3010-45-5

Usage

Type of compound

Organic chemical compound

Classification

Azo dye

Primary use

Coloring agent in industries such as textiles and plastics

Health risk

Potential carcinogen

Banned in food products

Yes, in many countries due to harmful effects on human health

Known to cause

Allergic reactions in some individuals

Prolonged exposure effects

Serious health issues

Regulatory status

Heavily regulated in many parts of the world due to potential health risks

InChI:InChI=1/C16H11ClN2O/c17-12-5-3-6-13(10-12)18-19-16-14-7-2-1-4-11(14)8-9-15(16)20/h1-10,18H/b19-16+

Upstream product

• 108-42-9 3-chloro-aniline 
• 135-19-3 β-naphthol 
• 100-77-6 3-chlorobenzenediazonium chloride 
• 1179807-06-7 1-(3-chlorophenyl)azopyrrolidine 

Downstream Products

• 34404-65-4 {Cu(C₆H₄ClNNC₁₀H₆(O))2} 
• 108284-18-0 (2-Chloro-naphthalen-1-yl)-(3-chloro-phenyl)-diazene 

Relevant academic research and scientific papers

An environmentally friendly approach to the green synthesis of azo dyes with aryltriazenes via ionic liquid promoted C-N bonds formation

An efficient and green approach for the synthesis of azo dyes has been developed via the Br?nsted acidic ionic liquid (IL) promoted diazo coupling reaction of naphthols with aryltriazenes. The reaction was carried out with the aryltriazenes as diazotizing

Substituent effect on the tautomerization of 1-arylazonaphthalen-2-ols by mass spectrometric analysis

An electron-ionization (EI) mass spectra of a series of 1-arylazonaphthalen-2-ols was obtained for studying the substituent effect on the fragmentation. The correlation between the ratio, molecular ion and fragment ion, and Hammett's constants is applied to examine the effect of the substituent on the fragmentation. The negative correction between the ratio, Imolecular ion/(I171amu + I143amu + I115amu), and Hammett's constants indicates an electron-withdrawing group destabilized the molecular ion. An unusual long-range hydrogen transfer demonstrates an important role in the fragmentation process Mass spectra of a series of 1-arylazonaphthalen-2-ols were obtained for studying the substituent effect on the fragmentation. The correlation between the ratio of molecular ion and fragment ion, and Hammett's constants is applied to examine the effect of substituent on the fragmentation. The negative correction indicates an electron-with-drawing group destabilized the molecular ion. An unusual long-range hydrogen transfer demonstrates an important role in the fragmentation process.

New dry arenediazonium salts, stabilized to an exceptionally high degree by the anion of o-benzenedisulfonimide

Arenediazonium o-benzenedisulfonimides 3 (20 examples, yield >90%) were prepared in the dry state by diazotization of aromatic amines with (-pentyl nitrite and o-benzenedisulfonimide in glacial acetic acid or formic acid at 0-5°C. Unlike most diazonium salts in the dry state, salts 3 are very highly stable.

Reaction of Triazene 1-Oxides: Novel Synthesis of Solid Arenediazonium Chlorides

Treatment of 1,3-diaryltriazene 1-oxides with oxalyl chloride in dry toluene at room temperature gives only solid arenediazonium chlorides; however, treatment with acetyl and benzoyl chlorides does not afford the corresponding diazonium chlorides.

A Simple Route for the Synthesis of Chlorosubstituted Arylazobenzenes, Arylazonaphtalenes, and Arylazopyrazoles

The reaction of arylazophenoles and arylazohydroxypyrazoles (or their tautomer hydrazones) 10, 11, and 15 with POCl3 in dimethylformamide yields chlorosubstituted arylazobenzenes or arylazopyrazoles 12, 13 and 16, resp., in moderate to high yields.The substitution of the OH-group by the Cl-moiety is favoured by acceptor substituents in the aryl fragments ortho- and/or para-linked to the azo group.In case that arylazocompounds derived from resorcinol are used the substitution reaction runs in a stepwise manner giving raise to the formation of o-hydroxy-p-chlorosubstit uted azo compounds 18 primarily and then of dichlorosubstituted azo compounds 19.