4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide

Basic Information

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CAS Number

6410-26-0

Molecular Formula

C23H16ClN3O2

Molecular Weight

401.85 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

210-223°C

Boiling Point

566.1°C at 760 mmHg

Density

1.31

SMILES

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C1=CC=C(C=C1)NC(=O)C2=CC3=CC=CC=C3C(=C2O)N=NC4=CC=CC=C4Cl

InChI

InChI=1S/C23H16ClN3O2/c24-19-12-6-7-13-20(19)26-27-21-17-11-5-4-8-15(17)14-18(22(21)28)23(29)25-16-9-2-1-3-10-16/h1-14,28H,(H,25,29)/b27-26+

InChIKey

XNANGTRPTFPPPE-CYYJNZCTSA-N

LogP

6.866500000000003

Topological Polar Surface Area

74.05 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

581

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

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

AKOS016009969
4-((2-Chlorophenyl)azo)-3-hydroxy-N-phenylnaphthalene-2-carboxamide
2-Naphthalenecarboxamide, 4-(2-(2-chlorophenyl)diazenyl)-3-hydroxy-N-phenyl-
DTXSID6064329
AKOS025310992
BCP25737
MFCD00517153
4-((2-Chlorophenyl)diazenyl)-3-hydroxy-N-phenyl-2-naphthamide
4-[(2-chlorophenyl)azo]-3-hydroxy-n-phenyl-2-naphthalenecarboxamide
2-Naphthalenecarboxamide,4-[(2-chlorophenyl)azo]-3-hydroxy-N-phenyl-
2-Naphthalenecarboxamide, 4-((2-chlorophenyl)azo)-3-hydroxy-N-phenyl-
SCHEMBL12960410
4-[(2-chlorophenyl)diazenyl]-3-hydroxy-N-phenylnaphthalene-2-carboxamide
4-[(2-chlorophenyl)azo]-3-hydroxy-N-phenylnaphthalene-2-carboxamide
SCHEMBL21436700
EINECS 229-096-4
SCHEMBL16323381
6410-26-0
2-Naphthalenecarboxamide, 4-[(2-chlorophenyl)azo]-3-hydroxy-N-phenyl-
NS00047512
Fast Red 2R, Fast Red
Pigment Red 21
1-(2'-Chlorophenylazo)-2-hydroxy-3-naphthoanilid
3132 Fast Red 2R
4-(2-chloro-phenylazo)-3-hydroxy-[2]naphthoic acid anilide
4-(2-Chlor-phenylazo)-3-hydroxy-[2]naphthoesaeure-anilid
4-[(2-Chlorophenyl)azo]-3-hydroxy-N-phenylnaphthalene-2-carboxamide
Einecs 229-096-4
NAPTHOL RED YR
O-chloranilin->3-hydroxy-2-naphthanilid
Pigment Fast Scarlet 2R

MDL Number

MFCD00517153

Customs Code

2927000090

FAQ

What are the physical and chemical properties of 4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide (CAS: 6410-26-0)?

4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide is a crystalline compound with a molecular weight of approximately 403.21 g/mol. It is sparingly soluble in water and ethanol but more soluble in organic solvents like dichloromethane and acetonitrile. The compound is known for its stability under normal conditions but can react with reducing agents. It is used in various applications requiring its unique chemical properties.

How is 4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide (CAS: 6410-26-0) typically synthesized?

4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide is synthesized through a diazo coupling reaction. The process involves the diazotization of a phenolic compound followed by coupling with a 2-naphthamide derivative. Commonly, hydroxylamine hydrochloride and sodium nitrite are used as reagents, with an organic solvent like acetonitrile. The yield is typically around 70-80%.

What industries use 4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide (CAS: 6410-26-0)?

4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide is primarily used in the pharmaceutical industry for its biological activity. It is also utilized in the development of sensors for detecting specific analytes and in the semiconductor industry for its electronic properties. Additionally, it has potential applications in polymer science for modifying properties of synthetic polymers.

What precautions should be taken when handling 4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide (CAS: 6410-26-0)?

When handling 4-[(E)-(2-Chlorophenyl)diazenyl]-3-hydroxy-N-phenyl-2-naphthamide, it is advisable to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize inhalation risks. In case of a spill, it should be cleaned up using absorbent materials and disposed of according to local hazardous waste regulations. Always consult the safety data sheet (SDS) for detailed handling instructions and emergency procedures.