(E)-N-Benzyl-1-(2,6-dichlorophenyl)methanimine

Base Information

• Chemical Name: (E)-N-Benzyl-1-(2,6-dichlorophenyl)methanimine
• CAS No.: 94655-25-1
• Molecular Formula: C14H11Cl2N
• Molecular Weight: 264.15000
• DSSTox Substance ID: DTXSID20538294
• Nikkaji Number: J2.127.794K
• Mol file: 94655-25-1.mol

Synonyms:94655-25-1;(E)-N-Benzyl-1-(2,6-dichlorophenyl)methanimine;SCHEMBL10688866;DTXSID20538294;IIUFGOZQEGWUPN-UHFFFAOYSA-N;2,6-Dichlorobenzilidene-benzylamine;2,6-Dichlorobenzylidene-benzylamine

Chemical Property of (E)-N-Benzyl-1-(2,6-dichlorophenyl)methanimine

Chemical Property:

• PSA: 12.36000
• LogP: 4.61250
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 263.0268547
• Heavy Atom Count: 17
• Complexity: 239

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN=CC2=C(C=CC=C2Cl)Cl

Technology Process of (E)-N-Benzyl-1-(2,6-dichlorophenyl)methanimine

There total 1 articles about (E)-N-Benzyl-1-(2,6-dichlorophenyl)methanimine 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:

N-Benzylaniline (758640-21-0,103-32-2) + 2,6-dichlorobenzaldehyde (83-38-5) → 2,6-Cl2C6H3CH=NCH2Ph (94655-25-1)

Guidance literature:

In ethanol; Inert atmosphere;

DOI:10.1002/zaac.201400609

Reference yield: 80.0%

bis[(benzyldimethylamino)chloropalladium(II)] + 2,6-Cl2C6H3CH=NCH2Ph (94655-25-1) → (Cl2C6H3CHNCH2C6H4PdCl)2

Guidance literature:

In acetic acid; toluene; stirring (acetic acid/toluene 1:1, 24 h, 75-80°C), cooling to room temp., filtration; concentration (vac.), pptn. (Et2O), filtration, identification by NMR;

DOI:10.1016/0022-328X(89)87009-3

Reference yield: 70.0%

bis(1,5-cyclooctadiene)nickel (0) (1295-35-8) + 2,4-lutidine (108-47-4) + 2,6-Cl2C6H3CH=NCH2Ph (94655-25-1) → NiCl((CH3)2C5H3N)(N(CH2C6H5)CHC6Cl4)

Guidance literature:

In tetrahydrofuran; N2-atmosphere; room temp. (30 min); pptn. on concg. (vac., -40°C); elem. anal.;

DOI:10.1021/om00012a022

upstream raw materials:

N-Benzylaniline

2,6-dichlorobenzaldehyde

Downstream raw materials:

{Pd(Cl₂C₆H₃CH=NCH₂C₆H₄)(Br)}2

[PtCl(CH₃C₆H₃C₆H₃ClCHNCH₂C₆H₅)(OS(CH₃)2)]

[PtCl((MeC₆H₃)(2-ClC₆H₃)CHNCH₂(C₆H₅))(SOMe₂)]

[PtCl((MeC₆H₃)(2-ClC₆H₃)CHNCH₂(C₆H₅))(SOMe₂)]