N,2,4-trimethylaniline

Base Information

• Chemical Name: N,2,4-trimethylaniline
• CAS No.: 13021-13-1
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 2921430090
• DSSTox Substance ID: DTXSID90493467
• Wikidata: Q82340171
• Mol file: 13021-13-1.mol

Synonyms:N,2,4-trimethylaniline;13021-13-1;Benzenamine, N,2,4-trimethyl-;N-Methyl-2,4-xylidine;n,n'-dimethyl-p-toluidine;SCHEMBL1549143;DTXSID90493467;ZIOFXYGGAJKWHX-UHFFFAOYSA-N;MFCD10687533;AKOS000253551;LS-06344;BB 0241905;CS-0216544;FT-0675606;EN300-50550;Z335249338

Chemical Property of N,2,4-trimethylaniline

Chemical Property:

• PSA: 12.03000
• LogP: 2.41810
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 135.104799419
• Heavy Atom Count: 10
• Complexity: 101

Purity/Quality:

98%Min ^*data from raw suppliers

N,2,4-Trimethylaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)NC)C

Technology Process of N,2,4-trimethylaniline

There total 16 articles about N,2,4-trimethylaniline 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: 92.0%

O-(p-toluenesulfonyl)-N-methylhydroxylamine (25370-97-2) + m-xylene (108-38-3,104809-90-7) → N,2,4-trimethylaniline (13021-13-1)

Guidance literature:

With air; at 20 ℃; for 72h; chemoselective reaction;

DOI:10.1002/adsc.202100236

Reference yield: 56.0%

→ N,2,4-trimethylaniline (13021-13-1)

Guidance literature:

Reference yield: 4.5%

N,N,2,4-tetramethylaniline (769-53-9) + palladium diacetate (3375-31-3) → N,2,4-trimethylaniline (13021-13-1) + 4-(N,N-dimethylamino)-3-methylbenzyl acetate (76259-11-5) + N,N,2,4-tetramethyl-6-acetoxyaniline (76259-12-6)

Guidance literature:

In acetic acid; benzene; at 80 ℃; for 5h;

DOI:10.1246/cl.1980.1331

upstream raw materials:

dimethyl sulfate

2,4-Xylidine

methanol

N,N,2,4-tetramethylaniline

Downstream raw materials:

C₁₈H₂₀BrN₃O₂

C₁₇H₁₇N₃O₂

N-(2,4-Dimethylphenyl)-N-methylbenzamide

(2,4-dimethylphenyl)(methyl)carbamic chloride

Refernces

• 1、 Liu, Xiang,Loh, Teck-Peng,Qiang, Wenwen,Wang, Jing,Ye, Sen,Zhu, Longfei. "Additive-freeN-methylation of amines with methanol over supported iridium catalyst". . p. 3364 - 3375. Retrieved 2021/06/06.
• 2、 -. "Method For Preparing Methylated Amines". Paragraph 0161-0172. . Retrieved 2015/06/10.