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Gentian Violet

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Identification
Molecular formula
C25H30ClN3
CAS number
548-62-9
IUPAC name
4-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydrochloride
State
State

At room temperature, Gentian Violet exists as a solid powder.

Melting point (Celsius)
137.00
Melting point (Kelvin)
410.15
Boiling point (Celsius)
213.00
Boiling point (Kelvin)
486.15
General information
Molecular weight
407.98g/mol
Molar mass
407.9790g/mol
Density
0.9401g/cm3
Appearence

Gentian Violet appears as a dark green, brownish-green, or bronze powder with a metallic luster. When dissolved, it produces a deep violet solution.

Comment on solubility

Solubility of 4-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline; hydrochloride

The solubility of 4-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline; hydrochloride can be characterized as follows:

  • Solvent Dependence: This compound is known to be more soluble in polar solvents, primarily due to the presence of the hydrochloride ion which enhances its interactions with water.
  • Hydrochloride Form: The formation of the hydrochloride salt typically increases the solubility of a compound in aqueous solutions. This is attributed to the ionization of the amine groups, which facilitates dissolution.
  • Temperature Influence: Like many organic compounds, solubility may increase with temperature. Higher temperatures can disrupt intermolecular forces, allowing more of the compound to dissolve.
  • pH Sensitivity: Changes in pH can influence the solubility by affecting the ionization state of the compound. Enhanced solubility is expected in acidic environments.

In summary, 4-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline; hydrochloride exhibits solubility characteristics largely influenced by solvent properties, temperature, and pH levels. This intricate behavior highlights the importance of considering these factors when working with this compound in solution.

Interesting facts

Interesting Facts about 4-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydrochloride

This compound, a member of the aniline family, showcases fascinating chemical behavior and significant applications in various fields. The unique structure consists of an aniline core coupled with a highly reactive imino group, providing an intriguing basis for chemical reactions.

Key Features:

  • Versatile Reactivity: The presence of both an amine and imino group allows this compound to engage in a variety of chemical reactions, such as nucleophilic substitution and condensation reactions.
  • Potential Applications: Due to its structural characteristics, this compound can serve as a precursor in the synthesis of pharmaceuticals and dyes. Its ability to form stable complexes with metal ions may also be of interest in coordination chemistry.
  • Biological Significance: Many compounds with similar structures exhibit biological activity, making exploration into antimicrobial and anticancer properties worth investigating.

Furthermore, the hydrochloride salt form enhances solubility and stability, which is crucial for practical applications. It's interesting to note how slight modifications in the molecular structure of aniline derivatives can lead to vastly different properties and functionalities, embodying the principle of structure-activity relationships in medicinal chemistry.

As you delve deeper into the chemistry of this compound, remember the quote: "Chemistry is the art of bringing together different elements to create something new and useful." This perfectly encapsulates the journey from basic compounds to complex molecules with real-world applications!

Synonyms
Pararosaniline hydrochloride
569-61-9
Basic Red 9
Pararosaniline chloride
Parafuchsine
Parafuchsin
p-Fuchsin
CI Basic Red 9
Parafuksin
p-rosaniline
Pararosaniline
Fuchsine SP
Fuchsine SPC
C.I. Basic Red 9 monohydrochloride
Calcozine magenta N
BASIC PARAFUCHSINE
C.I. Basic Red 9
p-Rosaniline hydrochloride
Fuchsine DR-001
C.I. 42500
Paraosaniline hydrochloride
Parafuchsin [German]
p-Rosaniline HCl
C.I. Basic Red 9, monohydrochloride
Orient Para Magenta Base
Schultz-tab No. 779
Cerven zasadita 9
Cerven zasadita 9 [Czech]
NCI-C54739
CI Basic Red 9, monohydrochloride
CCRIS 1350
C.I. Basic Red 9 (VAN)
HSDB 2952
Para Magenta
magenta 0
Schultz-tab. No. 779
Schultz-tab. No. 779 [German]
EINECS 209-321-2
NSC 10460
444C2M8JKN
DTXSID1021247
PARAROSANILINE HCL
NSC-10460
P-ROSANILINE CHLORIDE
4,4'-(4-Iminocyclohexa-2,5-dienylidenemethylene)dianiline hydrochloride
4,4'4''-Triaminotriphenylmethan-hydrochlorid [German]
DTXCID501247
4,4'4''-Triaminotriphenylmethan-hydrochlorid
CHEBI:87663
CI BASIC RED 9 [IARC]
4,4',4''-Triaminotriphenylmethane hydrochloride
C.I. BASIC RED 9 [HSDB]
4,4'-((4-Imino-2,5-cyclohexadien-1-ylidene)methylene)dianiline monohydrochloride
4,4'-[(4-iminocyclohexa-2,5-dien-1-ylidene)methanediyl]dianiline hydrochloride
4-Toluidine, alpha-(p-aminophenyl)-alpha-(4-imino-2,5-cyclohexadien-1-ylidene)-monohydrochloride
Homolka's Base
Benzenamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-, monohydrochloride
PARAFUCHSIN (GERMAN)
CI BASIC RED 9 (IARC)
4-[bis(4-aminophenyl)methylidene]cyclohexa-2,5-dien-1-iminium chloride
Benzenamine, 4,4'-((4-imino-2,5-cyclohexadien-1-ylidene)methylene)bis-, hydrochloride (1:1)
DTXSID5043845
4-((4-AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)METHYL)-BENZENAMINE MONOHYDROCHLORIDE
Benzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-, monohydrochloride
pFuchsin
4-(bis(4-aminophenyl)methylidene)cyclohexa-2,5-dien-1-iminium chloride
4,4',4"-Triaminotriphenylmethane hydrochloride
4,4'-((4-iminocyclohexa-2,5-dien-1-ylidene)methanediyl)dianiline hydrochloride
Benzenamine, 4,4'-[(4-imino-2,5-cyclohexadien-1-ylidene)methylene]bis-, hydrochloride (1:1)
Fuchsine DR001
PARA-MAGENTA
P-FUCHSINE
Schultztab No. 779
.ALPHA.-(P-AMINOPHENYL)-.ALPHA.-(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)-P-TOLUIDINE
4-((4-AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)METHYL)BENZENAMINE
Benzenamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidiene)methyl)-
pRosaniline hydrochloride
Schultztab. No. 779
FUCHSINE DR 001
SCHULTZ-TAB NO 779
DTXCID3023845
4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)benzenamine monohydrochloride
4,4'4''Triaminotriphenylmethanhydrochlorid
4,4',4"Triaminotriphenylmethane hydrochloride
C.I. Basic Red 9, monohydrochloride (8CI)
4,4',4"-TRIAMINOTRIPHENYLMETHAN-HYDROCHLORID
4,4',4"-TRIAMINOTRIPHENYLMETHAN-HYDROCHLORID (GERMAN)
4,4'(4Iminocyclohexa2,5dienylidenemethylene)dianiline hydrochloride
4,4'((4Imino2,5cyclohexadien1ylidene)methylene)dianiline monohydrochloride
4Toluidine, alpha(paminophenyl)alpha(4imino2,5cyclohexadien1ylidene)monohydrochloride
ALPHA-(P-AMINOPHENYL)-ALPHA-(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)-P-TOLUIDINE
Benzenamine, 4((4aminophenyl)(4imino2,5cyclohexadien1ylidene)methyl), monohydrochloride
Benzenamine, 4,4'((4imino2,5cyclohexadien1ylidene)methylene)bis, hydrochloride (1:1)
BENZENAMINE, 4-((4-AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)METHYL),
BENZENEAMINE, 4-((4-AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)METHYL)-, MONOHYDROCHLORIDE
4,4'-((4-Iminocyclohexa-2,5-dien-1-ylidene)methylene)dianiline hydrochloride
Basic Parafuchsin
p-Rosaniline.HCl
Pararosaniline (hydrochloride)
ParaMagenta
MFCD00001657
CHEBI:82303
Parasaniline
4-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydrochloride
Benzenamine,4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-,monohydrochloride
Magentatrade mark O
NSC10460
Parafuchsin hydrochloride
Paramagenta hydrochloride
UNII-444C2M8JKN
C.I. Basic Red 9 [Magenta (containing C.I. Basic Red 9)]
Schultz-tab. no.779
CHEMBL1609459
Basic Red 9, analytical standard
Basic Fuchsin, Dye content >85 %
Tox21_303581
4,4'-((4-Iminocyclohexa-2,5-dien-1-ylidene)methylene)dianilinehydrochloride
AKOS015894465
FP07857
FS-3794
HY-W127770
WLN: L6Y DHJ AUM DYR DZ&R DZ
NCGC00091938-01
NCGC00257440-01
CAS-569-61-9
DA-66487
SY010446
4,4''-Triaminotriphenylmethan-hydrochlorid
Basic Red 9 100 microg/mL in Acetonitrile
CS-0185940
NS00079767
P0599
P2052
Pararosaniline hydrochloride (C.I. 42500)
C19210
D91981
Q27890208
4-Toluidine,5-cyclohexadien-1-ylidene)-monohydrochloride
4-Toluidine,5-cyclohexadien-1-ylidene)- monohydrochloride
Benzenamine,5-cyclohexadien-1-ylidene)methyl],monohydrochloride
4,5-cyclohexadien-1-ylidene)methylene]dianiline monohydrochloride
Benzenamine,5-cyclohexadien-1-ylidene)methyl], monohydrochloride
Benzenamine,5-cyclohexadien-1-ylidene)methyl]-, monohydrochloride
Pararosaniline hydrochloride, certified by the Biological Stain Commission
Basic Fuchsin, certified by the Biological Stain Commission, Dye content >=88 %
Benzenamine, 4,4'-((4-imino-2,5-cyclohexadien-1-ylidene)methylene)bis-, monohydrochloride
BENZENEAMINE, 4-((4-AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1- YLIDENE)METHYL)-, MONOHYDROCHLORIDE