N,N-Diisopropyl-p-toluidine

Base Information

• Chemical Name: N,N-Diisopropyl-p-toluidine
• CAS No.: 7347-28-6
• Molecular Formula: C13H21N
• Molecular Weight: 191.316
• European Community (EC) Number: 230-876-1
• DSSTox Substance ID: DTXSID60223677
• Nikkaji Number: J212.349E
• Wikidata: Q83102147
• Mol file: 7347-28-6.mol

Synonyms:N,N-Diisopropyl-p-toluidine;7347-28-6;EINECS 230-876-1;4-methyl-N,N-dipropan-2-yl-aniline;4-methyl-n,n-di(propan-2-yl)aniline;SCHEMBL819703;DTXSID60223677;4-Methyl-N,N-bis(1-methylethyl)benzenamine

Chemical Property of N,N-Diisopropyl-p-toluidine

Chemical Property:

• Vapor Pressure: 0.00523mmHg at 25°C
• Boiling Point: 275°Cat760mmHg
• Flash Point: 111.7°C
• PSA: 3.24000
• Density: 0.908g/cm³
• LogP: 3.61820
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 191.167399674
• Heavy Atom Count: 14
• Complexity: 147

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N,N-Diisopropyl-p-toluidine

There total 8 articles about N,N-Diisopropyl-p-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:

para-bromotoluene (106-38-7) + diisopropylamine (108-18-9) → N,N-Diisopropyl-4-methylaniline (7347-28-6)

Guidance literature:

With C₂₂H₂₆Cl₂NPPd; sodium t-butanolate; In toluene; at 110 ℃; for 22h; Inert atmosphere;

DOI:10.1016/j.jorganchem.2012.08.027

Reference yield:

p-tolyl triflate (29540-83-8) + diisopropylamine (108-18-9) → N,N-Diisopropyl-4-methylaniline (7347-28-6) + N,N-Diisopropyl-3-methylaniline (6863-96-3)

Guidance literature:

With n-butyllithium; at -78 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00006a016

Reference yield:

3-tolyl triflate (32578-31-7) + diisopropylamine (108-18-9) → N,N-diisopropyl(2-methylphenyl)amine (6863-97-4) + N,N-Diisopropyl-4-methylaniline (7347-28-6) + N,N-Diisopropyl-3-methylaniline (6863-96-3)

Guidance literature:

With n-butyllithium; at -78 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00006a016

upstream raw materials:

1,4-dimethyl-7-p-tolyl-2,5-dithia-7-aza-bicyclo[2.2.1]heptane

3-tolyl triflate

diisopropylamine

p-tolyl triflate

Refernces

• 1、 Samblanet, Danielle C.,Schmidt, Joseph A. R.. "Efficient catalytic aryl amination of bromoarenes using 3-iminophosphine palladium(II) chloride". supporting information. p. 7 - 18,12. Retrieved 2012/12/12.
• 2、 Wickham, Peter P.,Hazen, Kevin H.,Guo, Hong,Jones, Garth,Reuter, Kelly Hardee,Scott, William J.. "Benzyne Generation from Aryl Triflates". . p. 2045 - 2050. Retrieved 2007/10/02.