregation-induced enhanced emission, white light generation, and highly selective and sensitive copper(ii) sensing". . p. 18979 - 18990. Retrieved 2018.
• 2、 Moretti, Elisa,Aversa, Manuela,Scrivanti, Alberto,Storaro, Loretta,Talon, Aldo,Marin, Riccardo,Cecilia, Juan Antonio,Rodríguez-Castellón, Enrique,Polizzi, Stefano. "A novel triphenylamine-based dye sensitizer supported on titania nanoparticles and the effect of titania fabrication on its optical properties". . p. 218 - 230. Retrieved 2015.
• 3、 Zhang, Han-Jun,Tian, Yan,Tao, Fu-rong,Yu, William,You, Kai-Yue,Zhou, Lin-Rui,Su, Xi,Li, Tian-duo,Cui, Yue-Zhi. "Detection of nitroaromatics based on aggregation induced emission of barbituric acid derivatives". . . Retrieved 2019.
• 4、 Tian, Huasheng,Wang, Chunyu,Lin, Po-Han,Meguellati, Kamel. "Synthesis and characterization of a new pillar[5]arene-based [1]rotaxane". . p. 3416 - 3422. Retrieved 2018.
• 5、 Chen, Shaorui,Pei, Juan,Pang, Zhihan,Wu, Wenjun,Yu, Xudong,Zhang, Cong. "Axial-symmetric conjugated group promoting intramolecular charge transfer performances of triphenylamine sensitizers for dye-sensitized solar cells". . . Retrieved 2020.
• 6、 Hariharan,Moon, Dohyun,Anthony, Savarimuthu Philip. "Crystallization-induced reversible fluorescence switching of alkyl chain length dependent thermally stable supercooled organic fluorescent liquids". . p. 6489 - 6497. Retrieved 2017.
• 7、 Hu, Yonghong,Song, Yiyi,Wang, Li,Yang, Wenge. "Novel turn-on fluorescence sensor for detection and imaging of endogenous H2S induced by sodium nitroprusside". . . Retrieved 2020.
• 8、 Anand, Vivek,Barot, Yash B.,Mishra, Roli. "Di-Triphenylamine-based AIE active Schiff base for highly sensitive and selective fluorescence sensing of Cu2+ and Fe3+". . . Retrieved 2022/01/15.
• 9、 -. "Benzimidazole blue-light-emitting material as well as preparation method and application thereof". Paragraph 0125-0129. . Retrieved 2021/09/26.