4-[(E)-Benzylideneamino]phenol

Basic Information

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CAS Number

588-53-4

Molecular Formula

C13H11NO

Molecular Weight

197.24 g/mol

Chemical Classification

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

184.0 to 187.0 deg-C

SMILES

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C1=CC=C(C=C1)C=NC2=CC=C(C=C2)O

InChI

InChI=1S/C13H11NO/c15-13-8-6-12(7-9-13)14-10-11-4-2-1-3-5-11/h1-10,15H/b14-10+

InChIKey

BVTLIIQDQAUXOI-GXDHUFHOSA-N

LogP

3.142800000000001

Topological Polar Surface Area

32.59 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

201

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Synonyms & References

English

7GT4SC5XWM
FT-0715443
SCHEMBL1877533
D88836
WLN: QR DNU1R
4-[(E)-(phenylmethylidene)amino]phenol
CS-0319791
p-Benzylideneaminophenol
MFCD00020154
CHEMBL201858
B1620
4-((E)-(Phenylmethylene)amino)phenol
Benzylidene-p-hydroxyaniline
Phenol, 4-((E)-(phenylmethylene)amino)-
Phenol, 4-[(phenylmethylene)amino]-
Benzylidene-4-hydroxyaniline
UNII-7GT4SC5XWM
N-Benzylidene-4-hydroxyaniline
Phenol, 4-[(E)-(phenylmethylene)amino]-
PHENOL, p-(BENZYLIDENEAMINO)-
4-[(E)-benzylideneamino]phenol
N-Benzylidene-p-hydroxyaniline
BVTLIIQDQAUXOI-GXDHUFHOSA-N
588-53-4
4-Hydroxy-N-benzylideneaniline
p-Benzylideneiminophenol
EINECS 209-620-8
BVTLIIQDQAUXOI-UHFFFAOYSA-N
NSC-1565
p-Benzalaminophenol
4-((Phenylmethylene)amino)phenol

MDL Number

MFCD00020154

Customs Code

2925290090

FAQ

What are the physical and chemical properties of 4-[(E)-Benzylideneamino]phenol (CAS: 588-53-4)?

4-[(E)-Benzylideneamino]phenol is a white crystalline solid with a molecular weight of approximately 236.25 g/mol. It has a melting point of 132-134°C and is slightly soluble in water. This compound exhibits basic properties due to the amino group and can engage in nucleophilic substitution reactions. It is also known for its potential to undergo hydrolysis and condensation reactions.

How is 4-[(E)-Benzylideneamino]phenol (CAS: 588-53-4) typically synthesized?

4-[(E)-Benzylideneamino]phenol is commonly synthesized via the condensation of benzaldehyde and phenylguanidine in the presence of a catalyst like p-toluenesulfonic acid. The reaction yields a high-quality product with good selectivity and moderate to high yield. This method requires careful control of reaction conditions to achieve optimal results.

What industries use 4-[(E)-Benzylideneamino]phenol (CAS: 588-53-4)?

4-[(E)-Benzylideneamino]phenol is used in various industries due to its chemical properties. It is employed in the pharmaceutical sector as an intermediate in the synthesis of certain drugs. In the polymer industry, it serves as a stabilizer and catalyst. Additionally, it finds applications in the production of sensors and semiconductors.

What precautions should be taken when handling 4-[(E)-Benzylideneamino]phenol (CAS: 588-53-4)?

When handling 4-[(E)-Benzylideneamino]phenol (CAS: 588-53-4), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize exposure. Spills should be cleaned up immediately with proper disposal methods. Always refer to the Safety Data Sheet (SDS) for detailed information on safety measures and emergency procedures.