N,N'-DISALICYLAL-1,2-PHENYLENEDIAMINE

Base Information

• Chemical Name: N,N'-DISALICYLAL-1,2-PHENYLENEDIAMINE
• CAS No.: 3946-91-6
• Molecular Formula: C20H16 N2 O2
• Molecular Weight: 316.359
• Hs Code.: 2925290090
• Mol file: 3946-91-6.mol

Synonyms:o-Cresol, a,a'-(o-phenylenedinitrilo)di- (6CI,7CI,8CI);1,2-Bis(salicylideneamino)benzene; 1,2-Bis[[(2-hydroxyphenyl)methylene]amino]benzene;Bis(salicylaldehyde)-o-phenylenediimine; Bis(salicylidene)-o-phenylenediamine;Disalicylidene-1,2-phenylenediamine; H2Salphen;N,N'-(o-Phenylene)bis(salicylideneamine);N,N'-(o-Phenylene)bis(salicylideneimine); N,N'-1,2-Phenylenebis(salicylideneimine);N,N'-Bis(2-hydroxyphenylmethylene)-o-phenylenediamine;N,N'-Bis(o-hydroxybenzylidene)-o-phenylenediamine;N,N'-Bis(salicylidene)-1,2-diaminobenzene;N,N'-Bis(salicylidene)-1,2-phenylenediamine; N,N'-Bis(salicylidene)-o-phenylenediamine;N,N'-Disalicylidene-1,2-diaminobenzene;N,N'-Disalicylidene-1,2-phenylenediamine;N,N'-Disalicylidene-o-phenylenediamine; N,N'-o-Phenylenebis(salicylaldimine);N,N'-o-Phenylenedi(salicylaldimine); NSC 5478; NSC 650732; Salophen; Salophene;Salphen; o-Phenylenebis[salicylaldimine]

Chemical Property of N,N'-DISALICYLAL-1,2-PHENYLENEDIAMINE

Chemical Property:

• Appearance/Colour: solid
• Melting Point: 163-165 °C(lit.)
• Boiling Point: 523.1 °C at 760 mmHg
• PKA: 8.10±0.30(Predicted)
• Flash Point: 187.9 °C
• PSA: 65.18000
• Density: 1.446 g/cm3
• LogP: 4.59900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: almost transparency in Toluene

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N''-Disalicylal-1,2-phenylenediamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N,N'-DISALICYLAL-1,2-PHENYLENEDIAMINE

There total 25 articles about N,N'-DISALICYLAL-1,2-PHENYLENEDIAMINE 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: 99.0%

salicylaldehyde (90-02-8) + 1,2-diamino-benzene (95-54-5) → (E)-N,N'-bis(salicylidene)-1,2-phenylenediamine (3946-91-6,86328-88-3)

Guidance literature:

In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/acsinfecdis.0c00138

Reference yield: 98.0%

salicylaldehyde (90-02-8) + 1,2-diamino-benzene (95-54-5) → N,N'-bis(salicylidene)-o-phenylenediamine (3946-91-6)

Guidance literature:

In ethanol; at 80 ℃; for 8h;

DOI:10.1039/c9sc04963k

Reference yield: 98.0%

2-methyl-benzyl alcohol (89-95-2) + 1,2-diamino-benzene (95-54-5) → N,N'-bis(salicylidene)-o-phenylenediamine (3946-91-6)

Guidance literature:

for 0.0333333h; microwave irradiation;

DOI:10.1081/SCC-120015804

upstream raw materials:

salicylaldehyde

1,2-diamino-benzene

2-methyl-benzyl alcohol

N-(2-hydroxybenzaldehyde)-1-amino-2-phenyleneimine

Downstream raw materials:

2,2′-((1,2-phenylenebis(azanediyl))bis(methylene))diphenol

{Mn(o-salphen)SO₂}

{chloro-2-methylimidazolebis(salicylaldehyde)-o-phenylenediiminatoruthenate(III)}

N,N'-o-phenylenebis(salicylideneiminato)nickel(II)

Refernces

• 1、 Liu, Yidan,Jiang, Yi,Li, Fei,Yu, Fengshou,Jiang, Wenchao,Xia, Lixin. "Molecular cobalt salophen catalyst-integrated BiVO4 as stable and robust photoanodes for photoelectrochemical water splitting". . p. 10761 - 10768. Retrieved 2018.
• 2、 El Deeb, Sami,Ma, Benjamin N.,Baecker, Daniel,Gust, Ronald. "Studies on the stability of the anticancer-active [N,N′-bis(salicylidene)-1,2-phenylenediamine]chloridoiron(III) complex under pharmacological-like conditions". . p. 76 - 80. Retrieved 2019.
• 3、 Roy, Nayan,Paul, Pradip C.,Singh, T. Sanjoy. "Fluorescence properties of Schiff base - N,N′-bis(salicylidene) - 1,2-Phenylenediamine in presence of bile acid host". . p. 331 - 338. Retrieved 2015.
• 4、 Salehi,Amirnasr,Mereiter. "Synthesis, characterization, solvatochromic behavior and crystal structures of complexes [CoIII(salophen)(thioacetamide)2]ClO 4 and [CoIII(salophen)(thiobenzamide)2]ClO 4". . p. 740 - 751. Retrieved 2010.
• 5、 Udhayakumari,Saravanamoorthy,Ashok,Velmathi, Sivan. "Simple imine linked colorimetric and fluorescent receptor for sensing Zn2+ ions in aqueous medium based on inhibition of ESIPT mechanism". . p. 4631 - 4635. Retrieved 2011.
• 6、 Jahandari, Nafiseh,Mohseni-Shahri, Fatemeh S.,Moeinpour, Farid. "Synthesis and Characterization of Cobalt(II) and Manganese(II) Schiff Base Complexes: Metal Effect on the Binding Affinity with β-Casein". . p. 1575 - 1582. Retrieved 2020.
• 7、 Zhang, Wan-Ying,Chen, Peng,Tian, Yong-Mei,Li, Hong-Feng,Sun, Wen-Bin,Yan, Peng-Fei. "A series of salen-type asymmetric dinuclear Dy(III) complexes: Site-resolved two-step magnetic relaxation process". . p. 777 - 786. Retrieved 2018.
• 8、 Zhao, Cuiping,Wang, Zhongliang,Yang, Yinlong,Feng, Chao,Li, Wei,Li, Yanan,Zhang, Yuping,Bao, Feng,Xing, Yuliang,Zhang, Xiujuan,Zhang, Xiaohong. "C-H???π interaction induced formation of microtubes with enhanced emission". . p. 1227 - 1231. Retrieved 2012.
• 9、 Li, Yan,Ma, Qing,Shi, Hua-Tian,Chen, Qun,Zhang, Qian-Feng. "Syntheses and crystal structures of ruthenium-salen complexes containing triphenylphosphine ligands". . p. 324 - 328. Retrieved 2011.
• 10、 Akbarzadeh, Raziyeh,Khalili, Seyede Sara,Dehghani, Hossein. "Fabrication and study of optical and electrochemical properties of CdS nanoparticles and the GO-CdS nanocomposite". . p. 3528 - 3535. Retrieved 2016.