4,5-Dimethyl-1,2-phenylenediamine

Base Information

• Chemical Name: 4,5-Dimethyl-1,2-phenylenediamine
• CAS No.: 3171-45-7
• Molecular Formula: C8H12N2
• Molecular Weight: 136.197
• Hs Code.: 29212900
• European Community (EC) Number: 221-635-1
• NSC Number: 12978
• UNII: 1OJ9D3R6NH
• DSSTox Substance ID: DTXSID1062885
• Nikkaji Number: J80.656K
• Wikidata: Q27094115
• Metabolomics Workbench ID: 147712
• ChEMBL ID: CHEMBL1229654
• Mol file: 3171-45-7.mol

Synonyms:4,5-dimethyl-1,2-phenylenediamine;4,5-dimethyl-1,2-phenylenediamine dihydrochloride;4,5-dimethyl-o-phenylenediamine;4,5-DM-o-PDA;DIMPDA

Chemical Property of 4,5-Dimethyl-1,2-phenylenediamine

Chemical Property:

• Vapor Pressure: 0.00399mmHg at 25°C
• Melting Point: 127-129 °C
• Refractive Index: 1.618
• Boiling Point: 279.6 °C at 760 mmHg
• PKA: 5.02±0.10(Predicted)
• Flash Point: 144.9 °C
• PSA: 52.04000
• Density: 1.076 g/cm³
• LogP: 2.63020
• Storage Temp.: 2-8°C
• Sensitive.: Air & Light Sensitive
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 136.100048391
• Heavy Atom Count: 10
• Complexity: 99.8

Purity/Quality:

99% ^*data from raw suppliers

4,5-Dimethyl-o-phenylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38-36
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC(=C(C=C1C)N)N
• Uses: Employed in the preparation of transition metal complexes1 and quinoxalinones.2 4, 5-dimethyl-o-phenylenediamine used in the determination of aromatic aldehydes by high performance liquid chromatography after precolumn fluorescent derivatization. For the determination of vanillin.

Technology Process of 4,5-Dimethyl-1,2-phenylenediamine

There total 13 articles about 4,5-Dimethyl-1,2-phenylenediamine 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%

4,5-dimethyl-2-nitrobenzenamine (6972-71-0) → 4,5-dimethyl-1,2-phenylenediamine (3171-45-7)

Guidance literature:

4,5-dimethyl-2-nitrobenzenamine; With hydrogenchloride; tin(ll) chloride; In ethanol; water; at 20 ℃; for 1h; Inert atmosphere; Reflux;

With sodium hydrogencarbonate; In ethanol; water; at 20 ℃;

Reference yield: 87.0%

5,6-dimethylbenzo-2,1,3-thiadiazole (1887-60-1) → 4,5-dimethyl-1,2-phenylenediamine (3171-45-7)

Guidance literature:

With magnesium; In methanol; at 45 - 60 ℃; for 1.83333h;

DOI:10.1016/S0040-4039(01)00163-0

Reference yield: 78.0%

2-nitro-3,3'4,4'-tetramethylazobenzene → 4,5-dimethyl-1,2-phenylenediamine (3171-45-7)

Guidance literature:

With formic acid; zinc; In methanol; at 20 ℃; for 24h; Inert atmosphere;

upstream raw materials:

4,5-dimethyl-1,2-dinitrobenzene

4,5-dimethyl-2-nitrobenzenamine

4,5-dimethyl-N,N'-dibenzoyl-1,2-phenylenediamine

4,5-dimethyl-2-nitro-N-benzylaniline

Downstream raw materials:

5,6-dimethyl-2-(pyridin-4-yl)-1H-benzo[d]imidazole

lumichrome

1,3-dimethyllumichrome

5,6-dimethyl-2-phenyl-1H-benzo[d]imidazole

Refernces

• 1、 B?umler, Christoph,Kempe, Rhett. "The Direct Synthesis of Imines, Benzimidazoles and Quinoxalines from Nitroarenes and Carbonyl Compounds by Selective Nitroarene Hydrogenation Employing a Reusable Iron Catalyst". supporting information. p. 8989 - 8993. Retrieved 2018/05/30.
• 2、 Hahn, Gabriela,Ewert, Julia-Katharina,Denner, Christine,Tilgner, Dominic,Kempe, Rhett. "A Reusable Mesoporous Nickel Nanocomposite Catalyst for the Selective Hydrogenation of Nitroarenes in the Presence of Sensitive Functional Groups". . p. 2461 - 2465. Retrieved 2016/08/24.