Phenol, 2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-

Base Information

• Chemical Name: Phenol, 2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-
• CAS No.: 64346-55-0
• Molecular Formula: C₂₀H₂₂N₂O₂
• Molecular Weight: 322.407
• European Community (EC) Number: 264-805-0
• DSSTox Substance ID: DTXSID30886677
• Nikkaji Number: J1.270.444E,J310.102I
• ChEMBL ID: CHEMBL2000581
• Mol file: 64346-55-0.mol

Synonyms:64346-55-0;Phenol, 2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-;CIS/TRANS-DISALYCYLIDENE-1,2-CYCLOHEXYLIDENEDIAMINE;EINECS 264-805-0;N,N'-Disalicylidene-1,2-cyclohexanediamine;2-[[2-[(2-hydroxyphenyl)methylideneamino]cyclohexyl]iminomethyl]phenol;Phenol, 2,2'-(1,2-cyclohexanediylbis(nitrilomethylidyne))bis-;2,2'-((Cyclohexane-1,2-diylbis(azanylylidene))bis(methanylylidene))diphenol;2,2'-(1E,1'E)-Trans (+/-)-cyclohexane-1,2-diylbis(azan-1-yl-1-ylidene)bis(methan-1-yl-1-ylidene)diphenol;2,2'-(Cyclohexane-1,2-diylbis(nitrilomethylidyne))bisphenol;2,2'-[cyclohexane-1,2-diylbis(nitrilomethylidyne)]bisphenol;MLS000703575;Bissalicylidenecyclohexanediamine;SCHEMBL2547872;SCHEMBL4340521;CHEMBL2000581;DTXSID30886677;HMS2663L19;STK033307;AKOS000491902;AKOS016352352;NCGC00245368-01;SMR000273940;n,n'-bis(salicylidene)-1,2-cyclohexanediamine;2,2'-{cyclohexane-1,2-diylbis[nitrilo(E)methylylidene]}diphenol;N,N'-Bis[(6-oxo-2,4-cyclohexadienylidene)methyl]-1,2-cyclohexanediamine;2,2'-((1E,1'E)-(Cyclohexane-1,2-diylbis(azanylylidene))bis(methanylylidene))diphenol;1337968-95-2

Chemical Property of Phenol, 2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-

Chemical Property:

• Boiling Point: 540.2oC at 760 mmHg
• Flash Point: 189.1oC
• PSA: 65.18000
• Density: 1.18g/cm3
• LogP: 3.94700
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 322.168127949
• Heavy Atom Count: 24
• Complexity: 397

Purity/Quality:

99% ^*data from raw suppliers

2,2'-[1,2-cyclohexanediylbis(nitrilomethylylidene)]diphenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(C(C1)N=CC2=CC=CC=C2O)N=CC3=CC=CC=C3O

Technology Process of Phenol, 2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis-

There total 15 articles about Phenol, 2,2'-[1,2-cyclohexanediylbis(nitrilomethylidyne)]bis- 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: 92.0%

salicylaldehyde (90-02-8) + (1R,2R)-1,2-diaminocyclohexane tartrate (32044-22-7,39961-95-0) → (R,R)-N,N'-bis(salicylidene)-1,2-cyclohexanediamine (3187-83-5,41013-27-8,41013-28-9,64346-55-0,150026-23-6,133695-16-6,176776-60-6)

Guidance literature:

(1R,2R)-1,2-diaminocyclohexane tartrate; With sodium carbonate; In dichloromethane; water; for 1h;

salicylaldehyde; In dichloromethane; water; for 1h;

DOI:10.1155/2020/5414959

Reference yield: 92.0%

trans-1,2-Diaminocyclohexane (1121-22-8,1436-59-5,20439-47-8,21436-03-3,41013-43-8,694-83-7) + salicylaldehyde (90-02-8) → rac-trans-N,N'-bis(salicylidene)-1,2-cyclohexanediamine (3187-83-5,41013-27-8,41013-28-9,64346-55-0,133695-16-6,150026-23-6,176776-60-6)

Guidance literature:

In neat (no solvent); for 0.166667h;

DOI:10.1055/s-0036-1588446

Reference yield: 91.0%

salicylaldehyde (90-02-8) + (1S,2S)-cyclohexane-1,2-diammonium 2,3-dihydroxysuccinate (32044-22-7,39961-95-0) → (R,R)-N,N'-bis(salicylidene)-1,2-cyclohexanediamine (3187-83-5,41013-27-8,41013-28-9,64346-55-0,150026-23-6,133695-16-6,176776-60-6)

Guidance literature:

(1S,2S)-cyclohexane-1,2-diammonium 2,3-dihydroxysuccinate; With sodium carbonate; In dichloromethane; water; for 1h;

salicylaldehyde; In dichloromethane; water; for 1h;

DOI:10.1155/2020/5414959

upstream raw materials:

(1R,2R)-1,2-diaminocyclohexane

salicylaldehyde

2-methyl-benzyl alcohol

trans-1,2-Diaminocyclohexane

Downstream raw materials:

N-(2-hydroxylbenzaldehyde)-1-amino-2-cyclohexaneimine

(R,R)-1,2-cyclohexylenediamino-di-(R,R)-[(2-hydroxyphenyl)-methylphosphonic acid]

tetraisopropyl (R,R)-1,2-cyclohexylenediamino-di-(R,R)-[(2-hydroxyphenyl)methylphosphonate]

tetraethyl (R,R)-1,2-cyclohexylenediamino-di-(R,R)-[(2-hydroxyphenyl)methylphosphonate]

Refernces

• 1、 Bulychev, B. M.,Gagieva, S. Ch.,Lyadov, A. S.,Takazova, R. U.,Tuskaev, V. A.. "Polymerization of Ethylene in the Presence of Titanium(IV), Zirconium(IV), and Vanadium(V) Coordination Compounds with Salen Ligands". . p. 291 - 297. Retrieved 2020/05/25.
• 2、 Nguyen, Quang Trung,Nguyen, Van Tuyen,Pham Thi, Phuong Nam. "Synthesis, Characterization, and in Vitro Cytotoxicity of Platinum(II) Complexes Bearing Chiral Tetradentate Salicylaldimine Ligands". . . Retrieved 2020/07/21.