N-(4-Dimethylaminophenyl)benzenemethanimine

Base Information

• Chemical Name: N-(4-Dimethylaminophenyl)benzenemethanimine
• CAS No.: 889-38-3
• Molecular Formula: C15H16N2
• Molecular Weight: 224.305
• NSC Number: 32147
• DSSTox Substance ID: DTXSID801178987
• Nikkaji Number: J336.445C
• Mol file: 889-38-3.mol

Synonyms:NSC32147;p-dimethylaminobenzalaniline;SCHEMBL1132988;SCHEMBL7641790;DTXSID801178987;HMS1726P05;NSC-32147;AKOS001031956;AKOS030658840;1, N,N-dimethyl-N'-(phenylmethylene)-;889-38-3;SR-01000195343;SR-01000195343-1;Z56175292;[N4(E)]-N1,N1-Dimethyl-N4-(phenylmethylene)-1,4-benzenediamine;N(1),N(1)-DIMETHYL-N(4)-[(E)-PHENYLMETHYLIDENE]-1,4-BENZENEDIAMINE;1613-93-0

Chemical Property of N-(4-Dimethylaminophenyl)benzenemethanimine

Chemical Property:

• Boiling Point: 378.1°Cat760mmHg
• Flash Point: 182.5°C
• Density: 0.97g/cm³
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.131348519
• Heavy Atom Count: 17
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C1=CC=C(C=C1)N=CC2=CC=CC=C2

Technology Process of N-(4-Dimethylaminophenyl)benzenemethanimine

There total 15 articles about N-(4-Dimethylaminophenyl)benzenemethanimine 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: 97.0%

benzaldehyde (100-52-7) + 4-amino-N,N-dimethylaniline (99-98-9) → N'-benzylidene-N,N-dimethyl-p-phenylenediamine (889-38-3)

Guidance literature:

With pyrrolidine; In dichloromethane; at 20 ℃; for 24h; Inert atmosphere; Molecular sieve;

DOI:10.1021/jacs.8b09724

Reference yield: 96.0%

phenylmagnesium bromide (100-58-3) + 4-(dimethylamino)-N-(ethoxymethylene)aniline → N'-benzylidene-N,N-dimethyl-p-phenylenediamine (889-38-3)

Guidance literature:

In diethyl ether; at 23 ℃; for 1h;

DOI:10.1021/jo00287a028

Reference yield: 96.0%

C14H23BN2O2 + benzaldehyde (100-52-7) → N'-benzylidene-N,N-dimethyl-p-phenylenediamine (889-38-3)

Guidance literature:

In benzene-d6; at 25 ℃; for 1h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201814081

upstream raw materials:

(4-dimethylamino-anilino)-phenyl-methanesulfonic acid

benzaldehyde

4-amino-N,N-dimethylaniline

diethyl benzalmalonate

Downstream raw materials:

1-(4-dimethylamino-phenyl)-3r,4t-diphenyl-azetidin-2-one

N-benzyl-N',N'-dimethylbenzene-1,4-diamine

1--2-phenyldecahydroquinolin-4-one

1--2-phenyldecahydroquinolin-4-one

Refernces

• 1、 -. "Method for synthesizing imine by catalyzing alcohol-amine through NNN cobalt complex". Paragraph 0038-0041. . Retrieved 2020/07/02.
• 2、 Odella, Emmanuel,Mora, S. Jimena,Wadsworth, Brian L.,Huynh, Mioy T.,Goings, Joshua J.,Liddell, Paul A.,Groy, Thomas L.,Gervaldo, Miguel,Sereno, Leónides E.,Gust, Devens,Moore, Thomas A.,Moore, Gary F.,Hammes-Schiffer, Sharon,Moore, Ana L.. "Controlling Proton-Coupled Electron Transfer in Bioinspired Artificial Photosynthetic Relays". supporting information. p. 15450 - 15460. Retrieved 2018/11/23.