N1,6-Dimethylbenzene-1,2-diamine

Base Information

• Chemical Name: N1,6-Dimethylbenzene-1,2-diamine
• CAS No.: 73902-65-5
• Molecular Formula: C8H12N2
• Molecular Weight: 136.197
• DSSTox Substance ID: DTXSID50540800
• Wikidata: Q82416917
• Mol file: 73902-65-5.mol

Synonyms:N1,6-Dimethylbenzene-1,2-diamine;73902-65-5;2-N,3-dimethylbenzene-1,2-diamine;3,N*2*-Dimethyl-benzene-1,2-diamine;N~2~,3-Dimethyl-1,2-benzenediamine;SCHEMBL8229219;DTXSID50540800;3,N2-Dimethylbenzene-1,2-diamine;AKOS006339587;N~2~,3-Dimethylbenzene-1,2-diamine;AM101213;BS-44341;EN300-113035;G11859

Chemical Property of N1,6-Dimethylbenzene-1,2-diamine

Chemical Property:

• PSA: 38.05000
• LogP: 2.27310
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 136.100048391
• Heavy Atom Count: 10
• Complexity: 103

Purity/Quality:

97% ^*data from raw suppliers

N1,6-Dimethylbenzene-1,2-diamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)N)NC

Technology Process of N1,6-Dimethylbenzene-1,2-diamine

There total 6 articles about N1,6-Dimethylbenzene-1,2-diamine 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:

2,N-dimethyl-6-nitro-aniline (70254-74-9) → N1,6-dimethylbenzene-1,2-diamine (73902-65-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 760 Torr;

DOI:10.1021/ja972992n

Reference yield:

O-(4-methoxybenzoyl)-N-methylhydroxylammonium trifluoromethanesulfonate + tetrabutylammonium m-tolylsulfamate → N1,6-dimethylbenzene-1,2-diamine (73902-65-5) + 2-amino-4-methyl-N-methylaminobenzene (39513-19-4)

Guidance literature:

O-(4-methoxybenzoyl)-N-methylhydroxylammonium trifluoromethanesulfonate; tetrabutylammonium m-tolylsulfamate; With iron(II) bromide; at 30 ℃; for 4h;

With hydrogenchloride; In methanol; at 20 ℃; for 1h; Overall yield = 58 percent; Overall yield = 39.5 mg;

DOI:10.1021/jacs.1c05531

Reference yield:

2-chloro-3-nitrotoluene (3970-40-9) → N1,6-dimethylbenzene-1,2-diamine (73902-65-5)

Guidance literature:

Multi-step reaction with 2 steps

1: copper / water / 8 h / 100 °C / Sealed tube

2: hydrogen / ethanol / 3 h / 20 °C / 760.05 Torr

With hydrogen; copper; In ethanol; water;

DOI:10.1016/j.ejmech.2014.03.030

upstream raw materials:

2,N-dimethyl-6-nitro-aniline

2-chloro-3-nitrotoluene

1-amino-3-methylbenzene

2-fluoro-3-nitrotoluene

Downstream raw materials:

C₉H₁₁N₃

1,7-dimethyl-1H-benzo[d]imidazole

C₂₂H₁₉Cl₂N₅

1,8-Dimethyl-1,4-dihydro-quinoxaline-2,3-dione

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