2,4-Diaminotoluene

Base Information

• Chemical Name: 2,4-Diaminotoluene
• CAS No.: 95-80-7
• Deprecated CAS: 12236-56-5,85898-88-0,85898-88-0
• Molecular Formula: C7H10N2
• Molecular Weight: 122.17
• Hs Code.: 29331990
• European Community (EC) Number: 202-453-1,290-576-1,294-200-7
• ICSC Number: 0582
• UN Number: 1709
• UNII: IS1AKN4HYB
• DSSTox Substance ID: DTXSID4020402
• Nikkaji Number: J3.958F
• Wikipedia: 2,4-Diaminotoluene
• Wikidata: Q209195
• NCI Thesaurus Code: C44306
• Metabolomics Workbench ID: 49542
• ChEMBL ID: CHEMBL541230
• Mol file: 95-80-7.mol

Synonyms:2,4-DAT;2,4-diaminotoluene;2,4-diaminotoluene, 3H-labeled;2,4-diaminotoluene, dihydrochloride;2,4-diaminotoluene, monohydrochloride;2,4-toluene diamine;2,4-toluenediamine

Chemical Property of 2,4-Diaminotoluene

Chemical Property:

• Appearance/Colour: brown crystalline powder, crystals or flakes
• Vapor Pressure: 0.00188mmHg at 25°C
• Melting Point: 97-99 °C(lit.)
• Refractive Index: 1.5103 (estimate)
• Boiling Point: 292 °C at 760 mmHg
• PKA: 5.02±0.10(Predicted)
• Flash Point: 149.5 °C
• PSA: 52.04000
• Density: 1.107 g/cm³
• LogP: 2.32180
• Storage Temp.: room temp
• Solubility.: 38g/l
• Water Solubility.: 50 g/l (25 ºC)
• XLogP3: 0.1
• 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
• Transport DOT Label: Poison

Purity/Quality:

99.9% ^*data from raw suppliers

2,4-Diaminotoluene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, N
• Hazard Codes: T,N
• Statements: 45-21-25-36-43-51/53-68-62-48/22
• Safety Statements: 53-45-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=C(C=C(C=C1)N)N
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes. The hot liquid may cause severe skin burns. The substance may cause effects on the liver and blood.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. The substance may have effects on the liver and kidneys. This may result in liver function impairment and kidney impairment. This substance is possibly carcinogenic to humans. May cause genetic damage in humans. May cause reproductive toxicity in humans.
• Uses: 2,4-diaminotoluene is used primarily in the production of 2,4-toluene diisocyanate, which is used in the production of polyurethane. It is used as an intermediate in the synthesis of dyes and heterocyclic compounds. 2,4-Diaminotoluene has been used as a developer for direct dyes, particularly to obtain black, dark blue, and brown shades, and to obtain navy blue and black colors on leather. Other applications include the preparation of impact resins, polyamides with superior wire-coating properties, antioxidants, hydraulic fluids, urethane foams, and fungicide stabilizers, and as a photographic developer (HSDB 2009).

Technology Process of 2,4-Diaminotoluene

There total 63 articles about 2,4-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: 100.0%

2,4-dinitrotoluene (121-14-2) → 4-methylbenzene-1,3-diamine (95-80-7,71111-07-4)

Guidance literature:

With hydrogen; In methanol; at 50 ℃; for 0.25h; under 1500.15 Torr; Reagent/catalyst; Temperature; Solvent; Pressure; Inert atmosphere;

DOI:10.1002/aoc.4832

Reference yield: 94.8%

2,4-dinitrotoluene (121-14-2) → 4-methylbenzene-1,3-diamine (95-80-7,71111-07-4) + 4-Methyl-3-nitroanilin (119-32-4)

Guidance literature:

With carbon monoxide; hydrogen sulfide; iron(III) oxide; at 325 ℃; for 17.5h; Product distribution; Mechanism;

DOI:10.1039/c39800000260

Reference yield: 70.0%

1,2,3,4-tetrahydroisoquinoline (635-46-1) + 2-methyl-5-nitroaniline (99-55-8) → quinoline (91-22-5) + 4-methylbenzene-1,3-diamine (95-80-7,71111-07-4)

Guidance literature:

With nickel-nitrogen-doped carbon framework; In water; at 145 ℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1039/c9gc04358f

upstream raw materials:

2,4-dinitrobenzaldehyde

2,4-dinitrotoluene

2,4-dinitrobenzyl chloride

N-(3-amino-4-methyl-phenyl)-phthalimide

Downstream raw materials:

2,4-Toluene diisocyanate

4-methyl-N,N'-bis-(thiophene-2-carbonyl)-m-phenylenediamine

N-(3-amino-4-methyl-phenyl)-phthalimide

6,6'-methylenebis[4-methyl-1,3-benzenediamine]

Refernces

• 1、 ?al??kan, Melike,Akay, Sema,Baran, Talat,Kayan, Berkant. "Fabrication of palladium nanocatalyst supported on magnetic eggshell and its catalytic character in the catalytic reduction of nitroarenes in water". . . Retrieved 2021/07/21.
• 2、 Zhou, Wei,Neumann, Paul,Al Batal, Mona,Rominger, Frank,Hashmi, A. Stephen K.,Schaub, Thomas. "Depolymerization of Technical-Grade Polyamide 66 and Polyurethane Materials through Hydrogenation". . p. 4176 - 4180. Retrieved 2020/11/30.