N,N'-(2-Chloro-1,4-phenylene)bis{4-[(E)-(2,5-dichlorophenyl)diazenyl]-3-hydroxy-2-naphthamide} | CAS No. 5280-78-4

N,N'-(2-Chloro-1,4-phenylene)bis{4-[(E)-(2,5-dichlorophenyl)diazenyl]-3-hydroxy-2-naphthamide}

Basic Information

CAS Number

5280-78-4

Molecular Formula

C40H23Cl5N6O4

Molecular Weight

828.93 g/mol

AD

Basic Physical Properties

Clc4cc(ccc4NC(=O)c3cc1ccccc1c(/N=N/c2cc(Cl)ccc2Cl)c3O)NC(=O)c7cc5ccccc5c(/N=N/c6cc(Cl)ccc6Cl)c7O

InChI

InChI=1S/C40H23Cl5N6O4/c41-22-9-12-29(43)33(17-22)48-50-35-25-7-3-1-5-20(25)15-27(37(35)52)39(54)46-24-11-14-32(31(45)19-24)47-40(55)28-16-21-6-2-4-8-26(21)36(38(28)53)51-49-34-18-23(42)10-13-30(34)44/h1-19,52-53H,(H,46,54)(H,47,55)/b50-48+,51-49+

InChIKey

IJBLMBVNVKWXHY-BSLTZQBWSA-N

LogP

14.006599999999986

Topological Polar Surface Area

148.1 Ų

Hydrogen Bond Donor/Acceptor

4 / 10

Synonyms & References

English

  • Pigment Red 144
  • (4E)-N-[3-chloro-4-[[(4E)-4-[(2,5-dichlorophenyl)hydrazinylidene]-3-oxonaphthalene-2-carbonyl]amino]phenyl]-4-[(2,5-dichlorophenyl)hydrazinylidene]-3-oxonaphthalene-2-carboxamide
  • 2-Naphthalenecarboxamide,N,N'-(2-chloro-1,4-phenylene) bis[4-[(2,5-dichlorophenyl)azo]-3-hydroxy
  • 2-Naphthalenecarboxamide,N,N'-(2-chloro-1,4-phenylene)bis(4-(2-(2,5-dichlorophenyl)diazenyl)-3-hydroxy
  • EINECS 226-106-9
  • N,N'-(2-Chloro-1,4-phenylene)bis(4-((2,5-dichlorophenyl)azo)-3-hydroxynaphthalene-2-carboxamide)
  • C.I. 20735
  • N,N'-(2-Chloro-1,4-phenylene)bis[4-[(2,5-dichlorophenyl)azo]-3-hydroxynaphthalene-2-carboxamide]

Customs Code

3204170000

FAQ

What are the physical and chemical properties of N,N'-(2-Chloro-1,4-phenylene)bis{4-[(E)-(2,5-dichlorophenyl)diazenyl]-3-hydroxy-2-naphthamide} (CAS: 5280-78-4)?

This compound is a crystalline solid with a high molecular weight. It has low water solubility but good solubility in organic solvents. Chemically, it is highly reactive, showing significant diazo group reactivity. It is prone to decomposition under acidic and basic conditions.

How is N,N'-(2-Chloro-1,4-phenylene)bis{4-[(E)-(2,5-dichlorophenyl)diazenyl]-3-hydroxy-2-naphthamide} (CAS: 5280-78-4) typically synthesized?

This compound can be synthesized via diazotization and condensation reactions. It involves the diazotization of aromatic amines followed by condensation with a diazonium salt. Common catalysts include strong acids like sulfuric acid. The yield and selectivity can be enhanced with optimized reaction conditions and purification techniques.

What industries use N,N'-(2-Chloro-1,4-phenylene)bis{4-[(E)-(2,5-dichlorophenyl)diazenyl]-3-hydroxy-2-naphthamide} (CAS: 5280-78-4)?

This compound is primarily used in the pharmaceutical industry for its diazo group reactivity. It is also explored in polymer synthesis for its functional groups. Additionally, it can be used in sensor development and semiconductor manufacturing due to its electronic properties.

What precautions should be taken when handling N,N'-(2-Chloro-1,4-phenylene)bis{4-[(E)-(2,5-dichlorophenyl)diazenyl]-3-hydroxy-2-naphthamide} (CAS: 5280-78-4)?

Proper personal protective equipment (PPE) including gloves, goggles, and a lab coat should be worn. Work should be conducted in a fume hood. Spills should be cleaned up carefully using appropriate PPE, and the area should be well-ventilated. Refer to the safety data sheet (SDS) for detailed handling and disposal instructions.

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