4-Aminobenzaldehyde

• CAS: 556-18-3
• Catalog Number: ACM556183
• Category: Main Products
• Molecular Weight: 121.14
• Molecular Formula: C₇H₇NO
• Synonyms: 4-AMINOBENZALDEHYDE;p-Formylaniline;P-AMINOBENZALDEHYDE;4-amino-benzaldehyd;4-formylaniline;p-Aminobenzaldenhyde;007-095-4652327;PARA-AMINOBENZALDEHYDE
• IUPAC Name: 4-amino-Benzaldehyde
• Boiling Point: 138-139 C
• Melting Point: 77-79°C
• Flash Point: 122ºC
• Density: 0,868 g/cm
• Appearance: yellow crystalline powder
• Application: 4-Aminobenzaldehyde serves as a versatile compound with multiple applications. It can be utilized to create polymers with conductivity and corrosion resistance properties, particularly beneficial when combined with stainless steel compared to epoxy resin. This compound can function as an intermediate in pharmaceutical and dye production, as well as in organic synthesis. Moreover, 4-Aminobenzaldehyde has the capability to react with Carbonyl dichloride to produce 4-Formylphenyl isocyanate. With its yellow crystalline powder form and a melting point of 71-72℃, this chemical is soluble in alcohol and benzene, while being insoluble in water and prone to polymerization. Its uses extend to being a synthetic reagent and monomer for developing monoazo dyes and ion exchange resins. Additionally, 4-Aminobenzaldehyde can act as a corrosion inhibitor for metals, showcasing its versatility and importance in various industries.
• Exact Mass: 121.05300
• Hazard Statements: Xi,Xn
• Safety Description: 26-36/37/39-36-36/37

Case Study

Application of 4-aminobenzaldehyde as dye on polyester

Oni, Omolara, Kasali Ademola Bello, and Mohammed Abdullahi Shibdawa.IOSR Journal of Applied Chemistry 12.3-1 (2019): 36-46.

Monoazo disperse dyes were synthesized using 4-aminobenzaldehyde and 4-amino-3-nitrobenzaldehyde as diazo components. The diazo solutions of the two components were coupled with various coupling components to produce a series of dyes with hydroxyl groups. The physical properties of the dyes such as melting point, molecular weight, yield and color were studied. The dyes were characterized using UV, IR and GC-MS. IR spectroscopy confirmed the presence of functional groups in the intermediates and dyes. The functional groups observed were aromatic O-H, N-H, N=N, C=C, C=O and C-H. The absorption frequencies of the functional groups were consistent with the literature. The mass spectrum showed molecular ion peaks consistent with the molecular weight of the proposed structure, while some daughter ions and base peaks were observed based on some fragmentation patterns. It was observed that the variation of the coupling components resulted in different colors for different dyes. A series of naphthol and phenolic azo dyes were successfully synthesized using various substituted phenol and naphthol derivatives as coupling components. The color strength is black, orange-red and golden monoazo disperse dyes with strong tinting strength. The synthetic azo disperse dyes were applied to polyester fabrics and their fastness properties were determined and found to have excellent fastness properties on the substrate.
The polyester material was dyed using synthetic dyes. The dyeing process was carried out in a dye bath (beaker) with a bath ratio of 50:1. A 1% stock solution of each dye was prepared, 2 cm of each dye solution such as 4-aminobenzaldehyde was taken and placed in the dye bath (beaker) and made up to 50 cm with distilled water. 2% shade dyeing was carried out in a 250 cm beaker. A water bath was used to increase the temperature of the bath. 1 g of fabric (polyester fiber) was wetted for a few seconds, the excess water was squeezed out and then introduced into an electrically heated dye bath at a temperature of 40 - 50 °C and boiled in the presence of 2 cm of toluene as a carrier. The carrier volume was kept constant for each dye bath. The time and temperature of each dyeing were also varied accordingly. Thereafter, the fabric was taken out and rinsed thoroughly in cold water and dried at room temperature. Before starting dyeing, the polyester fiber was scoured in a solution containing 2 g/L sodium carbonate and 1 g/L detergent at 70°C for 30 minutes and neutralized with 1 ml/L acetic acid. The absorption rate of the fabric was determined by calculating the exhaustion percentage by stripping with DMF, and the concentration of the dye on the fabric was measured according to the calibration curve.

Synthesis and Mechanistic Study of 4-aminobenzaldehyde

Milani, Martina, et al. Catalysts 13.1 (2022): 74.

A series of composite CdS/TiO2 powders were obtained by nucleation of TiO2 CdS nanoseeds. This combination provides the appropriate band edge position for photocatalytic redox reactions: visible light irradiation of CdS can inject electrons into dark TiO, thereby increasing the lifetime of separated charges. The electrons have been used for quantitative photoreduction of 4-nitrobenzaldehyde to 4-aminobenzaldehyde, and the formation of 4-aminobenzaldehyde was pointed out by 1H NMR and ESI-MS positive ion mode. Sacrificial oxidation of 2-propanol (also a proton source) occurred simultaneously. The use of characterization techniques (XRD, Na adsorption-desorption) demonstrated the main factors driving the photocatalytic reaction: the nanometer size of the TiO2 domains, the presence of dispersed CdS to form extended active junctions CdS/TiO2, and the presence of mesopores in the nanoreactor. The result is a highly efficient photocatalytic system using visible light. In addition, the combination of TiO2 with CdS improves the stability of the photoactive material, making it recyclable.
Both H-NMR and ESI-MS spectra of the irradiated solution demonstrate the formation of 4-aminobenzaldehyde (ABA). By comparing the H-NMR spectrum of the reaction (after 30 min of irradiation) with the spectra of 4-nitrobenzaldehyde and 4-aminobenzaldehyde, the consumption of the starting material accompanying the formation of the target product is clearly evident. In particular, the disappearance of the aldehyde diagnostic peak of 4-nitrobenzaldehyde at 10.16 ppm and the appearance of a new peak at 9.76 ppm (attributed to 4-aminobenzaldehyde) undoubtedly indicate the selective reduction of the nitro group. Furthermore, this was confirmed by the ESI-MS spectrum, where the M + 1 peak was located at 122.03 m / z relative to the protonated aminobenzaldehyde.

Custom Q&A

What is the molecular formula of 4-Aminobenzaldehyde?

The molecular formula of 4-Aminobenzaldehyde is C7H7NO.

What are the synonyms for 4-Aminobenzaldehyde?

The synonyms for 4-Aminobenzaldehyde include Benzaldehyde, 4-amino- and p-Formylaniline.

What is the molecular weight of 4-Aminobenzaldehyde?

The molecular weight of 4-Aminobenzaldehyde is 121.14 g/mol.

Is 4-Aminobenzaldehyde a natural product?

Yes, 4-Aminobenzaldehyde is a natural product found in Crinum asiaticum and Solanum melongena.

What is the IUPAC name of 4-Aminobenzaldehyde?

The IUPAC name of 4-Aminobenzaldehyde is 4-aminobenzaldehyde.

What is the InChI of 4-Aminobenzaldehyde?

The InChI of 4-Aminobenzaldehyde is InChI=1S/C7H7NO/c8-7-3-1-6(5-9)2-4-7/h1-5H,8H2.

What is the InChIKey of 4-Aminobenzaldehyde?

The InChIKey of 4-Aminobenzaldehyde is VATYWCRQDJIRAI-UHFFFAOYSA-N.

What is the canonical SMILES of 4-Aminobenzaldehyde?

The canonical SMILES of 4-Aminobenzaldehyde is C1=CC(=CC=C1C=O)N.

What is the CAS number of 4-Aminobenzaldehyde?

The CAS number of 4-Aminobenzaldehyde is 556-18-3.

What is the XLogP3 value of 4-Aminobenzaldehyde?

The XLogP3 value of 4-Aminobenzaldehyde is 0.8.