4-Amino-N-methylaniline

Base Information

• Chemical Name: 4-Amino-N-methylaniline
• CAS No.: 623-09-6
• Molecular Formula: C7H10N2
• Molecular Weight: 122.17
• Hs Code.: 2921590090
• European Community (EC) Number: 210-770-1
• DSSTox Substance ID: DTXSID80211354
• Nikkaji Number: J95.052A
• Wikidata: Q72439076
• Mol file: 623-09-6.mol

Synonyms:1,4-Benzenediamine,N-methyl- (9CI);p-Phenylenediamine, N-methyl- (6CI,7CI,8CI);4-(Methylamino)aniline;N-Methyl-1,4-phenylenediamine;N-Methyl-p-phenylenediamine;N-Methylbenzene-1,4-diamine;p-(Methylamino)aniline;

Chemical Property of 4-Amino-N-methylaniline

Chemical Property:

• Appearance/Colour: Dark gray.
• Melting Point: 36°C
• Refractive Index: 1.5103 (estimate)
• Boiling Point: 258.8 °C at 760 mmHg
• PKA: 7.01±0.10(Predicted)
• Flash Point: 127.1 °C
• PSA: 38.05000
• Density: 1.098 g/cm³
• LogP: 1.96470
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 122.084398327
• Heavy Atom Count: 9
• Complexity: 75

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-1,4-phenylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CNC1=CC=C(C=C1)N

Technology Process of 4-Amino-N-methylaniline

There total 27 articles about 4-Amino-N-methylaniline 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%

N-methyl(p-nitroaniline) (100-15-2) → N-methyl-benzene-1,4-diamine (623-09-6)

Guidance literature:

With hydrogen; In ethyl acetate; under 1551.44 Torr;

DOI:10.1016/j.bmc.2006.06.019

Reference yield: 95.0%

methanol (67-56-1) + 1,4-phenylenediamine (106-50-3) → N-methyl-benzene-1,4-diamine (623-09-6)

Guidance literature:

With C₁₂H₁₆IrN₄O₂⁽¹⁺⁾*BF₄^(1-); potassium hydroxide; at 120 ℃; for 5h; Irradiation; Inert atmosphere; Sealed tube;

DOI:10.1021/ic502521c

Reference yield: 92.0%

methylamine (74-89-5) + p-aminoiodobenzene (540-37-4) → N-methyl-benzene-1,4-diamine (623-09-6)

Guidance literature:

With copper(l) iodide; 6,7-dihydro-5H-quinolin-8-one oxime; potassium hydroxide; In water; at 25 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201400785

upstream raw materials:

toluene-4-sulfonic acid-(4-amino-N-methyl-anilide)

4-nitroso-N-methylaniline

N-acetyl-N-methylaniline

1-Methyl-1-phenylhydrazine

Downstream raw materials:

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

1-[4-(Methyl-nitroso-amino-)-phenylazo]-[2]naphthol

N¹-methyl-N¹,N⁴,-Z₂-1,4-phenylenediamine

1-[2,3-di(tert-butoxycarbonyl)guanidino]-4-(N-methyl)benzene

Refernces

• 1、 Gillespie, James E.,Morrill, Charlotte,Phipps, Robert J.. "Regioselective Radical Arene Amination for the Concise Synthesis ofortho-Phenylenediamines". . p. 9355 - 9360. Retrieved 2021/07/19.
• 2、 -. "STABILIZATION OF ACTIVE METAL CATALYSTS AT METAL-ORGANIC FRAMEWORK NODES FOR HIGHLY EFFICIENT ORGANIC TRANSFORMATIONS". Paragraph 0354-0356; 0359. . Retrieved 2019/01/07.