N,N'-Bis(salicylidene)ethylenediamine

HCID 26518

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Basic information

CAS: 129409-01-4
Standard SMILES: Oc1ccccc1C=NCCN=Cc1ccccc1O
InChIKey: VEUMANXWQDHAJV-UHFFFAOYSA-N
Molecular formula: C16H16N2O2
Average molar mass: 268.31 g/mol
Monoisotopic mass: 268.12117776

Names & identifiers

Preferred name: N,N'-Bis(salicylidene)ethylenediamine
IUPAC: 2-[2-[(2-hydroxyphenyl)methylideneamino]ethyliminomethyl]phenol
English name: N,N'-Bis(salicylidene)ethylenediamine
Molecular formula: C16H16N2O2
Molecular weight: 268.31

Names & synonyms

94-93-9N,N'-Bis(salicylidene)ethylenediamineSalen2,2'-((Ethane-1,2-diylbis(azanylylidene))bis(methanylylidene))diphenolUSAF DO-63N,N'-DisalicylideneethylenediamineDisalicylalethylenediamine1,2-Bis(salicylidenamino)ethaneDisalicylidene-1,2-ethanediamineBis(salicylaldehyde)ethylenediamineN,N'-Disalicylidene ethylenediamineN,N'-Ethylenebis(salicylideneimine)

Show more names

SALCOMINEH2salenusafdo-63TIMTEC-BB SBB001047LABOTEST-BB LT00772290ETHYLENE-BIS(SALICYLIMINE)N,N'-bis(isoyl)ethyldiamine

N,N'-Ethylene diimino di(o-cresol)MFCD00002244NSC 2079129409-01-4Ethylenediamine, N,N'-disalicylidene-N,N'-DisalicylalethylenediamineSalen [MI]1,2-Bis(salicylideneamino)ethane

Database identifiers

CAS: 129409-01-4、94-93-9
PubChem CID: 26518
ChEMBL: CHEMBL594100
UNII: M122L9EGR6
Nikkaji: J1.173.297F、J15.438E

Properties

Computed structural properties

XLogP: 2.1
Topological polar surface area: 65.2 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 4
Rotatable bonds: 5
Heavy atoms: 20
Formal charge: 0
Complexity: 298

Experimental & physicochemical properties

Solubility27.6 [ug/mL] (The mean of the results at pH 7.4)

Physicochemical properties

Melting point: 127 · 127-128 °C(lit.)
Boiling point: 411.48 °C · 411.48°C (rough estimate)
Density: 1.1028 · 1.1028 (rough estimate)
refractive index: 1.624 · 1.6240 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: 0.1 g/mL, · chloroform: 0.1 g/mL, clear
pka: 12.59 · 12.59±0.50(Predicted)
form: crystal
color: yellow
Water Solubility: water: insoluble(lit.)
Merck: 14 · 14,8322
BRN: 535296 · 535296
InChI: 1S/C16H16N2O2/c19-15-7-3-1-5-13(15)11-17-9-10-18-12-14-6-2-4-8-16(14)20/h1-8,11-12,19-20H,9-10H2/b17-11+,18-12+
InChIKey: VEUMANXWQDHAJV-JYFOCSDGSA-N
SMILES: Oc1ccccc1\C=N\CC\N=C\c2ccccc2O
CAS DataBase Reference: 94 · 94-93-9(CAS DataBase Reference)
FDA UNII: 122 L9EGR6 · M122L9EGR6
EPA Substance Registry System: 2 · Phenol, 2,2'-[1,2-ethanediylbis(nitrilomethylidyne)]bis- (94-93-9)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26
WGK Germany: 3 · 3
RTECS: 3780000 · SL3780000
TSCA: TSCA listed
HS Code: 29252900 · 29252900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
tsca: TSCA listed
rtecs: SL3780000
hs_code: 29252900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesIn histochemistry to detect antigens.

UsesN,N′-Bis(salicylidene)ethylenediamine (salen) immobilized on surfactant-coated alumina has been used as complexing agent for on-line preconcentration of copper and lead by flow injection-flame atomic absorption spectrometry (FI-AAS).

General DescriptionN,N′-Bis(salicylidene)ethylenediamine (salen) reacts with ferric chloride in acetone solution to yield the complex (Fe salen Cl).