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Methylene Blue

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Identification
Molecular formula
C16H18ClN3S
CAS number
61-73-4
IUPAC name
4-[(4-aminophenyl)-(4-imino-3-methyl-cyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydrochloride
State
State

At room temperature, methylene blue is a solid, typically sold in powder or crystalline form. When dissolved in liquid, it forms a distinctive blue solution.

Melting point (Celsius)
100.00
Melting point (Kelvin)
373.00
Boiling point (Celsius)
180.00
Boiling point (Kelvin)
453.00
General information
Molecular weight
319.85g/mol
Molar mass
319.8520g/mol
Density
0.6367g/cm3
Appearence

Methylene blue appears as a dark green solid powder at room temperature, and it typically forms a blue solution in water, which is where it gets its name. It is also known to form deep blue-green crystals. The compound can appear purple when dissolved in concentrated sulfuric acid.

Comment on solubility

Solubility of 4-[(4-aminophenyl)-(4-imino-3-methyl-cyclohexa-2,5-dien-1-ylidene)methyl]aniline; hydrochloride

The solubility of the compound 4-[(4-aminophenyl)-(4-imino-3-methyl-cyclohexa-2,5-dien-1-ylidene)methyl]aniline; hydrochloride can be affected by several factors, including its chemical structure and the presence of the hydrochloride salt form.

  • Hydrochloride Form: As a hydrochloride salt, this compound is likely to exhibit increased solubility in water compared to its base form. Salts often have enhanced solubility due to their ionic nature.
  • Polarity: The presence of amino (-NH2) and imino (=NH) groups suggests that the compound can engage in hydrogen bonding, which will facilitate solubility in polar solvents.
  • Effect of pH: Being a salt, the solubility may also be pH-dependent. In more acidic conditions, the compound may remain more soluble due to the protonation of nitrogen atoms.
  • Temperature: Elevated temperatures generally increase solubility for many compounds; therefore, 4-[(4-aminophenyl)-(4-imino-3-methyl-cyclohexa-2,5-dien-1-ylidene)methyl]aniline; hydrochloride may dissolve more readily in warmer solutions.

It is important to note that despite these favorable solubility characteristics, specific quantitative solubility data may be needed to draw precise conclusions. In summary, factors such as the ionic nature of hydrochlorides, hydrogen bonding capabilities, and environmental conditions all play pivotal roles in determining the solubility of this complex compound.

Interesting facts

Interesting Facts about 4-[(4-aminophenyl)-(4-imino-3-methyl-cyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydrochloride

This compound, often referred to within the context of organic synthesis and pharmaceuticals, displays fascinating properties and potential applications that make it noteworthy in the field of chemistry. Here are some key points:

  • Structural Complexity: The compound features a unique structural framework characterized by a cyclohexadiene moiety, highlighting the fascinating interactions between aromatic systems and imine functionalities. This complexity can lead to interesting reactivity patterns.
  • Biological Activity: Due to the presence of the aniline group, this compound is expected to exhibit potential bioactivity. Compounds containing similar structural motifs have been investigated for antitumor and antibacterial properties, making it a candidate for medicinal chemistry research.
  • Synthetic Versatility: The multi-functional nature of this compound allows for various synthetic routes. The amine and imine functionalities serve as key points for chemical modifications, which may enable the development of novel derivatives with enhanced properties.
  • Application in Dyes: Compounds with such intricate structures can also find applications in dye chemistry due to their potential to absorb light in various wavelengths, leading to interesting colors that could be used in textiles or materials.
  • Research Significance: This compound can serve as a valuable model for studying electron donation and withdrawal in organic compounds, offering insight into molecular interactions and stability based on its unique electron-rich and electron-deficient sites.

Overall, 4-[(4-aminophenyl)-(4-imino-3-methyl-cyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydrochloride represents the intriguing intersection of organic synthesis, medicinal chemistry, and material science. Its multifaceted properties and potential applications make it an exciting subject for ongoing research and exploration.

Synonyms
Basic violet 14
632-99-5
Basic fuchsin
Fuchsin
MAGENTA
Rosaniline
Fuchsin, basic
C.I. Basic Violet 14
Magenta I
58969-01-0
Rosaniline hydrochloride
Rosaniline chloride
Aizen magenta
Aniline red
Diabasic magenta
Diamond fuchsine
Rosanilinium chloride
Fuchsine A
Fuchsine G
Fuchsine N
Fuchsine Y
Magenta superfine
Fuchsine CS
Fuchsine HO
Magenta E
Magenta G
Magenta S
Cerise B
Fuchsine RTN
Magenta DP
Magenta PN
Astra fuchsine B
Magenta Powder N
Calcozine magenta XX
Orient Basic Magenta
Calcozine fuchsine HO
Calcozine Magenta RTN
Calcozine Magenta RIN
12418 Red
ROSANILINE HCl
NSC93739
8UUC89LHB2
DTXSID6021246
MAGENTA I [MI]
NSC-10466
NSC-93739
LOWACRYL VIOLET 14
DTXCID101246
NSC10466
(4-(4-Aminophenyl)(4-iminocyclohexa-2,5-dienylidene)methyl)-2-methylaniline hydrochloride
Benzenamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2-methyl-, monohydrochloride
MAGENTA (MART.)
MAGENTA [MART.]
BASIC FUCHSIN (USP MONOGRAPH)
BASIC FUCHSIN [USP MONOGRAPH]
magenta BPC
Benzenamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2-methyl-, hydrochloride (1:1)
Benzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-, hydrochloride (1:1)
Benzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-, monohydrochloride
C.I.Basic Violet 14
Fuchsin Base
CWR Violet 8
FUCHSINUM
DIBASIC MAGENTA
Basic Magenta E200
FUCHSINUM [HPUS]
ROSANILINE [WHO-DD]
BASIC FUCHSIN [VANDF]
Basic Violet 14, Free Base
BASIC MAGENTA E 200
FUCHSIN, BASIC [HSDB]
CHEBI:87661
BASIC VIOLET 14 [INCI]
5P5C03819W
C.I. 42510B
C.I.42510
4((4Aminophenyl)(4imino2,5cyclohexadien1ylidene)methyl)2 methylbenzenamine monohydrochloride
4((4Aminophenyl)(4imino2,5cyclohexadien1ylidene)methyl)2methylbenzenamine HCl
4-((AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)METHYL)-2-METHYL-
684-520-9
Benzenamine, 4((4aminophenyl)(4imino2,5cyclohexadien1ylidene)methyl)2methyl, monohydrochloride
BENZENAMINE, 4-((4-AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE) METHYL)-2-METHYL-, MONOHYDROCHLORIDE
4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2-methylbenzenamine
4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine
benzenamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-, monohydrochloride, mixt. with 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2-methylbenzenamine monohydrochloride
benzenamine, monohydrochloride
fuchsine sbp
Fuchsin basic
Basic fuchsine
Fuchsine
Basic magenta
Rose aniline
Methyl fuchsin
Diamond Fuchsin
Mitsui Magenta
Fuchsine Crystals
rosanilin
Magenta Large Crystals
CI Basic Violet 14
Rosaniline.HCl
Basic magenta E-200
Rosanilinium hydrochloride
CI 42510
C.I. 42510
Fuchsine base (monohydrochloride)
CI Basic Violet 14, monohydrochloride
C.I. Basic Violet 14 monohydrochloride
C.I. Basic Violet 14, monohydrochloride
Benzenamine,4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-, monohydrochloride
4-Amino-m-tolyl-bis(4-aminophenyl)methane chloride
Fuchsine base monohydrochloride
CHEBI:87665
Magenta supertine
MFCD00012569
4-[(4-aminophenyl)(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]-2-methylaniline hydrochloride
4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline;hydrochloride
4-((4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2- methylbenzenamine monohydrochloride
Benzeneamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2-methyl-, monohydrochloride
Magenta Super Fine
C-WR Violet 8
Basic Fuchsine (VAN)
Magenta base monohydrochloride;Basic Fuchsin monohydrochloride;Rosaniline Base monohydrochloride
CAS-632-99-5
CCRIS 366
Violet zasadita 14 [Czech]
Violet zasadita 14
Manufacture of magenta
HSDB 6192
Fuchsin, basic [USP]
WLN: L6Y DYJ AUYR DZ&R DZ C1& DUM &GH
NCGC00166015-01
EINECS 211-189-6
NSC 10466
NSC 93739
UNII-8UUC89LHB2
Fucsina
Fucsino
Basic Violet 14 hydrochloride
Rosaniline Dyes
AI3-18324
Magentatrade mark
2-Methyl-4,5-cyclohexadien-1-ylidene)methylene]dianiline hydrochloride
Benzenamine,5-cyclohexadien-1-ylidene)methyl]-2-methyl-, monohydrochloride
Magenta O
BASIC FUCHSIN HYDROCHLORIDE
2, .alpha.(sup4)-(p-aminophenyl)-.alpha.(sup4)-(4-imino-2,5-cyclohexadien-1-ylidene)-, monohydrochloride
Magenta I [Magenta (containing C.I. Basic Red 9)]
MAGENTA CRYSTALS
Gram's fuchsin solution
starbld0016617
Basic fuchsin, indicator
4-((4-Aminophenyl)(4-iminocyclohexa-2,5-dien-1-ylidene)methyl)-2-methylaniline hydrochloride
Basic violet 14;Rosaniline
4-((4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2-methylbenzenamine HCl
SCHEMBL23402
CHEMBL1979636
HY-B1539A
AXDJCCTWPBKUKL-UHFFFAOYSA-N
NIKFYOSELWJIOF-SVFFXJIWSA-N
NIKFYOSELWJIOF-UHFFFAOYSA-N
ICA96901
Tox21_112288
Tox21_202790
AKOS015902644
BASIC FUCHSIN, BIOLOGICAL STAIN
FB47152
4-[(4-aminophenyl)(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline hydrochloride
NCGC00260336-01
DA-73574
Fuchsin, for flagella staining, certified
CS-0013370
CS-0169059
NS00041599
C19252
E82121
SBI-0053045.0001
Basic Fuchsin (BV14) Magenta (C.I. 42510)
Q419167
[4-[bis(4-aminophenyl)methylidene]-2-methylcyclohexa-2,5-dien-1-ylidene]azanium;chloride
4-((4-AMINO-3-ME-PH)(4-AMINO-PH)METHYLENE)-2,5-CYCLOHEXADIEN-1-IMINIUM CHLORIDE
4-[(4-amino-3-methylphenyl)(4-aminophenyl)methylidene]cyclohexa-2,5-dien-1-iminium chloride
Basic fuchsin (pararosaniline acetate, 3 parts, pararosaniline chloride, 1 part)
Fuchsin; 4-[(4-Aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]-2-methyl-aniline hydrochloride; Basic Violet 14 HCl; Magenta I