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

Basic Information

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CAS Number

569-64-2

Molecular Formula

C23H25ClN2

Molecular Weight

364.91 g/mol

Chemical Classification

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

201°C (subl.)

Boiling Point

520.91°C (rough estimate)

Solubility

Solubility Very soluble in water; soluble in ethanol, methanol, amyl alcohol

Refractive Index

1.5940 (estimate)

SMILES

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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

pKa

6.90(at 25℃)

Complexity

516

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H318 Causes serious eye damage
Serious eye damage/eye irritation

H410 Very toxic to aquatic life with long lasting effects
Hazardous to the aquatic environment, long-term hazard

Hazard Class

Class 6.1 Class 6.1

Stability

Stable. Substances to be avoided include strong oxidizing agents.

Synonyms & References

English

Malachite green
Basic Green 4
[4-[[4-(dimethylamino)phenyl]-phenylmethylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium,chloride
Malachite Green chloride
Aniline Green
Benzal Green
China Green
Diamond Green B
DiaMond green B,BX
Grenoble Green
Light green N
Malachite green oxalate
New victoria green extra O
PigMent Green 18
Victoria Green
Victoria Green B
Victoria green WB
C.I. 42040
[4-[alpha-[4-(Dimethylamino)phenyl]benzylidene]cyclohexa-2,5-dien-1-ylidene]dimethylammonium chloride
Acryl Brilliant Green B
Basic green 4
N-(4-((4-(dimethylamino)phenyl)(phenyl)methylene)cyclohexa-2,5-dien-1-ylidene)-N-methylmethanaminium
chloride (1:1)

MDL Number

MFCD00011751

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: 569-64-2)?

The compound has a crystalline form and a molecular weight of approximately 406.45 g/mol. It is slightly soluble in water and nonpolar solvents. It exhibits moderate reactivity, particularly towards bases and nucleophiles. The compound can undergo electrocyclic reactions and photochemical processes.

How is 4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride (CAS: 569-64-2) typically synthesized?

The compound is typically synthesized by a multistep process involving the condensation of substituted cyclohexadienes with dimethylaminophenyl derivatives. The synthesis involves using Lewis acids as catalysts, and the overall yield is around 70%. The process requires careful control of conditions to ensure high selectivity.

What industries use 4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride (CAS: 569-64-2)?

This compound finds applications in the pharmaceutical industry, particularly in the synthesis of intermediates for drugs. It is also used in the polymer industry for developing novel materials. Additionally, it has potential uses in sensor technology and semiconductor manufacturing due to its unique electronic properties.

What precautions should be taken when handling 4-{[4-(Dimethylamino)phenyl](phenyl)methylene}-N,N-dimethyl-2,5-cyclohexadien-1-iminium chloride (CAS: 569-64-2)?

When handling this compound, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate absorbent materials. Refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage recommendations.