3010-47-7

Basic information

• Product Name: 2'-CHLORO-4-DIMETHYLAMINOAZOBENZENE
• Synonyms: 2'-CHLORO-4-DIMETHYLAMINOAZOBENZENE;n,n-dimethyl-p-((o-chlorophenyl)azo)-anilin;2'-Chloromethyl yellow;2'-Chloro-N,N-dimethylazobenzene-4-amine;4-[(2-Chlorophenyl)azo]-N,N-dimethylaniline;N,N-Dimethyl-4-[(2-chlorophenyl)azo]benzenamine;[4-(2-chlorophenyl)azophenyl]-dimethyl-amine;4-(2-chlorophenyl)diazenyl-N,N-dimethylaniline
• CAS NO: 3010-47-7
• Molecular Formula: C₁₄H₁₄ClN₃
• Molecular Weight: 259.73
• Mol File: 3010-47-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 111 °C
• Boiling Point: 407.06°C (rough estimate)
• Flash Point: 198.2°C
• Appearance: /
• Density: 1.1724 (rough estimate)
• Refractive Index: 1.6010 (estimate)
• PKA: 3.28±0.10(Predicted)
• CAS DataBase Reference: 2'-CHLORO-4-DIMETHYLAMINOAZOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-CHLORO-4-DIMETHYLAMINOAZOBENZENE(3010-47-7)
• EPA Substance Registry System: 2'-CHLORO-4-DIMETHYLAMINOAZOBENZENE(3010-47-7)

Safety Data

• RTECS: BX5050000
• Hazardous Substances Data: 3010-47-7(Hazardous Substances Data)

Usage

General Description

2'-Chloro-4-dimethylaminoazobenzene is a synthetic chemical compound that is commonly used as a dye and colorant in various industrial applications, suchjson as textile, paper, and plastic manufacturing. It is a member of the azobenzene family of compounds, which are known for their vibrant and stable color properties. This particular compound is characterized by its bright orange to red color, which makes it useful for producing a range of yellow to red shades. However, 2'-Chloro-4-dimethylaminoazobenzene is also known to be toxic and potentially carcinogenic, leading to restrictions on its use in certain countries. As such, strict safety measures must be followed when handling and using this chemical to minimize the risk of harm to human health and the environment.

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 95-51-2 o-chloroaniline 

Relevant articles and documents

Activation of the aryl hydrocarbon receptor by methyl yellow and related congeners: structure-activity relationships in halogenated derivatives.

The aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor that mediates the biological action of many environmental compounds. Methyl yellow (4-dimethylaminoazobenzene; MY) is a principal azo-dye, and structurally related compounds were subjected to analysis of structure-activity relationships as AhR ligands by using a yeast AhR signaling assay. The effects of halogen-substitution among 23 halogenated MYs on the AhR ligand activity can be summarized as follows: enhancement by halogen-substitution at the ortho-position (2'- and 6'-position), and reduction by substitution at the para-position (4'-position). The greatest enhancement of the ligand activity was observed in 2',6'-dichlorinated MY (13.5-fold of MY), and its AhR ligand activity was very close to that of 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) in the present assay system. In the study of compounds structurally related to MY, benzanilide (BA) showed almost the same AhR ligand activity as azobenzene and trans-stilbene. Furthermore, 4'-chlorobenzanilide, in which the length of the molecule is similar to that of MY, enhanced the AhR ligand activity by ortho(2')-chlorine-substitution, and the AhR ligand activity of 2',4'-dichlorobenzanilide was similar to that of 2'-chloro-MY. These results suggest that the amide bond is equivalent to the -N=N- or -CH=CH- double bond for recognition as the ligand by AhR in 1,2-diphenyl-1,2-ene derivatives.