N,N,N'-Trimethylbenzene-1,4-diamine

Base Information

• Chemical Name: N,N,N'-Trimethylbenzene-1,4-diamine
• CAS No.: 5369-34-6
• Molecular Formula: C9H14N2
• Molecular Weight: 150.224
• Hs Code.: 2921519090
• Mol file: 5369-34-6.mol

Synonyms:4-(dimethylamino)-N-methylaniline;N-methyl-4-(dimethylamino)aniline;1-N,1-N,4-N-trimethylbenzene-1,4-diamine;N,N,N'-Trimethyl-1,4-benzenediamine;tri-N-methyl-p-phenylenediamine;N,N,N'-trimethyl-p-phenylenediamine;Tri-N-methyl-p-phenylendiamin;N,N,N'-trimethylbenzene-1,4-diamine;

Chemical Property of N,N,N'-Trimethylbenzene-1,4-diamine

Chemical Property:

• Melting Point: 99-100 °C
• Boiling Point: 75-80 °C(Press: 0.02 Torr)
• PKA: 8.03±0.24(Predicted)
• Flash Point: 122.9oC
• PSA: 15.27000
• Density: 1.022±0.06 g/cm3(Predicted)
• LogP: 1.86730

Purity/Quality:

99% ^*data from raw suppliers

N1,N4,N4-Trimethyl-1,4-benzenediamineDihydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N,N,N'-Trimethylbenzene-1,4-diamine

There total 14 articles about N,N,N'-Trimethylbenzene-1,4-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: 79.0%

methanol (67-56-1) + 1,4-phenylenediamine (106-50-3) → N,N,N'-trimethyl-p-phenylenediamine (5369-34-6)

Guidance literature:

With potassium tert-butylate; C₃₇H₃₆Cl₂NPRuS₂; at 135 ℃; for 36h; Sealed tube; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.1c01185

Reference yield: 77.0%

4-bromo-N,N-dimethylaniline (586-77-6) + methylamine (74-89-5) → N,N,N'-trimethyl-p-phenylenediamine (5369-34-6)

Guidance literature:

With dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine; [(2-di-cyclohexylphosphino-3,6-dimethoxy-2’,4’,6’-triisopropyl-1,1‘-biphenyl)-2-(2‘-amino-1,1’-biphenyl)]palladium(II) methanesulfonate; sodium t-butanolate; In tetrahydrofuran; tert-butyl alcohol; at 80 ℃; for 7h; Inert atmosphere;

DOI:10.1016/j.tet.2019.05.062

Reference yield: 64.0%

→ N,N,N'-trimethyl-p-phenylenediamine (5369-34-6)

Guidance literature:

With hydrogen; In 1,4-dioxane; at 60 ℃; for 24h; under 7500.75 Torr; Sealed tube; Green chemistry;

upstream raw materials:

N,N,N',N'-tetramethyl-para-phenylenediamine

N'-tosyl-N,N,N'-trimethyl-p-phenylenediamine

N-(4-(dimethylamino)phenyl)formamide

hydrogenchloride

Downstream raw materials:

4-nitro-benzenesulfonic acid-(4-dimethylamino-N-methyl-anilide)

N-(4-(dimethylamino)phenyl)-N-methylnitrous amide

N-(4-(dimethylamino)phenyl)-N-methylformamide

(E)-tert-butyl 3-[N-(4-dimethylamino)-N-(methyl)amino]acrylate

Refernces

• 1、 Biswas, Nandita,Srimani, Dipankar. "Ru-Catalyzed Selective Catalytic Methylation and Methylenation Reaction Employing Methanol as the C1 Source". . p. 10544 - 10554. Retrieved 2021/07/31.
• 2、 -. "Method for selectively preparing N-monomethylamine compounds by using nitro compound as raw material". Paragraph 0035; 0036. . Retrieved 2018/11/03.