n,n,3,4-Tetramethylaniline

Base Information

• Chemical Name: n,n,3,4-Tetramethylaniline
• CAS No.: 770-03-6
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• DSSTox Substance ID: DTXSID10503799
• Nikkaji Number: J2.320.756G
• Wikidata: Q82357847
• Mol file: 770-03-6.mol

Synonyms:n,n,3,4-tetramethylaniline;770-03-6;N,N-Dimethyl-3,4-xylidine;SCHEMBL346399;DTXSID10503799;LKNDYQNNDRTHFP-UHFFFAOYSA-N

Chemical Property of n,n,3,4-Tetramethylaniline

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 120

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of n,n,3,4-Tetramethylaniline

There total 9 articles about n,n,3,4-Tetramethylaniline 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: 88.0%

dimethyl sulfoxide (67-68-5,8070-53-9) + 4-amino-o-xylene (95-64-7) → N,N,3,4-tetramethylaniline (770-03-6)

Guidance literature:

With formic acid; triethylamine; at 150 ℃; for 24h; Inert atmosphere; Green chemistry;

DOI:10.1002/chem.201303802

Reference yield: 49.0%

acetic acid (64-19-7,77671-22-8) + 4-amino-o-xylene (95-64-7) → N,N,3,4-tetramethylaniline (770-03-6)

Guidance literature:

With 9-(2-chlorophenyl)acridine; di-tert-butyl peroxide; copper(II) hexafluoroacetylacetonate; In ethyl acetate; at 35 ℃; for 36h; Inert atmosphere; Irradiation;

DOI:10.1002/anie.201916710

Reference yield: 3.0%

methanol (67-56-1) + 4-amino-o-xylene (95-64-7) → N,3,4-trimethylaniline (38036-47-4) + N,N,3,4-tetramethylaniline (770-03-6)

Guidance literature:

With hydrogenchloride; nickel(II) oxide; titanium(IV) oxide; In water; for 6h; UV-irradiation;

upstream raw materials:

trimethyl phosphite

4-amino-o-xylene

dimethyl sulfate

formaldehyd

Downstream raw materials:

N,3,4-trimethylaniline

N,3,4-trimethylformanilide

(4aS,9aS)-6,7,9-Trimethyl-2,3,4,4a,9,9a-hexahydro-pyrano[2,3-b]indole

2-(3,4-dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Arman, Hadi D.,Dang, Hang T.,Haug, Graham C.,Larionov, Oleg V.,Nguyen, Viet D.,Nguyen, Vu T.,Vuong, Ngan T. H.. "Visible-Light-Enabled Direct Decarboxylative N-Alkylation". supporting information. p. 7921 - 7927. Retrieved 2020/04/10.
• 2、 Jiang, Xue,Wang, Chao,Wei, Yawen,Xue, Dong,Liu, Zhaotie,Xiao, Jianliang. "A general method for N-methylation of amines and nitro compounds with dimethylsulfoxide". supporting information. p. 58 - 63. Retrieved 2014/01/17.