CAS 52184-17-5

4-(1,1-Dimethylethyl)-2-(1-methylpropyl)-6-[2-(2-nitrophenyl)diazenyl]phenol

Description:

4-(1,1-Dimethylethyl)-2-(1-methylpropyl)-6-[2-(2-nitrophenyl)diazenyl]phenol, with CAS number 52184-17-5, is an organic compound characterized by its complex structure, which includes a phenolic group and a diazenyl moiety. This compound features a bulky tert-butyl group and an isobutyl group, contributing to its steric properties. The presence of the nitrophenyl group indicates potential applications in dye chemistry or as a chromophore due to its ability to absorb light. The diazenyl linkage suggests that it may exhibit azo dye characteristics, which can be relevant in various industrial applications, including textiles and pigments. Additionally, the phenolic hydroxyl group may impart antioxidant properties, making it of interest in biochemical studies. The compound's solubility, stability, and reactivity can be influenced by the substituents on the aromatic ring, which may affect its interactions in different chemical environments. Overall, this compound's unique structural features make it a subject of interest in both synthetic and applied chemistry.

Formula: C₂₀H₂₅N₃O₃

InChI: InChI=1S/C20H25N3O3/c1-6-13(2)15-11-14(20(3,4)5)12-17(19(15)24)22-21-16-9-7-8-10-18(16)23(25)26/h7-13,24H,6H2,1-5H3

InChI key: InChIKey=DOSSDAPEMRMHCI-UHFFFAOYSA-N

SMILES: N(=NC1=C(N(=O)=O)C=CC=C1)C2=C(O)C(C(CC)C)=CC(C(C)(C)C)=C2

Synonyms:

• 2-sec-Butyl-4-tert-butyl-6-[(2-nitrophenyl)diazenyl]phenol
• 4-(1,1-Dimethylethyl)-2-(1-methylpropyl)-6-[2-(2-nitrophenyl)diazenyl]phenol
• Phenol, 4-(1,1-dimethylethyl)-2-(1-methylpropyl)-6-[(2-nitrophenyl)azo]-
• Phenol, 4-(1,1-dimethylethyl)-2-(1-methylpropyl)-6-[2-(2-nitrophenyl)diazenyl]-

4-(1,1-Dimethylethyl)-2-(1-methylpropyl)-6-[2-(2-nitrophenyl)diazenyl]phenol

Controlled Product

CAS: 52184-17-5

Applications 4-(1,1-Dimethylethyl)-2-(1-methylpropyl)-6-[2-(2-nitrophenyl)diazenyl]phenol is an intermediate in the synthesis of 2-(2H-Benzotriazol-2-yl)-4-(tert-butyl)-6-(sec-butyl)phenol (B206645), which is often used to increase product stability and to prevent discolouration in various consumer and industrial goods such as plastics. Benzotriazole UV stabilizers, such as 2-(2H-Benzotriazol-2-yl)-4-(tert-butyl)-6-(sec-butyl)pheno, are pollutants for the aquatic environment and have been implicated as a potential stable and toxic ligands for the aryl hydrocarbon receptor in human.
References Liu, R., et al.: Talanta 120, 158 (2014); Nagayoshi, H., et al.: Environ Sci Technol. 49, 578 (2015).

Formula: C₂₀H₂₅N₃O₃

Color and Shape: Neat

Molecular weight: 355.431

Ref: TR-D521845