N,N,3,5-Tetramethylaniline

Base Information

• Chemical Name: N,N,3,5-Tetramethylaniline
• CAS No.: 4913-13-7
• Deprecated CAS: 72622-58-3
• Molecular Formula: C10H15N
• Molecular Weight: 149.236
• Hs Code.: 2921430090
• European Community (EC) Number: 225-539-0
• DSSTox Substance ID: DTXSID1063645
• Nikkaji Number: J150.007D
• Wikidata: Q81990899
• Mol file: 4913-13-7.mol

Synonyms:3,5,N,N-tetramethylaniline;N,N-dimethyl-3,5-xylidine

Chemical Property of N,N,3,5-Tetramethylaniline

Chemical Property:

• Appearance/Colour: clear yellow to orange liquid
• Vapor Pressure: 0.0794mmHg at 25°C
• Melting Point: 1.08°C (estimate)
• Refractive Index: n20/D 1.544(lit.)
• Boiling Point: 227 °C at 760 mmHg
• PKA: 5.37±0.19(Predicted)
• Flash Point: 94.3 °C
• PSA: 3.24000
• Density: 0.932 g/cm³
• LogP: 2.36940
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Not miscible or difficult to mix with water.
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 149.120449483
• Heavy Atom Count: 11
• Complexity: 110

Purity/Quality:

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

N,N,3,5-Tetramethylaniline >98.0%(GC)(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-33-36/37/38
• Safety Statements: 26-36

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)C
• Uses: N,N,3,5-Tetramethylaniline was used in rapid quenching of 1,8-dihydroxyanthraquinone (DHAQ). It was also used as a catalyst in the polymeric synthesis of glycol methacrylate. 3,5,N,N-Tetramethylaniline was used in rapid quenching of 1,8-dihydroxyanthraquinone (DHAQ). It was also used as a catalyst in the polymeric synthesis of glycol methacrylate.

Technology Process of N,N,3,5-Tetramethylaniline

There total 22 articles about N,N,3,5-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: 87.2%

2,4,6-trimethylpyrylium tetrafluoroborate (773-01-3) + dimethyl amine (124-40-3) → 3,5,N,N-tetramethylaniline (4913-13-7)

Guidance literature:

With triethylamine; In acetonitrile; at -40 ℃; for 6h;

Reference yield: 81.0%

carbon dioxide (124-38-9,18923-20-1) + 3,5-dimethylaminoaniline (108-69-0) → 3,5,N,N-tetramethylaniline (4913-13-7)

Guidance literature:

With diphenylsilane; C₂₁H₄₁N₃NiP₂; In acetonitrile; at 120 ℃; for 24h; under 2052.14 Torr; Autoclave;

DOI:10.1039/c8cc05948a

Reference yield: 73.0%

C10H15NO (1247014-57-8) → 3,5,N,N-tetramethylaniline (4913-13-7)

Guidance literature:

C₁₀H₁₅NO; With N,N-Dimethylthiocarbamoyl chloride; In dichloromethane; at 20 ℃; for 2h;

In acetonitrile; for 3h; Reflux;

DOI:10.1080/00397910903370634

upstream raw materials:

5-nitro-m-xylene

N,N,N,3,5-pentamethylbenzenaminium iodide

diethyl ether

2,4,6-trimethylpyrylium chlorate(VII)

Downstream raw materials:

N,N-diethyl-p-toluidine

Dimethyl-p-toluidine

N,N-diethyl-m-toluidine

N,N-dipropylaniline

Refernces

• 1、 Deodato, Davide,Asad, Naeem,Dore, Timothy M.. "Photorearrangement of Quinoline-Protected Dialkylanilines and the Photorelease of Aniline-Containing Biological Effectors". . p. 7342 - 7353. Retrieved 2019/06/08.
• 2、 Sun, Xiaofu,Zhu, Qinggong,Hu, Jiayin,Kang, Xinchen,Ma, Jun,Liu, Huizhen,Han, Buxing. "N, N -Dimethylation of nitrobenzenes with CO2 and water by electrocatalysis". . p. 5669 - 5674. Retrieved 2017/08/01.