4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride | CAS No. 14426-28-9

4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride

Basic Information

CAS Number

14426-28-9

Molecular Formula

C23H25ClN2

Molecular Weight

329.46 g/mol

AD

Basic Physical Properties

CN(C)c1ccc(cc1)C(=C2C=CC(=[N+](C)C)C=C2)c3ccccc3.[Cl-]

InChI

InChI=1S/C23H25N2.ClH/c1-24(2)21-14-10-19(11-15-21)23(18-8-6-5-7-9-18)20-12-16-22(17-13-20)25(3)4;/h5-17H,1-4H3;1H/q+1;/p-1

InChIKey

FDZZZRQASAIRJF-UHFFFAOYSA-M

LogP

1.39760

Synonyms & References

English

  • Magentagreencrystals
  • BismarckGreen4
  • Basovict Malachite Green
  • Methylium, bis[4-(dimethylamino)phenyl]phenyl
  • Rifa Basic Malachite Green
  • Simbase Malachite Green Zn free
  • Tetrophene Green M
  • Tokyo Aniline Malachite Green.
  • 4,4'-bis dimethylamino triphenyl carbocation
  • HC GREEN 4
  • Magenta Green
  • malachit green
  • Malachit gruen Kation
  • Malachite Green
  • malachite green carbocation
  • malachite green cation
  • Bis(4-dimethylaminophenyl)phenylmethylium
  • Basic Green 4

MDL Number

MFCD00011751

Customs Code

3204130000

FAQ

What are the physical and chemical properties of 4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride (CAS: 14426-28-9)?

4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride is a crystalline compound with a molecular weight of approximately 400 g/mol. It has a pKa of around 2.5 and is moderately soluble in organic solvents like ethanol and acetone but poorly soluble in water. This compound is highly reactive towards nucleophiles and can undergo electrophilic aromatic substitution reactions.

How is 4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride (CAS: 14426-28-9) typically synthesized?

4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride is typically synthesized via the condensation of 4-(dimethylamino)benzaldehyde with 1,3-cyclohexadiene. This reaction is conducted under mild conditions, often using a Lewis acid catalyst such as aluminum chloride. The yield is generally high, and the product is isolated by recrystallization from a suitable solvent.

What industries use 4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride (CAS: 14426-28-9)?

4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride is used in the pharmaceutical industry for the synthesis of certain medicinal compounds. It also has applications in the polymer industry for the modification of polymer properties. Additionally, it can be used in sensor technologies for detecting specific chemical species and in semiconductor manufacturing for etching processes.

What precautions should be taken when handling 4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride (CAS: 14426-28-9)?

When handling 4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride, use appropriate personal protective equipment (PPE) including gloves, goggles, and lab coat. Ensure the work is conducted in a well-ventilated area or a fume hood to avoid inhalation. Spills should be cleaned up with appropriate absorbent materials and disposed of according to local regulations. Refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.

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