N,N'-Bis(2-hydroxybenzyl)ethylenediamine

Basic Information

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CAS Number

18653-98-0

Molecular Formula

C16H20N2O2

Molecular Weight

272.35 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Hydrocarbons

Basic Physical Properties

Melting Point

120-122 ºC (chloroform methanol )

SMILES

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C1=CC=C(C(=C1)CNCCNCC2=CC=CC=C2O)O

InChI

InChI=1S/C16H20N2O2/c19-15-7-3-1-5-13(15)11-17-9-10-18-12-14-6-2-4-8-16(14)20/h1-8,17-20H,9-12H2

InChIKey

MLFXJCXPSODAIS-UHFFFAOYSA-N

LogP

1.9772000000000003

Topological Polar Surface Area

64.52 Å²

Hydrogen Bond Donor/Acceptor

4 / 4

Complexity

237

Synonyms & References

English

SCHEMBL2794849
Phenol,2,2'-[1,2-ethanediylbis(iminomethylene)]bis-(9ci)
NSC-18496
DTXSID80276766
CHEMBL256208
N,N'-di-(o-hydroxybenzyl)ethylenediamine
CS-0087100
AKOS004117372
2,2'-[Ethane-1,2-diylbis(azanediylmethylene)]diphenol
N,N'-BIS(2-HYDROXYBENZYL)ETHYLENEDIAMINE
2,2'-[Ethylenebis(azanediylmethylene)]diphenol
2,2'-((Ethane-1,2-diylbis(azanediyl))bis(methylene))diphenol
alpha, alpha'-(ethylenediimino)di-o-cresol
N,N'-Bis(2-hydroxybenzyl)ethylenediamine H4 SALEN
2,2'-(ethane-1,2-diylbis(azanediyl))bis(methylene)diphenol
NSC18496
D94908
2-[[2-[(2-hydroxyphenyl)methylamino]ethylamino]methyl]phenol
BS-15727
MFCD00058922
BDBM50494677
18653-98-0
2-[((2-[(2-Hydroxybenzyl)amino]ethyl)amino)methyl]phenol
N,N/'-Bis(2-hydroxybenzyl)ethylenediamine
FT-0705283
MB00493
n,n-bis(2-hydroxybenzyl)ethylenediamine
Phenol,2,2'-[1,2-ethanediylbis(iminomethylene)]bis- (9CI)
H4 SALEN
N,N'-Bis(2-hydroxyphenylmethyl)ethylenediamine
N,N'-Bis(o-hydroxybenzyl)ethylenediamine

MDL Number

MFCD00058922

FAQ

What are the physical and chemical properties of N,N'-Bis(2-hydroxybenzyl)ethylenediamine (CAS: 18653-98-0)?

N,N'-Bis(2-hydroxybenzyl)ethylenediamine is a white crystalline solid with a molecular weight of approximately 288.23 g/mol. It has good water solubility and is moderately soluble in organic solvents. The compound is known for its reducing properties and can undergo various chemical reactions such as oxidation and reduction. It is stable under normal conditions but should be protected from strong oxidizing agents.

How is N,N'-Bis(2-hydroxybenzyl)ethylenediamine (CAS: 18653-98-0) typically synthesized?

N,N'-Bis(2-hydroxybenzyl)ethylenediamine is synthesized via the condensation of 2-hydroxybenzaldehyde with ethylenediamine. The reaction involves heating the reactants in the presence of a catalyst like p-toluenesulfonic acid. The process typically yields a mixture of isomers, and the desired product can be separated through chromatographic techniques. The overall yield is around 70-80%.

What industries use N,N'-Bis(2-hydroxybenzyl)ethylenediamine (CAS: 18653-98-0)?

N,N'-Bis(2-hydroxybenzyl)ethylenediamine is primarily used in the pharmaceutical industry as a chelating agent and in the production of drug intermediates. It is also utilized in the polymer industry for its reducing properties, in the semiconductor industry as a dopant precursor, and in sensor technology due to its chemical reactivity.

What precautions should be taken when handling N,N'-Bis(2-hydroxybenzyl)ethylenediamine (CAS: 18653-98-0)?

When handling N,N'-Bis(2-hydroxybenzyl)ethylenediamine, appropriate personal protective equipment (PPE) should be worn, including gloves, safety glasses, and a lab coat. The compound should be stored in a cool, dry place away from strong oxidizing agents. If a spill occurs, it should be handled in a fume hood with appropriate spill cleanup procedures. Safety data sheets (SDS) should be consulted for detailed safety information.