Toluidine red

Base Information

• Chemical Name: Toluidine red
• CAS No.: 2425-85-6
• Deprecated CAS: 12238-48-1,12240-01-6,12240-02-7,39310-30-0,78690-69-4,1878204-43-3,12240-01-6,12240-02-7,39310-30-0,78690-69-4
• Molecular Formula: C17H13N3O3
• Molecular Weight: 307.309
• Hs Code.: 2927000090
• European Community (EC) Number: 219-372-2
• NSC Number: 45193
• UNII: 7K26S08256
• DSSTox Substance ID: DTXSID8021226,DTXSID10859728
• Nikkaji Number: J2.949.115A,J34.075H,J2.299.206F
• Wikidata: Q27155932
• ChEMBL ID: CHEMBL2138372
• Mol file: 2425-85-6.mol

Synonyms:C.I. Pigment Red 3;NSC 8995;NSC-8995;NSC8995;organol scarlet;toluidine red

Chemical Property of Toluidine red

Chemical Property:

• Appearance/Colour: red to orange powder
• Vapor Pressure: 8.02E-10mmHg at 25°C
• Melting Point: 270-272 °C(lit.)
• Refractive Index: 1.66
• Boiling Point: 543.5 °C at 760 mmHg
• PKA: 13.45±0.50(Predicted)
• Flash Point: 282.5 °C
• PSA: 90.77000
• Density: 1.32 g/cm³
• LogP: 5.70060
• Water Solubility.: 211μg/L at 20℃
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 307.09569129
• Heavy Atom Count: 23
• Complexity: 451

Purity/Quality:

99% ^*data from raw suppliers

ToluidiNe Red ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, N
• Hazard Codes: Xi,N
• Statements: 41-50/53
• Safety Statements: 26-39-60-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Azo Dyes
• Canonical SMILES: CC1=CC(=C(C=C1)N=NC2=C(C=CC3=CC=CC=C32)O)[N+](=O)[O-]

Technology Process of Toluidine red

There total 5 articles about Toluidine red 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) + 4-methyl-2-nitroaniline (89-62-3) → ((4-methyl-2-nitrophenyl)azo)-2-naphthol (2425-85-6,39310-30-0)

Guidance literature:

4-methyl-2-nitroaniline; With hydrogenchloride; sodium nitrite; In water; at 20 ℃; for 0.333333h;

β-naphthol; In water; at 60 ℃; for 1h; Temperature;

Reference yield:

→ C.I. Pigment Red 3 (2425-85-6,39310-30-0)

Guidance literature:

m-Nitrotoluidin, 2-Naphthol;

DOI:10.1039/f19777300558

Reference yield:

toluene (108-88-3,15644-74-3,16713-13-6) → ((4-methyl-2-nitrophenyl)azo)-2-naphthol (2425-85-6,39310-30-0)

Guidance literature:

With CHNO₄; und Behandeln des Reaktionsgemisches mit wss.Na2CO3 und anschliessend mit <2>Naphthol;

DOI:10.1039/jr9570004003

upstream raw materials:

toluene

β-naphthol

4-methyl-2-nitroaniline