N-tert-Butyl-3,5-dimethylaniline

Base Information

• Chemical Name: N-tert-Butyl-3,5-dimethylaniline
• CAS No.: 110993-40-3
• Molecular Formula: C12H19 N
• Molecular Weight: 177.29
• Hs Code.: 2921430090
• European Community (EC) Number: 623-376-3
• DSSTox Substance ID: DTXSID40412643
• Nikkaji Number: J1.200.960G
• Wikidata: Q82220125
• Mol file: 110993-40-3.mol

Synonyms:N-tert-Butyl-3,5-dimethylaniline;110993-40-3;N-(tert-Butyl)-3,5-dimethylaniline;N-tert-Butyl-3,5-xylidine;SCHEMBL6575628;DTXSID40412643;MFCD07440135;AKOS000320342;AS-61824;N-tert-Butyl-3,5-dimethylaniline, 97%;B2903;CS-0318804;T70088

Chemical Property of N-tert-Butyl-3,5-dimethylaniline

Chemical Property:

• Vapor Pressure: 0.00802mmHg at 25°C
• Refractive Index: n20/D 1.519
• Boiling Point: 70 °C / 0.8mmHg
• Flash Point: 104 °C
• PSA: 12.03000
• Density: 0.901 g/mL at 25 °C
• LogP: 3.58680
• Storage Temp.: Refrigerator
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 177.151749610
• Heavy Atom Count: 13
• Complexity: 147

Purity/Quality:

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

N-tert-Butyl-3,5-Dimethylaniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1)NC(C)(C)C)C
• Uses: N-tert-Butyl-3,5-Dimethylaniline is used as a reactant in the preparation of a trisamidomolybdenum(VI) propylidyne complex as a highly active catalyst precursor for alkyne metathesis.

Technology Process of N-tert-Butyl-3,5-dimethylaniline

There total 3 articles about N-tert-Butyl-3,5-dimethylaniline 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: 86.0%

5-bromo-1,3-xylene (556-96-7) + tert-butylamine (75-64-9) → N-(3,5-dimethylphenyl)-tert-butylamine (110993-40-3)

Guidance literature:

With sodium t-butanolate; CyJohnPhos; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 80 ℃; for 8h;

DOI:10.1002/1521-3765(20011217)7:24<5299::AID-CHEM5299>3.0.CO;2-X

Reference yield: 60.8%

2,4,6-trimethylpyrylium tetrafluoroborate (773-01-3) + tert-butylamine (75-64-9) → N-(3,5-dimethylphenyl)-tert-butylamine (110993-40-3)

Guidance literature:

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

Reference yield:

5-bromo-1,3-xylene (556-96-7) + 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl (76144-87-1,76189-55-4,76189-56-5,136655-44-2,98327-87-8) + tert-butylamine (75-64-9) → N-tert-butylaniline (937-33-7) + N-(3,5-dimethylphenyl)-tert-butylamine (110993-40-3)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; potassium tert-butylate; In toluene; at 100 ℃; for 25h; Title compound not separated from byproducts.;

DOI:10.1021/jo9916986

upstream raw materials:

2,4,6-trimethylpyrylium tetrafluoroborate

tert-butylamine

5-bromo-1,3-xylene

2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl

Downstream raw materials:

lithium N-(3,5-dimethylphenyl)-tert-butylamide etherate

Refernces

• 1、 Wolfe, John P.,Buchwald, Stephen L.,Norling, Holly,Hegedus, Louis S.. "Palladium-catalyzed amination of aryl halides and aryl triflates: N-hexyl-2-methyl-4-methoxyaniline and N-methyl-N-(4-chlorophenyl) aniline: [ Benzenamine, 4-chloro-N-methyl-N-phenyl- ]". . p. 23 - 23. Retrieved 2017/09/08.
• 2、 Wolfe, John P.,Buchwald, Stephen L.. "Scope and Limitations of the Pd/BINAP-Catalyzed Amination of Aryl Bromides". . p. 1144 - 1157. Retrieved 2007/10/03.