N,N-Diethyl-m-toluidine

Base Information

• Chemical Name: N,N-Diethyl-m-toluidine
• CAS No.: 91-67-8
• Molecular Formula: C11H17N
• Molecular Weight: 163.263
• Hs Code.: 2921.43
• European Community (EC) Number: 202-089-3
• NSC Number: 96629
• UNII: E5635R949A
• DSSTox Substance ID: DTXSID1052610
• Nikkaji Number: J96.136A
• Wikidata: Q72462246
• ChEMBL ID: CHEMBL3561120
• Mol file: 91-67-8.mol

Synonyms:N,N-Diethyl-m-toluidine;N,N-Diethyl-3-methylaniline;91-67-8;Benzenamine, N,N-diethyl-3-methyl-;3-(Diethylamino)toluene;3-(N,N-Diethylamino)toluene;1-(Diethylamino)-3-methylbenzene;3-(Diethylamino)-1-methylbenzene;m-Methyl-N,N-diethylaniline;m-Toluidine, N,N-diethyl-;N,N-Diethyl-m-toluidinium ion;N,N-Diethyl-3-methylbenzenamine;NSC 96629;meta-Methyl(diethylamino)benzene;EINECS 202-089-3;m-Methyl(diethylamino)benzene;AI3-28462;DTXSID1052610;NSC-96629;3-Diethylaminotoluene;E5635R949A;n,n-diethyl-m-toluidin;NSC96629;N,N-diethyl-N-(3-methylphenyl)amine;m-Toluidine,N-diethyl-;SCHEMBL457496;meta-Toluidine, N,N-diethyl-;3-Methyl-N,N-diethylbenzenamine;CHEMBL3561120;DTXCID5031183;UNII-E5635R949A;Benzenamine,N-diethyl-3-methyl-;ADAL1085203;Tox21_304015;MFCD00035795;AKOS009031464;CS-W014316;CAS-91-67-8;NCGC00357228-01;AC-11303;BS-18948;LS-28256;D0532;D3868;FT-0629480;N,N-Diethyl-m-toluidine, >=99.0% (GC);EN300-20531;F16460;meta-Toluidine, N,N-diethyl- (6CI,7CI,8CI);n,n-diethyl-m-toluidine [for biochemical research];W-100302;Z104478590

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

Chemical Property:

• Appearance/Colour: clear pale yellow to orange-brown liquid
• Vapor Pressure: 0.0317mmHg at 25°C
• Melting Point: 46.25°C (estimate)
• Refractive Index: 1.535-1.537
• Boiling Point: 243.6 °C at 760 mmHg
• PKA: 6.84±0.30(Predicted)
• Flash Point: 98.4 °C
• PSA: 3.24000
• Density: 0.923 g/cm³
• LogP: 2.84120
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 163.136099547
• Heavy Atom Count: 12
• Complexity: 118

Purity/Quality:

98% ^*data from raw suppliers

N,N-Diethyl-m-toluidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,T
• Hazard Codes: Xn,N,T
• Statements: 36/37/38-20/21/22-51/53-26-24/25-20
• Safety Statements: 24/25-61-45-36/37-28

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C1=CC=CC(=C1)C

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

There total 31 articles about N,N-Diethyl-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: 100.0%

1-amino-3-methylbenzene (108-44-1) + acetonitrile (75-05-8,26809-02-9) → N-ethyl-m-toulidine (102-27-2) + N,N-diethyl-m-toluidine (91-67-8)

Guidance literature:

With ammonium formate; palladium on activated charcoal; In water; at 20 ℃; for 0.8h;

DOI:10.1021/ol047580f

Reference yield: 91.0%

3-Iodotoluene (625-95-6) + diethylamine (109-89-7) → N,N-diethyl-m-toluidine (91-67-8)

Guidance literature:

With potassium phosphate; copper(l) iodide; CVT-2537; In dimethyl sulfoxide; at 90 ℃; for 36h; Inert atmosphere;

DOI:10.1021/ol301135c

Reference yield: 90.0%

ethyl bromide (74-96-4) + 1-amino-3-methylbenzene (108-44-1) → N,N-diethyl-m-toluidine (91-67-8)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; at 20 - 50 ℃;

DOI:10.1039/c2cc32009f

upstream raw materials:

ethanol

m-toluidine hydrochloride

diethyl sulfate

1-amino-3-methylbenzene

Downstream raw materials:

2-methylisoindoline

4,4'-methylenebis(N,N-diethyl-3-methylaniline)

(4-diethylamino-2-methyl-phenyl)-bis-(4-diethylamino-phenyl)-methane

N,N-diethyl-N-methyl-m-toluidinium; iodide

Refernces

Design and discovery of flavonoid-based HIV-1 integrase inhibitors targeting both the active site and the interaction with LEDGF/p75

10.1016/j.bmc.2014.04.016

The research focuses on the design and discovery of flavonoid-based HIV-1 integrase inhibitors that target both the active site of the enzyme and its interaction with LEDGF/p75. The purpose of this study is to develop novel inhibitors that can combat HIV-1 by inhibiting the viral replication process, specifically the integration of viral DNA into the host genome, which is catalyzed by HIV integrase (IN). The researchers synthesized a series of flavonoid derivatives with the aim of improving the inhibitory activity against IN and disrupting the IN-LEDGF/p75 interaction, which is crucial for viral integration. The study concluded that certain flavonoids, particularly those containing a catechol or β-ketoenol structure, showed potent inhibitory activity against both the catalytic function of IN and the IN-LEDGF/p75 interaction. Notably, the introduction of a hydrophilic morpholine group at the phenolic hydroxyl position resulted in sub- to low-micromolar IN-LEDGF/p75 inhibitory activity. The chemicals used in this process included various flavonoid derivatives, such as quercetin, baicalein, genistein, luteolin, chrysin, apigenin, and naringenin, along with synthetic reagents like acetic anhydride, benzyl bromide, potassium carbonate, and palladium catalysts for the synthesis and modification of these flavonoids.