N,N,2,4,6-Pentamethylaniline

Base Information

• Chemical Name: N,N,2,4,6-Pentamethylaniline
• CAS No.: 13021-15-3
• Molecular Formula: C11H17N
• Molecular Weight: 163.263
• Hs Code.: 2921430090
• European Community (EC) Number: 629-573-0
• NSC Number: 243164
• DSSTox Substance ID: DTXSID20156412
• Nikkaji Number: J307.508G
• Wikidata: Q83024475
• Mol file: 13021-15-3.mol

Synonyms:N,N,2,4,6-Pentamethylaniline;13021-15-3;N,N,2,4,6-Pentamethylbenzenamine;Benzenamine, N,N,2,4,6-pentamethyl-;n,n-2,4,6-pentamethylaniline;2-(Dimethylamino)mesitylene;N,N-Dimethylmesidine;Dimethylaminomesitylen;NSC243164;Benzenamine,N,N,2,4,6-pentamethyl-;dimethyl-(2,4,6-trimethyl-phenyl)-amine;SCHEMBL60535;N(C)(C)c1c(C)cc(C)cc1C;DTXSID20156412;2,4,6-trimethylphenyl-dimethylamine;MFCD00010596;AKOS016846082;N,N,2,4,6-Pentamethylaniline, 98%;NSC 243164;NSC-243164;SB75775;AS-62186;CS-0316544;FT-0629340;P1767;D92152;A806041;J-005767

Chemical Property of N,N,2,4,6-Pentamethylaniline

Chemical Property:

• Vapor Pressure: 0.159mmHg at 25°C
• Melting Point: 46.25°C (estimate)
• Refractive Index: n20/D 1.512(lit.)
• Boiling Point: 214 °C at 760 mmHg
• PKA: 6.70±0.48(Predicted)
• Flash Point: 78.9 °C
• PSA: 3.24000
• Density: 0.926 g/cm³
• LogP: 2.67780
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 163.136099547
• Heavy Atom Count: 12
• Complexity: 130

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N,2,4,6-Pentamethylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)N(C)C)C
• Uses: N,N,2,4,6-Pentamethylaniline was used in the synthesis of an oximino glycoside that was reduced with lithium aluminum hydride to benzyl 2-amino-2-deoxy-α-D-gluco- and -mannopyranoside hydrochloride.

Technology Process of N,N,2,4,6-Pentamethylaniline

There total 13 articles about N,N,2,4,6-Pentamethylaniline 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: 93.0%

formic acid (64-18-6) + 2,4,6-trimethylaniline (88-05-1) → 2,4,6-trimethyl-N,N-dimethylaniline (13021-15-3)

Guidance literature:

With tris(pentafluorophenyl)borate; In dibutyl ether; at 100 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201503879

Reference yield: 89.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + nitromesitylene (603-71-4,34505-32-3,82795-90-2) → 2,4,6-trimethyl-N,N-dimethylaniline (13021-15-3)

Guidance literature:

With formic acid; triethylamine; In water; tert-butyl alcohol; at 100 ℃; for 24h;

DOI:10.1002/cctc.201701617

Reference yield: 87.0%

N-oxyde de dimethylmesidine (40751-99-3) → 2,4,6-trimethyl-N,N-dimethylaniline (13021-15-3)

Guidance literature:

N-oxyde de dimethylmesidine; With N,N-Dimethylthiocarbamoyl chloride; In dichloromethane; at 20 ℃; for 2h;

In acetonitrile; for 3h; Reflux;

DOI:10.1080/00397910903370634

upstream raw materials:

formaldehyd

nitromesitylene

dimethyl sulfate

2,4,6-trimethylaniline

Downstream raw materials:

5-[[methyl(2,4,6-trimethylphenyl)amino]methyl]-2(5H)-furanone

2,4,6,N-tetramethyl-N-nitroso-aniline

dimethyl-(2,4,6-trimethyl-3-nitro-phenyl)-amine

2-{[Methyl-(2,4,6-trimethyl-phenyl)-amino]-methyl}-cyclopentanone

Refernces

• 1、 Wang, Tao,Hoffmann, Marvin,Dreuw, Andreas,Hasagi?, Edina,Hu, Chao,Stein, Philipp M.,Witzel, Sina,Shi, Hongwei,Yang, Yangyang,Rudolph, Matthias,Stuck, Fabian,Rominger, Frank,Kerscher, Marion,Comba, Peter,Hashmi, A. Stephen K.. "A Metal-Free Direct Arene C?H Amination". supporting information. p. 2783 - 2795. Retrieved 2021/04/05.
• 2、 Senthamarai, Thirusangumurugan,Murugesan, Kathiravan,Natte, Kishore,Kalevaru, Narayana V.,Neumann, Helfried,Kamer, Paul C. J.,Jagadeesh, Rajenahally V.. "Expedient Synthesis of N-Methyl- and N-Alkylamines by Reductive Amination using Reusable Cobalt Oxide Nanoparticles". . p. 1235 - 1240. Retrieved 2018/02/09.