2-[(E)-(Phenylimino)methyl]phenol

Basic Information

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CAS Number

779-84-0

Molecular Formula

C13H11NO

Molecular Weight

197.24 g/mol

Chemical Classification

Fine Chemicals Dyes and Pigments Organic Dyes

Basic Physical Properties

Melting Point

50.0 to 53.0 deg-C

Boiling Point

151°C/2mmHg

Density

1.0870

Flash Point

>230 °F

Refractive Index

1.6050 (estimate)

SMILES

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C1=CC=C(C=C1)N=CC2=CC=CC=C2O

InChI

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

InChIKey

QIYHCQVVYSSDTI-GXDHUFHOSA-N

LogP

3.142800000000002

Topological Polar Surface Area

32.59 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

209

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Sensitiveness

Sensitive to light

Synonyms & References

English

2-((phenylimino)methyl)phenol
2-[(Phenylimino)methyl]phenol #
2-Hydroxybenzylideneaniline
QIYHCQVVYSSDTI-GXDHUFHOSA-N
DTXSID001203180
31519-65-0
103886-92-6
beta-2-Salicylideneaniline
2-Hydroxybenzaldehyde N-phenylimine
DTXSID50870775
Salicylideneaniline, 97%
Salicylideneaniline
D92243
N-Salicylideneaniline
ACETIC-D3ACID-D
779-84-0
phenol, 2-[(E)-(phenylimino)methyl]-
2-[(phenylimino)methyl]phenol
SCHEMBL13325913
(6E)-6-[(Phenylamino)methylene]-2,4-cyclohexadien-1-one
NSC14880
NSC-68443
CS-0085921
o-Hydroxy benzylidene aniline
2-(phenyliminomethyl)phenol
SY049501
Salicylidene aniline
salicylalaniline
AKOS002662755
6-(anilinomethylidene)cyclohexa-2,4-dien-1-one
NSC 68443

MDL Number

MFCD00020066

Customs Code

2925290090

FAQ

What are the physical and chemical properties of 2-[(E)-(Phenylimino)methyl]phenol (CAS: 779-84-0)?

2-[(E)-(Phenylimino)methyl]phenol (CAS: 779-84-0) is a colorless to white crystalline solid with a molecular weight of approximately 240.21 g/mol. It has a pKa of about 12.2 and is slightly soluble in water but more soluble in organic solvents like ethanol and acetone. This compound is relatively stable under normal conditions but can react with strong acids and bases. It is also known to undergo photodegradation under UV light.

How is 2-[(E)-(Phenylimino)methyl]phenol (CAS: 779-84-0) typically synthesized?

2-[(E)-(Phenylimino)methyl]phenol (CAS: 779-84-0) is commonly synthesized via the condensation of phenylacetaldehyde with phenylhydrazine. The reaction typically proceeds under acidic conditions, with hydrochloric acid serving as a catalyst. The yield is around 70-80% with good selectivity for the E-isomer.

What industries use 2-[(E)-(Phenylimino)methyl]phenol (CAS: 779-84-0)?

2-[(E)-(Phenylimino)methyl]phenol (CAS: 779-84-0) is used in the pharmaceutical industry as a precursor for the synthesis of certain anti-inflammatory and antipyretic drugs. It also finds applications in the polymer industry for the modification of polymer properties and in the electronics industry for the production of semiconductor materials and sensors.

What precautions should be taken when handling 2-[(E)-(Phenylimino)methyl]phenol (CAS: 779-84-0)?

When handling 2-[(E)-(Phenylimino)methyl]phenol (CAS: 779-84-0), it is essential to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be handled in a fume hood to minimize inhalation risk. Spills should be cleaned up immediately using appropriate absorbents, and the area should be well-ventilated. A Safety Data Sheet (SDS) should be consulted for detailed handling and emergency procedures.