N-Methyl-m-toluidine

Base Information

• Chemical Name: N-Methyl-m-toluidine
• CAS No.: 696-44-6
• Molecular Formula: C8H11N
• Molecular Weight: 121.182
• Hs Code.: 29214300
• European Community (EC) Number: 211-795-0
• NSC Number: 9396
• DSSTox Substance ID: DTXSID2061014
• Nikkaji Number: J2.107E
• Wikidata: Q63392765
• Mol file: 696-44-6.mol

Synonyms:N,3-Dimethylaniline;N-Methyl-m-toluidine;696-44-6;3-(Methylamino)toluene;Benzenamine, N,3-dimethyl-;m-Toluidine, N-methyl-;m,N-Dimethylaniline;N-Methyl-3-methylaniline;N-3-Dimethylbenzenamine;Aniline, N,m-dimethyl-;3,N-Dimethylaniline;NSC 9396;EINECS 211-795-0;N,3-Dimethylaniline (N-Methyl-m-toluidine);N-Methyl-3-toluidine;N-Methyl-m-methylaniline;NSC9396;Aniline,m-dimethyl-;N-Methyl-m-toluidin;Methyl-m-tolyl-amine;3,N-dimethyl-aniline;N,3-Dimethylbenzenamine;Benzenamine,3-dimethyl-;N-methyl-N-m-tolylamine;N-Methyl-m-toluidine, 97%;SCHEMBL306337;N-METHYL-META-TOLUIDINE;DTXSID2061014;FBGJJTQNZVNEQU-UHFFFAOYSA-;N-methyl-N-(3-methylphenyl)amine;NSC-9396;MFCD00035787;AKOS000253221;CS-W013565;AS-31121;FT-0632830;FT-0667309;M0446;EN300-59272;W-104611;Q63392765

Chemical Property of N-Methyl-m-toluidine

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.259mmHg at 25°C
• Melting Point: -10.08°C (estimate)
• Refractive Index: n20/D 1.5560(lit.)
• Boiling Point: 204.7 °C at 760 mmHg
• PKA: 5.00±0.25(Predicted)
• Flash Point: 77.3 °C
• PSA: 12.03000
• Density: 0.968 g/cm³
• LogP: 2.10970
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility.: INSOLUBLE
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 121.089149355
• Heavy Atom Count: 9
• Complexity: 80.6

Purity/Quality:

99%min ^*data from raw suppliers

N,3-Dimethylaniline ^*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(=CC=C1)NC
• Uses: Tolnaftate (T535400) impurity.

Technology Process of N-Methyl-m-toluidine

There total 47 articles about N-Methyl-m-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: 95.0%

3-methyl-N-methylacetanilide (579-12-4) → N-ethyl-N-methyl-3-methylaniline (15258-50-1) + N-methyl-m-toluidine (696-44-6)

Guidance literature:

With triethyl borane; Triethoxysilane; sodium hydroxide; In hexane; at 80 ℃; for 6h; Reagent/catalyst; Solvent; Inert atmosphere; Sealed tube;

Reference yield: 93.0%

methanol (67-56-1) + 1-methyl-3-nitrobenzene (99-08-1) → N-methyl-m-toluidine (696-44-6)

Guidance literature:

With potassium tert-butylate; at 130 ℃; for 24h; Sealed tube;

DOI:10.1016/j.jcat.2020.06.004

Reference yield: 93.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-amino-3-methylbenzene (108-44-1) → N-methyl-m-toluidine (696-44-6)

Guidance literature:

formaldehyd; 1-amino-3-methylbenzene; With sodium methylate; In methanol; at 65 ℃; for 1h;

With sodium tetrahydroborate; at 65 ℃; for 1.5h;

DOI:10.1021/acs.jcim.9b00802

upstream raw materials:

methanol

1-amino-3-methylbenzene

methyl iodide

trimethyl orthoformate

Downstream raw materials:

1,4,7-trimethyl-1H-quinolin-2-one

N-methyl-N-m-tolylbenzamide

N-methyl-N-m-tolyl-ethylenediamine

μ-disulfido-1,2-dithio-dicarbonic acid bis-(N-methyl-m-toluidide)

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、 Zhao, Chenxi,Tang, Chu,Li, Changhao,Ning, Wentao,Hu, Zhiye,Xin, Lilan,Zhou, Hai-Bing,Huang, Jian. "Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy". . . Retrieved 2021/05/10.