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:

C₂₈H₃₈N₄

3-methyl-4-nitroso-N,N-diethylaniline

2,3,4,5-tetrachloro-6-[4-(diethylamino)-2-methylbenzoyl]benzoic acid

C₁₇H₂₀N₂O₂S

Refernces

• 1、 Wang, Pengfei,Devalankar, Dattatray A.,Lu, Wenya. "Photochemical Cleavage of Benzylic C-N Bond to Release Amines". . p. 6195 - 6200. Retrieved 2016/08/16.
• 2、 Coetzee, Jacorien,Dodds, Deborah L.,Klankermayer, Jürgen,Brosinski, Sandra,Leitner, Walter,Slawin, Alexandra M. Z.,Cole-Hamilton, David J.. "Homogeneous catalytic hydrogenation of amides to amines". supporting information. p. 11039 - 11050. Retrieved 2013/09/02.