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Schiff Base

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Identification
Molecular formula
C16H16N2O2
CAS number
63644-55-5
IUPAC name
2-[2-[(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol
State
State

The compound is generally in a solid state at room temperature.

Melting point (Celsius)
153.00
Melting point (Kelvin)
426.00
Boiling point (Celsius)
300.00
Boiling point (Kelvin)
573.00
General information
Molecular weight
272.32g/mol
Molar mass
272.3160g/mol
Density
1.3650g/cm3
Appearence

The compound is typically observed as a yellow crystalline solid. Its crystallinity and color can vary slightly depending on the purity and the specific method of preparation used.

Comment on solubility

Solubility of 2-[2-[(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol

The solubility of 2-[2-[(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol can be categorized based on several factors. This compound is known to have limited solubility in water, primarily due to its complex molecular structure and hydrophobic characteristics. However, it can exhibit varying levels of solubility in organic solvents.

Key Points on Solubility:

  • Water Solubility: Generally low, making it less suitable for aqueous solutions.
  • Organic Solvents: More soluble in solvents such as ethanol, methanol, or acetone. This property is advantageous for applications in organic chemistry.
  • pH Influences: Solubility may also be affected by pH levels in a solution; adjustments can lead to changes in ionization and thus alter solubility.
  • Temperature Factors: Increased temperature often enhances solubility in organic settings.

With these considerations, the solubility of this compound in various environments can significantly affect its practical applications and efficacy in different chemical processes. Understanding the solubility profiles assists in optimizing conditions for reactions and product formulations.

Interesting facts

Exploring 2-[2-[(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol

2-[2-[(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol, a compound with complex structure, holds significant interest in both organic chemistry and potential applications in various fields. Below are some fascinating facts about this compound:

  • Bioactivity: This compound has shown promising biological activities, which makes it an intriguing subject for medicinal chemistry research. Its structure suggests potential interaction with biological receptors.
  • Functional Groups: The presence of multiple functional groups, including an hydroxyl group and an imine, is notable. These functional groups may contribute to the compound's reactivity and biological properties.
  • Applications: Research is ongoing into its applications in areas such as pharmaceuticals, where it could serve as a lead compound for designing new drugs, particularly in treating diseases involving oxidative stress.
  • Structure-Activity Relationship (SAR): Understanding how changes in the structure affect biological activity is crucial for the development of derivatives. This compound offers a rich framework for conducting SAR studies.
  • Potential for Synthesis: Its unique synthetic route can provide insights into the methods of creating similar compounds, making it valuable for chemists developing new chemical entities.

A recent study noted, "The intricate balance of structure and function in compounds like 2-[2-[(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol is what drives innovation in drug discovery." As research progresses, this compound may reveal even more hidden potentials.

In summary, 2-[2-[(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol is more than just a chemical entity; it represents a pathway to innovative scientific exploration and practical applications.

Synonyms
94-93-9
N,N'-Bis(salicylidene)ethylenediamine
Salen
2,2'-((Ethane-1,2-diylbis(azanylylidene))bis(methanylylidene))diphenol
N,N'-Disalicylideneethylenediamine
Disalicylalethylenediamine
USAF DO-63
1,2-Bis(salicylidenamino)ethane
Bis(salicylaldehyde)ethylenediamine
N,N'-Disalicylidene ethylenediamine
N,N'-Ethylenebis(salicylideneimine)
N,N'-Ethylene diimino di(o-cresol)
MFCD00002244
Disalicylidene-1,2-ethanediamine
SALCOMINE
NSC 2079
Ethylenediamine, N,N'-disalicylidene-
N,N'-Ethylenebis(salicylimine)
Salen [MI]
129409-01-4
alpha,alpha'-(Ethylenedinitrilo)di-o-cresol
Di(salicylidene)ethylenediamine
1,2-Ethanedi(salicylaldimine)
M122L9EGR6
N,N'-Disalicylalethylenediamine
1,2-Ethanediamine, N,N'-bis((2-hydroxyphenyl)methylene)-
Phenol, 2,2'-(1,2-ethanediylbis(nitrilomethylidyne))bis-
Phenol, 2,2'-[1,2-ethanediylbis(nitrilomethylidyne)]bis-
1,2-Bis(salicylideneamino)ethane
2-[2-[(2-hydroxyphenyl)methylideneamino]ethyliminomethyl]phenol
bis(salicylaldehyde)ethylenediimine
.alpha.,.alpha.'-(Ethylenedinitrilo)di-o-cresol
NSC-2079
o-Cresol, .alpha.,.alpha.'-(ethylenedinitrilo)di-
2,2'-(1E,1'E)-(Ethane-1,2-diylbis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)diphenol
Salicylaldehyde ethylenediamine bisimine
n,n'-bis(salicylidene)ethylene-1,2-diamine
N,N'-Bis(salicylidene)ethylenediamine, 98%
N,N'-Bis(o-hydroxybenzylidene)ethylenediamine
o-Cresol, alpha,alpha'-(ethylenedinitrilo)di-
2,2-(1E,1E)-(ethane-1,2-diylbis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)diphenol
1,2-Bis(((2-hydroxyphenyl)methylene)amino)ethane
N,N'-Bis(2-hydroxybenzylidene)-1,2-ethanediamine
1,6-Bis(2-hydroxyphenyl)-2,5-diazahexa-1,5-diene
2,2-(1,2-Ethanediybis((E)-nitrilomethylidyne))bisphenol
14167-18-1
Disalicylaldehyde ethylenediamine
alpha,alpha'-Ethylenedinitrilodi-o-cresol
SALEN LIGAND
EINECS 202-376-3
BRN 0535296
1,2-Ethanediamine, N,N'-bis[(2-hydroxyphenyl)methylene]-
UNII-M122L9EGR6
o-Cresol, alpha,alpha-ethylenediiminodi-
2-[(1E,5E)-6-(2-hydroxyphenyl)-2,5-diazahexa-1,5-dienyl]phenol
AI3-62128
salen-
NN'-Disalicylidene ethylenediamine
(salen)
(S,S)-Salen
Maybridge1_004284
Ethylene bis(salicylimine)
SCHEMBL22229
4-08-00-00196 (Beilstein Handbook Reference)
MLS000685546
SCHEMBL247862
SCHEMBL372338
SCHEMBL711494
Bis(salicylidene)ethylenediamine
CHEMBL594100
DTXSID5059113
Phenol, 2,2'-(1,2-ethanediylbis(nitromethylidyne))bis-
SCHEMBL18852430
SCHEMBL29356999
WLN: QR B1UN2NU1R BQ
HMS553K18
NSC2079
N,N'-bis(salicylideneamino)ethane
RQHVNNWVDLRULK-HEEUSZRZSA-N
RQHVNNWVDLRULK-XSYHWHKQSA-N
VEUMANXWQDHAJV-JYFOCSDGSA-N
Ethylenediamine,N'-disalicylidene-
HMS2750F23
N,N''''-Disalicylalethylenediamine
RDC-0001
o-Cresol,.alpha.-ethylenediiminodi-
BDBM50481253
CCG-46785
SBB001047
NN'-Bis(salicylidene)-ethylenediamine
AKOS001612514
AKOS025310499
AKOS027469538
Bis(salicylidene)-1,2-ethylenediamine
CS-W001689
FB60810
N,N'-bis(salicylidene)ethylene diamino
N,N''-DISALICYLALETHYLENEDIAMINE
NCGC00245944-01
DS-17940
o-Cresol,.alpha.'-(ethylenedinitrilo)di-
SMR000312510
ST001369
SY048524
DB-057541
1, N,N'-bis[(2-hydroxyphenyl)methylene]-
EU-0002629
H0199
NS00040426
N,N'-Bis(2-hydroxybenzylidene)ethylenediamine
S10928
.alpha.,.alpha.'(Ethylenedinitrilo)-di-o-cresol
AH-357/03488021
SR-01000636459-1
Phenol,2'-[1,2-ethanediylbis(nitrilomethylidyne)]bis-
2-[({2-[(2-hydroxybenzylidene)amino]ethyl}imino)methyl]phenol
2-[2-[(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol
N,N inverted exclamation mark -Bis(salicylidene)ethylenediamine
2-([(2-([(2-Hydroxyphenyl)methylidene]amino)ethyl)imino]methyl)phenol #
2-[(E)-2-[(E)-(2-hydroxyphenyl)methyleneamino]ethyliminomethyl]phenol
2-[(E)-({2-[(E)-[(2-HYDROXYPHENYL)METHYLIDENE]AMINO]ETHYL}IMINO)METHYL]PHENOL
2-{(E)-[(2-{[(1E)-(2-hydroxyphenyl)methylene]amino}ethyl)imino]methyl}phenol
N,N'-Bis(2-hydroxybenzylidene)ethylenediamine;N,N'-Disalicylalethylenediamine
(6Z)-6-[[2-[[(E)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]amino]ethylamino]methylene]cyclohexa-2,4-dien-1-one