17474-44-1

Basic information

• Product Name: 4,4'-methylenebis[2-nitroaniline]
• Synonyms: 4,4'-methylenebis[2-nitroaniline];4,4'-Methylenebis(2-nitrobenzenamine);[4-(4-Amino-3-nitrobenzyl)-2-nitrophenyl]amine;4-[(4-amino-3-nitro-phenyl)methyl]-2-nitro-aniline;4-[(4-amino-3-nitrophenyl)methyl]-2-nitroaniline
• CAS NO: 17474-44-1
• Molecular Formula: C₁₃H₁₂N₄O₄
• Molecular Weight: 288.25878
• EINECS: 241-489-2
• Mol File: 17474-44-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 559 °C at 760 mmHg
• Flash Point: 291.9 °C
• Appearance: /
• Density: 1.462 g/cm³
• CAS DataBase Reference: 4,4'-methylenebis[2-nitroaniline](CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-methylenebis[2-nitroaniline](17474-44-1)
• EPA Substance Registry System: 4,4'-methylenebis[2-nitroaniline](17474-44-1)

Safety Data

• Hazardous Substances Data: 17474-44-1(Hazardous Substances Data)

Usage

Description

4,4'-methylenebis[2-nitroaniline] is an organic compound that exhibits bright green light yellow color. It is commonly used in the dyeing industry for various applications.

Uses

Used in Dye Industry:
4,4'-methylenebis[2-nitroaniline] is used as a dye for vinegar and polyamide fiber dyeing. It provides good colorfastness properties, making it suitable for various applications.
Used in Standard Vinegar Fiber:
4,4'-methylenebis[2-nitroaniline] is used as a dye for standard vinegar fiber, offering good light fastness and perspiration fastness. It ensures that the dyed fabric maintains its color even when exposed to sunlight and sweat.
Used in Ironing Fastness:
4,4'-methylenebis[2-nitroaniline] is used to enhance the ironing fastness of dyed fabrics. It helps prevent color fading and staining when the fabric is ironed, ensuring a long-lasting and vibrant color.
Used in Washing Fastness:
4,4'-methylenebis[2-nitroaniline] is used to improve the washing fastness of dyed fabrics. It helps maintain the color and prevents staining during the washing process, making it suitable for fabrics that require frequent washing.
According to the provided materials, 4,4'-methylenebis[2-nitroaniline] has a rating of 4-5 on the ISO scale for light fastness and perspiration fastness, and a rating of 4 for washing fastness.

Preparation

2-Nitrobenzenamine (2 Moore) and Formaldehyde?(1 Moore) condensation

StandardVinegar fiber

Ironing Fastness

Fading

Stain

Upstream product

• 58217-77-9 bis-(3-nitro-4-phthalimido-phenyl)-methane 
• 88-74-4 2-nitro-aniline 
• 2973-18-4 4,4'-Dichloro-3,3'-dinitrodiphenylmethane 
• 17465-20-2 N,N'-bis(2-nitrophenyl)methanediamine 
• 50-00-0 formaldehyd 
• 19014-15-4 bis-(4-acetylamino-3-nitro-phenyl)-methane 
• 101-77-9 4,4'-diamino diphenyl methane 
• 39673-98-8 N,N'-(4,4'-methylidenediphenylene)-bis-(2-phenyl-isoindole-1,3-dione) 
• 2719-05-3 N,N’-(methylenebis(4,1-phenylene))diacetamide 
• 7647-01-0 hydrogenchloride 

Downstream Products

• 15805-10-4 5,5'-methylene-bis(benzotriazole) 
• 1779-05-1 3,3',4,4'-tetraaminodiphenylmethane 
• 19014-15-4 bis-(4-acetylamino-3-nitro-phenyl)-methane 
• 4164-43-6 bis(3-nitrophenyl)methane 

Relevant articles and documents

A polyoxyethylene-substituted bimetallic europium helicate for luminescent staining of living cells

The homoditopic ligand H2LC3 has been designed to form neutral triple-stranded bimetallic helicates of overall composition [Ln2(LC3)3]. The grafting of the polyoxyethylene fragments ensures water solubility and also favors cell penetration while being amenable to further derivatization. The ligand pK a values have been determined by spectrophotometric titration and range from 3.5 (sum of the first two) to 10.3. The thermodynamic stability of the helicates is large at physiological pH (logβ23 in the range 22-23). The ligand triplet state has an adequate energy (0-phonon transition at ≈20800 cm-1) for sensitizing the luminescence of EuIII (Q = 11%). Analysis of the EuIII emission spectrum points to an overall pseudo D3 symmetry for the metal environment. No significant effect of [Eu2(LC3)3] is observed on the viability of several cancerous cell lines (MCF-7, HeLa, Jurkat, and 5D10). The cell imaging properties of the EuIII helicate are demonstrated for the HeLa cell line by luminescence microscopy. Bright EuIII emission is seen for helicate concentration > 50 μM and after 20-30 min loading time. The helicate stains the cytoplasm and the permeation mechanism is likely to be endocytosis.