2646-17-5

Basic information

• Product Name: Solvent Orange 2
• Synonyms: FAT ORANGE RR;CI 12100;1-(O-TOLYLAZO)-2-NAPHTHOL;1-[(2-methylphenyl)azo]-2-naphthol;O-TOLUENE-AZO-2-NAPHTHOL;ORANGE OT;OIL ORANGE SS;SOLVENT ORANGE 2
• CAS NO: 2646-17-5
• Molecular Formula: C₁₇H₁₄N₂O
• Molecular Weight: 262.31
• EINECS: 220-162-8
• Product Categories: Organics;Solvent Dyestuff
• Mol File: 2646-17-5.mol

Chemical Properties

• Melting Point: 124-126°C
• Boiling Point: 405.56°C (rough estimate)
• Flash Point: 306.443 °C
• Appearance: red needles or powder
• Density: 1.0823 (rough estimate)
• Vapor Pressure: 3.34E-07mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly, Heated)
• PKA: 13.52±0.50(Predicted)
• Water Solubility: 26.23ug/L(room temperature)
• Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
• BRN: 8330630
• CAS DataBase Reference: Solvent Orange 2(CAS DataBase Reference)
• NIST Chemistry Reference: Solvent Orange 2(2646-17-5)
• EPA Substance Registry System: Solvent Orange 2(2646-17-5)

Safety Data

• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 36-22
• WGK Germany: 3
• RTECS: QL5425000
• Hazardous Substances Data: 2646-17-5(Hazardous Substances Data)

Usage

Uses

Used in Oil Product Coloring:
Solvent Orange 2 is used as a coloring agent in the oil product industry due to its red-orange hue and stability under various conditions.
Used in Ink Production:
The dye is also utilized in the production of inks, where its color properties and stability contribute to the quality of the final product.
Used in Cultural and Educational Supplies Coloring:
Solvent Orange 2 is employed as a coloring agent in the manufacturing of cultural and educational supplies, such as art materials and teaching aids, to provide vibrant and long-lasting colors.
Chemical Properties:
Solvent Orange 2 is characterized by its red needles or powder form. It is slightly soluble in ethanol, acetone, and benzene, producing an orange-red solution in ethanol. In concentrated sulfuric acid, it turns red light purple, which becomes a big red upon dilution and results in red precipitation. When mixed with dilute hydrochloric acid, the color changes slightly, while mixing with dilute sodium hydroxide solution yields a brown light orange color.

Preparation

O-Methylaniline diazotization, and Naphthalen-2-ol coupling.

Air & Water Reactions

Azo dyes can be explosive when suspended in air at specific concentrations. Insoluble in water.

Reactivity Profile

Solvent Orange 2 is an azo compound. Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides.

Fire Hazard

Flash point data for Solvent Orange 2 are not available; however Solvent Orange 2 is probably combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. Poison by intravenous route. Mildly toxic by ingestion. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. Used to color cosmetics, varnishes, oils, fats and waxes, petroleum products.

Standard

Light Fastness

Melting point

Stable

ISO

Good-General

InChI:InChI=1/C17H14N2O/c1-12-6-2-5-9-15(12)18-19-17-14-8-4-3-7-13(14)10-11-16(17)20/h2-11,18H,1H3/b19-17-

Upstream product

• 95-53-4 o-toluidine 
• 135-19-3 β-naphthol 
• 934977-47-6 C₁₄H₁₆N₂O₂S 
• 636-21-5 o-toluidine hydrochloride 
• 13140-49-3 N-(2-methylphenyl)-N'-phenylurea 
• 64-19-7 acetic acid 
• 614-63-1 1,3-di-o-tolyltriazene 
• 17333-74-3 2-methylbenzene diazonium 
• 131-79-3 1-[(2-methylphenyl)azo]naphthalen-2-amine 
• 2028-34-4 o-toluene-diazonium chloride 
• 875-83-2 sodium 2-naphtholate 
• 20893-80-5 naphthalene-2-diazonium chloride 

Relevant articles and documents

Mild preparation method for structural analogs of Sudan I

The invention discloses a mild preparation method for structural analogs of Sudan I, and belongs to the technical field of organic chemistry. According to the method, dehydrogenation of N'-p-toluenesulfonyl aromatic hydrazine is promoted by utilizing alkali and oxygen in air to form an aryl diazo compound in situ; then a series of 1-aryl azo-2-naphthol Sudan I analogs are prepared by coupling with2-naphthol. By adopting the method disclosed by the invention, the strategy of producing an explosive intermediate in situ is used, so that 1-aryl azo-2-naphthol is conveniently and safely synthesized. The mild preparation method disclosed by the invention is mild in reaction conditions, wide in substrate applicability, simple and convenient to operate, lower in cost, less in by-products, high inproduct purity, and easy to separate and purify and can be suitable for relatively-large-scale preparation.

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

Convenient and rapid diazotization and diazo coupling reaction via aryl diazonium nanomagnetic sulfate under solvent-free conditions at room temperature

For the first time, nanomagnetic-supported sulfonic acid is used for conversion of several types of aromatic amine, containing electron-withdrawing groups as well as electron-donating groups to the corresponding azo dyes in excellent yield. The synthesis of these compounds is described by the sequential diazotization-diazo coupling of various aromatic amines with sodium nitrite, nanomagnetic supported sulfonic acid and coupling agents under solvent-free conditions at room temperature. This new method offers several advantages including short reaction time, mild reaction conditions, avoidance of harmful acids, and simple work-up procedure. More importantly, aryldiazonium salts supported on magnetic nanoparticles (aryl diazonium nanomagnetic sulfate) were sufficiently stable to be kept at room temperature in the dry state.

Fe(HSO4)3 as an Efficient Catalyst for Diazotization and Diazo Coupling Reactions

Diazo coupling reactions of aromatic amines with 2-naphthol in a green, efficient and easy procedure is described. Ferric hydrogensulfate catalyses this reaction in water at room temperature and short reaction time with high yields. The antibacterial activities of the synthesized compounds against four pathogenic bacteria are also investigated.

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.

Self-association properties of diclofenac

Physico-chemical evidence has established the association of diclofenac in aqueous solution at a concentration higher than 8.5 mg/ml (35 mM). This phenomenon was studied in solution containing diclofenac/N-(2-hydroxyethyl) pyrrolidine (DHEP) salt, which h