N-Methyl-p-toluidine

Base Information

• Chemical Name: N-Methyl-p-toluidine
• CAS No.: 623-08-5
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 29214300
• European Community (EC) Number: 210-769-6
• UNII: R9R0B2849P
• DSSTox Substance ID: DTXSID6060763
• Nikkaji Number: J2.090G
• Wikidata: Q114603
• Mol file: 623-08-5.mol

Synonyms:N-Methyl-p-toluidine;623-08-5;N,4-DIMETHYLANILINE;Benzenamine, N,4-dimethyl-;4-Methyl-N-methylaniline;p-Toluidine, N-methyl-;UNII-R9R0B2849P;R9R0B2849P;EINECS 210-769-6;4-(Methylamino)toluene;N,p-Dimethylaniline;p,N-Dimethylaniline;n-methyl-p-toluidin;methyl-p-tolyl-amine;N-methyl-p-tolylamine;4,N-dimethyl-aniline;N,4-Dimethylbenzenamine;N,4-Dimethylaniline #;n-methyl-p-methylaniline;p-methyl-N-methylaniline;N,4-dimethyl-benzenamine;N-Methyl-4-methylaniline;SCHEMBL44533;N-Methyl-p-toluidine, 98%;DTXSID6060763;QCIFLGSATTWUQJ-UHFFFAOYSA-;GEO-01976;MFCD00025628;STL183338;AKOS000258848;CS-W022904;NC-0213;FT-0632615;M1315;EN300-59273;Q114603;W-105015

Chemical Property of N-Methyl-p-toluidine

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Vapor Pressure: 0.197mmHg at 25°C
• Melting Point: -10.08°C (estimate)
• Refractive Index: n20/D 1.557(lit.)
• Boiling Point: 210 °C at 760 mmHg
• PKA: 5.26±0.12(Predicted)
• Flash Point: 72.1 °C
• PSA: 12.03000
• Density: 0.968 g/cm³
• LogP: 2.10970
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 72.6

Purity/Quality:

99% ^*data from raw suppliers

N-Methyl-p-toluidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25-33-52/53
• Safety Statements: 28-36/37-45-61-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)NC

Technology Process of N-Methyl-p-toluidine

There total 176 articles about N-Methyl-p-toluidine 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: 98.0%

Dimethyl-p-toluidine (99-97-8) → formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-methyl-p-toluidine (623-08-5)

Guidance literature:

With {Ru(IV)O(2,2`-bipyridine)(PEt₃)}(ClO₄)2; In acetonitrile; at 21 ℃; Rate constant; Kinetics; Thermodynamic data; other Ru(IV) complex catalyst, ΔH(excit), ΔS(excit) determined;

DOI:10.1039/c39890000905

Reference yield: 81.0%

1-methylamino-2-methyl-4,6-diphenylpyridinium tetrafluoroborate → 2-methyl-4,6-diphenyl-pyridine (1912-16-9) + N-methyl-p-toluidine (623-08-5) + N-methyl-m-toluidine (696-44-6) + N,2-dimethylaniline (611-21-2)

Guidance literature:

In trifluoroacetic acid; for 17h; Ambient temperature; Irradiation;

DOI:10.1039/c39870000961

Reference yield: 80.0%

methanol (67-56-1) + p-methylazidobenzene (2101-86-2) → N-methyl-p-toluidine (623-08-5) + p-toluidine (106-49-0,12221-03-3)

Guidance literature:

With trans-RuCl(phenpyra-Me)(PPh₃)₂PF₆; sodium hydroxide; at 125 ℃; for 24h; Sealed tube; Inert atmosphere; Glovebox;

DOI:10.1039/c8gc00863a

upstream raw materials:

diazomethane

p-toluidine

methyl magnesium iodide

diethyl ether

Downstream raw materials:

methyl-(6-methyl-benzothiazol-2-yl)-p-tolyl-amine

methyl(p-tolyl)carbamothioic chloride

4-(N-methylacetamido)toluene

N-methyl p-methyl α-chloroacetanilide

Refernces

• 1、 Illam, Praseetha Mathoor,Rit, Arnab. "Electronically tuneable orthometalated RuII–NHC complexes as efficient catalysts for C–C and C–N bond formations via borrowing hydrogen strategy". . p. 67 - 74. Retrieved 2022/01/19.
• 2、 Browne, Wesley R.,Giorgi, Michel,Kaizer, József,T?r?k, Patrik,Unjaroen, Duenpen,Viktória Csendes, Flóra. "A nonheme peroxo-diiron(iii) complex exhibiting both nucleophilic and electrophilic oxidation of organic substrates". supporting information. p. 7181 - 7185. Retrieved 2021/06/11.