2,5-Diaminotoluene

Base Information

• Chemical Name: 2,5-Diaminotoluene
• CAS No.: 95-70-5
• Deprecated CAS: 124688-01-3,156031-30-0,33379-31-6,62488-19-1,156031-30-0,33379-31-6,62488-19-1
• Molecular Formula: C7H10N2
• Molecular Weight: 122.17
• Hs Code.: 2921519090
• European Community (EC) Number: 202-442-1
• UNII: 24JO8Z0RJU
• DSSTox Substance ID: DTXSID6029123
• Nikkaji Number: J3.957H
• Wikipedia: 2,5-Diaminotoluene
• Wikidata: Q2521416
• Metabolomics Workbench ID: 58672
• Mol file: 95-70-5.mol

Synonyms:2,5-diaminotoluene;2,5-diaminotoluene dihydrochloride;2,5-diaminotoluene monohydrochloride;2,5-diaminotoluene sulfate;2,5-diaminotoluene sulfate (1:1);2,5-toluylenediamine;2-methyl-p-phenylenediamine;p-toluenediamine;toluene-2,5-diamine;toluene-2,5-diamine sulfate

Chemical Property of 2,5-Diaminotoluene

Chemical Property:

• Appearance/Colour: purple crystal
• Vapor Pressure: 0.00565mmHg at 25°C
• Melting Point: 64 °C
• Refractive Index: 1.5103 (estimate)
• Boiling Point: 273.7 °C at 760 mmHg
• PKA: 5.98±0.10(Predicted)
• Flash Point: 140.6 °C
• PSA: 52.04000
• Density: 1.107 g/cm³
• LogP: 2.32180
• Solubility.: Soluble in water
• Water Solubility.: 500g/L at 20℃
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 122.084398327
• Heavy Atom Count: 9
• Complexity: 92.9

Purity/Quality:

99% ^*data from raw suppliers

2,5-Diaminotoluene(>80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,N
• Hazard Codes: T,N
• Statements: 20/21-25-43-51/53
• Safety Statements: 24-37-45-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=C(C=CC(=C1)N)N
• Description: p-Toluylenediamine is a hair dye associated with contact dermatitis in hairdressers. Cross reactivity is observed with PPD.
• Uses: 2,5-Toluenediamine is used primarily in hair dye formulations as one of the major oxidation dye precursors. It is also used in the synthesis of saframine, a family of dyes used as biological stain, and may be present in indelible ink, antifreeze, and nail polish. As may be expected from its use in hair dye formulations, hairdressers and barbers may be exposed to 2,5-TDA. Workers in the dye manufacturing industry may also be exposed.

Technology Process of 2,5-Diaminotoluene

There total 41 articles about 2,5-Diaminotoluene 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: 95.0%

2,5-dinitrotoluene (619-15-8) → 2-methyl-p-phenylenediamine (95-70-5)

Guidance literature:

With sodium tetrahydroborate; In water; at 20 ℃; for 0.583333h; Inert atmosphere;

DOI:10.1002/aoc.3825

Reference yield: 92.0%

o-aminoazotoluene (97-56-3) → o-toluidine (95-53-4) + 2-methyl-p-phenylenediamine (95-70-5)

Guidance literature:

With formic acid; zinc; In methanol; at 20 ℃; for 0.2h;

DOI:10.1016/S0040-4039(01)02370-X

Reference yield: 92.0%

bis-(4-amino-3-methyl-phenyl)-diazene (61594-49-8) → o-toluidine (95-53-4) + 2-methyl-p-phenylenediamine (95-70-5)

Guidance literature:

With ammonium acetate; zinc; In methanol; at 20 ℃; for 0.0833333h;

upstream raw materials:

4-nitro-3-methylaniline

2,5-dinitrotoluene

o-aminoazotoluene

3-methyl-4-m-tolylazo-aniline

Downstream raw materials:

2,5-diacetylaminotoluene

N-(4-Amino-3-methyl-phenyl)-acetamide

N-(4-Amino-2-methyl-phenyl)-acetamide

N,N'-(methyl-p-phenylene)-bis-benzamide

Refernces

• 1、 Salahshournia, Hossein,Ghiaci, Mehran. "Pd-Pt/modified GO as an efficient and selective heterogeneous catalyst for the reduction of nitroaromatic compounds to amino aromatic compounds by the hydrogen source". . . Retrieved 2019/02/14.
• 2、 Moghaddam, Firouz Matloubi,Ayati, Seyed Ebrahim,Firouzi, Hamid Reza,Hosseini, Seyed Hassan,Pourjavadi, Ali. "Gold nanoparticles anchored onto the magnetic poly(ionic-liquid) polymer as robust and recoverable catalyst for reduction of Nitroarenes". . . Retrieved 2017/09/30.