C.I. Solvent Orange 2

Base Information

• Chemical Name: C.I. Solvent Orange 2
• CAS No.: 2646-17-5
• Deprecated CAS: 50926-67-5
• Molecular Formula: C17H14N2O
• Molecular Weight: 262.311
• Hs Code.: 2928000090
• European Community (EC) Number: 220-162-8
• NSC Number: 58044
• UNII: E939MCU4ID
• DSSTox Substance ID: DTXSID6025808,DTXSID30873446
• Nikkaji Number: J2.163F
• Wikidata: Q27155902
• NCI Thesaurus Code: C80143
• ChEMBL ID: CHEMBL1976978
• Mol file: 2646-17-5.mol

Synonyms:1-o-tolylazo-2-naphthol;C.I. Solvent Orange 2;Ext. D and C orange No.4;orange II, C.I.;toluene-2-azonaphthol-2

Chemical Property of C.I. Solvent Orange 2

Chemical Property:

• Appearance/Colour: red needles or powder
• Vapor Pressure: 3.34E-07mmHg at 25°C
• Melting Point: 124-126 °C
• Refractive Index: 1.624
• Boiling Point: 464.868 °C at 760 mmHg
• PKA: 13.52±0.50(Predicted)
• Flash Point: 306.443 °C
• PSA: 44.95000
• Density: 1.158 g/cm³
• LogP: 5.26920
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: 26.23ug/L(room temperature)
• XLogP3: 5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 262.110613074
• Heavy Atom Count: 20
• Complexity: 344

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-o-Tolueneazo-2-naphthol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 40
• Safety Statements: 36-22

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: CC1=CC=CC=C1N=NC2=C(C=CC3=CC=CC=C32)O
• Uses: 1-o-Tolueneazo-2-naphthol is a potent cytochrome P-488 inducer. Dyes and metabolites.

Technology Process of C.I. Solvent Orange 2

There total 13 articles about C.I. Solvent Orange 2 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

β-naphthol (135-19-3) + 1-[2-(2-methylphenyl)diazen-1-yl]pyrrolidine → orange OT (2646-17-5,50926-67-5)

Guidance literature:

With C₆H₉N₂O₂⁽¹⁺⁾*C₇H₇O₃S^(1-); In water; at 20 ℃; for 4h; Green chemistry;

DOI:10.1016/j.dyepig.2018.05.073

Reference yield: 93.0%

o-toluidine (95-53-4) + β-naphthol (135-19-3) → orange OT (2646-17-5,50926-67-5)

Guidance literature:

o-toluidine; With ferric hydrogen sulphate; silica gel; sodium nitrite; In water; Green chemistry;

β-naphthol; In water; at 20 ℃; for 0.166667h; regioselective reaction; Green chemistry;

DOI:10.5012/jkcs.2012.56.6.716

Reference yield: 93.0%

β-naphthol (135-19-3) + C6H4S2O4N(1-)*N2C6H5CH2(1+) → orange OT (2646-17-5,50926-67-5)

Guidance literature:

With sodium hydroxide; In water; for 0.333333h;

DOI:10.1055/s-1998-2132

upstream raw materials:

o-toluene-diazonium chloride

sodium 2-naphtholate

1-[(2-methylphenyl)azo]naphthalen-2-amine

2-methylbenzene diazonium

Refernces

• 1、 -. "Mild preparation method for structural analogs of Sudan I". Paragraph 0048-0050. . Retrieved 2018/07/30.
• 2、 Rahimizadeh, Mohammad,Eshghi, Hossein,Shiri, Ali,Ghadamyari, Zohreh,Matin, Maryam M.,Oroojalian, Fatemeh,Pordeli, Parvaneh. "Fe(HSO4)3 as an Efficient Catalyst for Diazotization and Diazo Coupling Reactions". . p. 716 - 719. Retrieved 2013/05/08.