Description

4-(Bis(p-tolyl)amino)benzaldehyde (CAS No. 42906-19-4) is a high-purity organic compound with the molecular formula C₂₁H₁₉NO. This aromatic aldehyde features a central benzaldehyde core substituted with a bis(4-methylphenyl)amino group, making it a valuable intermediate in organic synthesis and materials science. Its IUPAC name is 4-(4-methyl-N-(4-methylphenyl)anilino)benzaldehyde, and it is characterized by its pale-yellow to off-white crystalline appearance. With a molecular weight of 301.38 g/mol, this compound is soluble in common organic solvents such as dichloromethane, THF, and DMF. It is widely utilized in the synthesis of advanced materials, including organic semiconductors, dyes, and photoconductive polymers. Strict quality control ensures ≥95% purity (HPLC), making it ideal for research and industrial applications.

Properties

• CAS Number: 42906-19-4
• Complexity: 336
• IUPAC Name: 4-[4-methyl-N-(p-tolyl)anilino]benzaldehyde
• InChI: InChI=1S/C21H19NO/c1-16-3-9-19(10-4-16)22(20-11-5-17(2)6-12-20)21-13-7-18(15-23)8-14-21/h3-15H,1-2H3
• InChI Key: XCGLXUJEPIVZJM-UHFFFAOYSA-N
• Exact Mass: 301.146664230
• Molecular Formula: C21H19NO
• Molecular Weight: 301.4
• SMILES: CC1=CC=C(C=C1)N(C2=CC=C(C=C2)C)C3=CC=C(C=C3)C=O
• Topological: 20.3
• Monoisotopic Mass: 301.146664230
• Synonyms: EINECS 255-996-1, 4-[Bis(4-methylphenyl)amino]benzaldehyde, Benzaldehyde, 4-[bis(4-methylphenyl)amino]-, DTXSID6068432, Benzaldehyde, 4-(bis(4-methylphenyl)amino)-, 4-[bis(p-tolyl)amino]benzaldehyde, 4-(Bis(p-tolyl)amino)benzaldehyde, 4-(Bis(4-methylphenyl)amino)benzaldehyde, DTXCID4040189, 255-996-1, 42906-19-4, 4-Di-p-tolylamino-benzaldehyde, 4-(Di-p-tolyl-amino)-benzaldehyde, 4-(Di-p-tolylamino)benzaldehyde, 4-(4-methyl-N-(4-methylphenyl)anilino)benzaldehyde, 4-Di-p-tolylaminobenzaldehyde, C21H19NO, MFCD03093257, 4-Formyl-4′,4”-dimethyltriphenylamine, SCHEMBL339173, 4,4′-BIS(4-METHYLPHENYL)-AMINOBENZOALDEHYDE, p-di(p-tolyl)aminobenzaldehyde, 4-(Di-p-Tlylamino)benzaldehyde, 4-(di-p-tolylamino)ben-zaldehyde, 4-(di-para-tolylamino)benzaldehyde, BCP32027, 4-(di-para-tolylamino) benzaldehyde, 4- (di-para-tolylamino) benzaldehyde, AKOS015842547, AC-1181, CS-W012124, AS-19123, DB-012645, 4-Formyl-4′,4”-dimethyltriphenylamine, D2737, NS00031261, 4-(N,N-bis(4-methylphenyl)amino)benzaldehyde, 4-(N,N-bis(4-methylphenyl)amino) benzaldehyde, 4,4′-Bis(4-methylphenyl)-aminobenzoaldehyde 4-(DI-P-TOLYLAMINO)BENZALDEHYDE 4-FORMYL-4′,4”-DIMETHYLTRIPHENYLAMINE

Application

4-(Bis(p-tolyl)amino)benzaldehyde serves as a key precursor in the synthesis of triarylamine-based organic semiconductors, which are critical for OLEDs and photovoltaic devices. It is also used in the preparation of Schiff base ligands for coordination chemistry and catalysis. Researchers employ this compound in the development of electrochromic materials and as a building block for fluorescent dyes.

Safety and Hazards

GHS Hazard Statements

• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H410 (100%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P264+P265, P273, P280, P305+P351+P338, P337+P317, P391, and P501

Hazard Classes and Categories

• Eye Irrit. 2 (100%)
• Aquatic Acute 1 (100%)
• Aquatic Chronic 1 (100%)

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