34432-92-3

Basic information

• Product Name: N-ethyl-N-[2-[1-(2-methylpropoxy)ethoxy]ethyl]-4-(phenylazo)aniline
• Synonyms: N-ethyl-N-[2-[1-(2-methylpropoxy)ethoxy]ethyl]-4-(phenylazo)aniline;Solventvellow124;N-ethyl-N-[2-[1-(2-methylpropoxy)ethoxy]ethyl]-4-(phenylazo)-Benzeamine;n-ethyl-n-[2-[1-(2-methylpropoxy)ethoxy]ethyl]-4-(phenylazo)-benzenamin;C.I. Solvent Yellow 124;N-Ethyl-N-[2-(1-isobutoxyethoxy)ethyl]-p-(phenylazo)aniline;BenzenaMine,N-ethyl-N-[2-[1-(2-Methylpropoxy)ethoxy]ethyl]-4-(2-phenyldiazenyl)-;BATVZJPOLFSGTD-WCWDXBQESA-N
• CAS NO: 34432-92-3
• Molecular Formula: C₂₂H₃₁N₃O₂
• Molecular Weight: 369.50044
• EINECS: 252-021-1
• Mol File: 34432-92-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 488.9°Cat760mmHg
• Flash Point: 249.5°C
• Appearance: /
• Density: 1.02g/cm³
• Vapor Pressure: 1.04E-09mmHg at 25°C
• Refractive Index: 1.529
• Storage Temp.: 2-8°C
• Water Solubility: 30μg/L at 20℃
• BRN: 4570610
• CAS DataBase Reference: N-ethyl-N-[2-[1-(2-methylpropoxy)ethoxy]ethyl]-4-(phenylazo)aniline(CAS DataBase Reference)
• NIST Chemistry Reference: N-ethyl-N-[2-[1-(2-methylpropoxy)ethoxy]ethyl]-4-(phenylazo)aniline(34432-92-3)
• EPA Substance Registry System: N-ethyl-N-[2-[1-(2-methylpropoxy)ethoxy]ethyl]-4-(phenylazo)aniline(34432-92-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 34432-92-3(Hazardous Substances Data)

Usage

Uses

Solvent Yellow 124 is a dye marker which is an acid-developed water-insoluble azo dye for marking of compound petroleum products.

General Description

Solvent Yellow 124 is a marker dye, generally used in diesel oil as a green colorant, which can be analyzed using high performance liquid chromatography method (HPLC). It is mainly used to prevent the misuse of low tax diesel fuel and as to also calculate the adulteration of road fuel with low tax diesel fuel.

InChI:InChI=1/C22H31N3O2/c1-5-25(15-16-26-19(4)27-17-18(2)3)22-13-11-21(12-14-22)24-23-20-9-7-6-8-10-20/h6-14,18-19H,5,15-17H2,1-4H3/b24-23+

Synthetic route

N-ethyl-N-(2-(1-isobutoxyethoxy)ethyl)aniline + benzene diazonium chloride (100-34-5) → C.I. Solvent Yellow 124 (34432-92-3)

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 3 - 10℃; for 2.5h; pH=8.5 - 9.5; Reagent/catalyst; pH-value; Reflux;	69.17%

aniline (62-53-3) → C.I. Solvent Yellow 124 (34432-92-3)

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid; sodium nitrite / water / 1 h / 5 °C / pH <= 2 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2.5 h / 3 - 10 °C / pH 8.5 - 9.5 / Reflux View Scheme

2-( N-ethylanilino)ethanol (92-50-2) → C.I. Solvent Yellow 124 (34432-92-3)

Conditions	Yield
Multi-step reaction with 3 steps 1: sodium / tetrahydrofuran / 2 h / Reflux 2: tetrahydrofuran / 4.5 h / Reflux 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 2.5 h / 3 - 10 °C / pH 8.5 - 9.5 / Reflux View Scheme

Upstream product

• 62-53-3 aniline 
• 100-34-5 benzene diazonium chloride 
• 92-50-2 2-( N-ethylanilino)ethanol 

Relevant articles and documents

Synthesis method of solvent yellow 124

The invention discloses a synthesis method of solvent yellow 124. The synthesis method comprises the following steps: diazotizing aniline serving as a raw material to obtain chloridized diazonium benzene, carrying out reaction on N-ethyl-N-hydroxyethylaniline and treated metal sodium particles to obtain sodium alcoholate, carrying out aldolization on the sodium alcoholate, and carrying out coupling reaction on the sodium alcoholate subjected to the aldolization and the chloridized diazonium benzene to obtain the solvent yellow 124. The reaction line is high in synthesis yield, and a prepared product is high in purity and contains few impurities; meanwhile, the reaction conditions are mild, and a middle body is high in purity and stable; continuous or intermittent operation can be performed; a technical support is supplied to industrial continuous production.