2496-15-3

Basic information

• Product Name: 4-HYDROXY-4'-DIMETHYLAMINOAZOBENZENE
• Synonyms: 4’-hydroxydimethylaminoazobenzene;4-dimethylamino-4’-hydroxy-Azobenzene;hydroxydimethylaminoazobenzene;4-HYDROXY-4'-DIMETHYLAMINOAZOBENZENE;4-(4-DIMETHYLAMINOPHENYLAZO)PHENOL;4-HYDROXY-4''-DIMETHYLAMINOAZOBENZENE 98+%;p-(p-Dimethylaminophenylazo)phenol
• CAS NO: 2496-15-3
• Molecular Formula: C₁₄H₁₅N₃O
• Molecular Weight: 241.29
• Mol File: 2496-15-3.mol
• Article Data: 4

Chemical Properties

• Melting Point: 200 °C
• Boiling Point: 391.1°Cat760mmHg
• Flash Point: 190.3°C
• Appearance: /
• Density: 1.11g/cm³
• PKA: 8.85±0.15(Predicted)
• CAS DataBase Reference: 4-HYDROXY-4'-DIMETHYLAMINOAZOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-4'-DIMETHYLAMINOAZOBENZENE(2496-15-3)
• EPA Substance Registry System: 4-HYDROXY-4'-DIMETHYLAMINOAZOBENZENE(2496-15-3)

Safety Data

• Hazardous Substances Data: 2496-15-3(Hazardous Substances Data)

Usage

General Description

4-HYDROXY-4'-DIMETHYLAMINOAZOBENZENE is a chemical compound with a molecular formula C14H15N3O. It is a red dye commonly used in the textile and food industries, known for its bright and stable color. 4-HYDROXY-4'-DIMETHYLAMINOAZOBENZENE is also used as a fluorescent tracer in biological research and as a pH indicator due to its color-changing properties under different pH conditions. However, 4-HYDROXY-4'-DIMETHYLAMINOAZOBENZENE has been found to have potential health risks, as it is classified as a possible human carcinogen by the International Agency for Research on Cancer (IARC). As a result, there are regulatory restrictions on its use in consumer products and it is important to handle this compound with caution in industrial and laboratory settings.

Upstream product

• 13921-71-6 4-(phenyl-ONN-azoxy)-N,N-dimethylaniline 
• 3291-89-2 4-(phenyl-NNO-azoxy)-N,N-dimethylaniline 
• 145413-19-0 1-acetoxy-4-(4-dimethylamino-phenylazo)-benzene 
• 123-30-8 4-amino-phenol 
• 19089-85-1 p-diazophenol 
• 100-65-2 N-Phenylhydroxylamine 
• 138-89-6 p-dimethylaminonitrosobenzene 
• 121-69-7 N,N-dimethyl-aniline 
• 99-98-9 4-amino-N,N-dimethylaniline 
• 108-95-2 phenol 

Downstream Products

• 185102-04-9 4-dimethylamino-4'-(6-hydroxyhexyloxy)azobenzene 

Relevant articles and documents

A non-planar organic molecule with non-volatile electrical bistability for nano-scale data storage

A new non-planar organic molecule with electron donor and acceptor capabilities was synthesized for nano-scale data storage. Macroscopic I-V characteristics of organic crystalline thin films indicate that the non-planar molecule possesses good electrical

Photoisomerization and Mesophase Formation in Azo-Ionic Liquids

Ionic liquids present a versatile, highly tunable class of soft functional materials. Aside from being low melting salts, they can be endowed with additional functionalities. In N-alkylimidazolium halides, which are a prominent class of ionic liquids (ILs), the imidazolium cation was linked via an ether-bridge to an azobenzene unit in order to obtain photoresponsive materials through photoinduced trans-cis isomerization. The azobenzene unit, in turn, was modified with electron-donating or -withdrawing groups such as methyl-, tert-butyl-, methoxy-, N,N-dimethylamino, and nitro groups to study their influence on the photoisomerization and phase behavior. Endowing the imidazolium additionally with a long alkyl chain allows the materials to potentially form liquid crystalline (LC) mesophases before melting into the isotropic liquid. All studied compounds qualify as ionic liquids, and all, except for the nitro-compound, show the formation of smectic mesophases melting to the isotropic liquid. The compounds with the bulkiest aliphatic substituent, the tert-butyl, shows the lowest melting point, the largest mesophase window, and an efficient photochemical trans-cis conversion (>90%). In summary, by tuning sterically and electronically the cationic part of ILs, a photoswitchable room temperature liquid crystal could be developed and design guidelines for photoresponsive ionic liquids could be obtained.