N,N-Dimethyl-m-toluidine

Base Information

• Chemical Name: N,N-Dimethyl-m-toluidine
• CAS No.: 121-72-2
• Molecular Formula: C9H13N
• Molecular Weight: 135.209
• Hs Code.: 29214300
• European Community (EC) Number: 204-495-6
• NSC Number: 1788
• UN Number: 2810
• UNII: P0Q446WN3F
• DSSTox Substance ID: DTXSID9051618
• Nikkaji Number: J10.069B
• Wikidata: Q27285968
• Mol file: 121-72-2.mol

Synonyms:N,N-Dimethyl-m-toluidine;N,N,3-Trimethylaniline;121-72-2;Benzenamine, N,N,3-trimethyl-;Dimethyl-m-toluidine;N,N-Dimethyl-3-methylaniline;m,N,N-Trimethylaniline;m-Methyl-N,N-dimethylaniline;N,N-Dimethyl-m-methylaniline;Dimetil-m-toluidina;N,N,3-Trimethylbenzenamine;m-TOLUIDINE, N,N-DIMETHYL-;Benzene, 1-(dimethylamino)-3-methyl-;NSC 1788;Dimetil-m-toluidina [Italian];3-(Dimethylamino)toluene;EINECS 204-495-6;BRN 1422766;UNII-P0Q446WN3F;3-methyl-N,N-dimethylaniline;P0Q446WN3F;DTXSID9051618;NSC-1788;4-12-00-01815 (Beilstein Handbook Reference);NSC1788;m,N-Trimethylaniline;N,3-Trimethylaniline;3-Dimethylaminotoluene;Dimethyl-m-tolyl-amine;m-Toluidine,N-dimethyl-;N,N-Dimethyl-3-toluidine;n,n-dimethyl-meta-toluidine;Benzenamine,N,3-trimethyl-;SCHEMBL12879;Benzeneamine,N,N,3-trimethyl-;DTXCID4030170;N,N-Dimethyl-m-toluidine, 97%;Tox21_303992;MFCD00008305;AKOS016010566;CS-W013338;NCGC00357212-01;CAS-121-72-2;LS-154352;D0806;FT-0629507;EN300-142022;F11206;A891550;W-109451;Q27285968

Chemical Property of N,N-Dimethyl-m-toluidine

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.00383mmHg at 25°C
• Melting Point: -15 °C
• Refractive Index: n20/D 1.55(lit.)
• Boiling Point: 211.999 °C at 760 mmHg
• PKA: 5.22±0.10(Predicted)
• Flash Point: 80.969 °C
• PSA: 3.24000
• Density: 0.941 g/cm³
• LogP: 2.06100
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 135.104799419
• Heavy Atom Count: 10
• Complexity: 98.9
• Transport DOT Label: Poison

Purity/Quality:

99%min ^*data from raw suppliers

N,N,3-Trimethylaniline ^*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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Amines, Aromatic
• Canonical SMILES: CC1=CC(=CC=C1)N(C)C
• Uses: N,N,3-Trimethylaniline, is an building block used for the synthesis of more complex compounds, such as BTK (Bruton''s tyrosine kinase) inhibitor. N,N-Dimethyl-m-toluidine may be used in chemical synthesis studies.

Technology Process of N,N-Dimethyl-m-toluidine

There total 45 articles about N,N-Dimethyl-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: 99.0%

3-dimethylaminobenzyl alcohol (23501-93-1) → N,N-dimethyl-m-toluidine (121-72-2)

Guidance literature:

With hydrazine hydrate; C₂₃H₄₀MnNO₂P₂; potassium tert-butylate; In tert-butyl alcohol; at 115 ℃; for 48h; Green chemistry;

DOI:10.1021/acscatal.7b01729

Reference yield: 96.0%

methanol (67-56-1) + 1-amino-3-methylbenzene (108-44-1) → N,N-dimethyl-m-toluidine (121-72-2)

Guidance literature:

With C₁₅H₂₉IrN₄⁽²⁺⁾*2I^(1-); at 120 ℃; for 17h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1055/s-0037-1610252

Reference yield: 95.0%

formic acid (64-18-6) + 1-methyl-3-nitrobenzene (99-08-1) → N,N-dimethyl-m-toluidine (121-72-2)

Guidance literature:

With hydrogen; In toluene; at 140 ℃; for 3h; under 30003 Torr; chemoselective reaction;

DOI:10.1002/cssc.201500869

upstream raw materials:

sodium ethanolate

3,N,N,N-tetramethylanilinium

trimethyl phosphite

1-amino-3-methylbenzene

Downstream raw materials:

3-methyl-N-nitroso-N-methylaniline

4,4'-bis-dimethylamino-2,2'-dimethyl-benzophenone

bis-(4-dimethylamino-2-methyl-phenyl)-(4-nitro-phenyl)-methane

2-methyl-4-dimethylaminoazobenzene

Refernces

• 1、 Wu, Qiao-Lei,Guo, Jing,Huang, Gong-Bin,Chan, Albert S. C.,Weng, Jiang,Lu, Gui. "Visible-light-promoted radical cross-coupling of: Para-quinone methides with N-substituted anilines: An efficient approach to 2,2-diarylethylamines". . p. 860 - 864. Retrieved 2020.
• 2、 -. "Method for realizing N-alkylation by using alcohols as carbon source under photocatalysis". Paragraph 0048-0057. . Retrieved 2021/03/13.
• 3、 Han, Buxing,Ke, Zhengang,Li, Ruipeng,Liu, Zhimin,Tang, Minhao,Wang, Huan,Zeng, Wei,Zhao, Yanfei. "Alcohol promoted N -methylation of anilines with CO2/H2over a cobalt catalyst under mild conditions". . p. 9147 - 9153. Retrieved 2021/11/30.