Basic information
- CAS
54327-10-5- Standard SMILES
CN(C)c1ccc(C(=C2C=CC(=[N+](C)C)C=C2)c2ccc([N+](C)(C)C)cc2)cc1.[Cl-].[Cl-]- InChIKey
DWCZIOOZPIDHAB-UHFFFAOYSA-L- Molecular formula
- C26H33N3.2Cl
- Average molar mass
- 458.5 g/mol
- Monoisotopic mass
- 457.2051535
Overview
Methyl green is an iminium salt composed of (4-{[4-(dimethylamino)phenyl][4-(trimethylazaniumyl)phenyl]methylidene}cyclohexa-2,5-dien-1-ylidene)(dimethyl)ammonium and chloride ions in a 1:2 ratio. A histological dye used to demonstrate nucleic acids by the Unna-Pappenheim stain, in conjunction with Pyronin Y. It has a role as a fluorochrome and a histological dye. It is a quaternary ammonium salt, an iminium salt and an organic chloride salt. It contains a methyl green(2+).
Names & identifiers
- Preferred name
- Methyl Green
- IUPAC
- [4-[[4-(dimethylamino)phenyl]-(4-dimethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)methyl]phenyl]-trimethylazanium dichloride
- English name
- Methyl green
- Molecular formula
- C26H33Cl2N3
- Molecular weight
- 458.47
Names & synonyms
Double greenLight green54327-10-5C.I. BASIC BLUE 20Methyl green chloride6P7U4T9BXADTXSID60889419CHEBI:876494-((4-(Dimethylamino)phenyl)(4-(dimethyliminio)cyclohexa-2,5-dien-1-ylidene)methyl)-N,N,N-trimethylanilinium dichlorideGreen, MethylGreen, LightAmmonium, (alpha-(p-(dimethylamino)phenyl)-alpha-(4-(dimethyliminio)-2,5-cyclohexadien-1-ylidene)-p-tolyl)trimethyl-, dichloride
Show more names
CI 42585CI NO 42585CI NO 42590PARIS GREENDOUBLE GREEN SFCI BASIC BLUE 201%aqueoussolution
Benzenaminium, 4-((4-(dimethylamino)phenyl)(4-(dimethyliminio)-2,5-cyclohexadien-1-ylidene)methyl)-N,N,N-trimethyl-, chloride (1:2)Benzenaminium, 4-[[4-(dimethylamino)phenyl][4-(dimethyliminio)-2,5-cyclohexadien-1-ylidene]methyl]-N,N,N-trimethyl-, chloride (1:2)RefChem:157884DTXCID101028670201-447-6Methyl Green82-94-0Basic Blue 20
Database identifiers
Properties
Computed structural properties
- Topological polar surface area
- 6.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 625
Experimental & physicochemical properties
Chemical ClassesDyes -> Di- and Triaryl Dyes
Physical DescriptionGreen powder; [Mallinckrodt Baker MSDS]
Physicochemical properties
- Melting point
- 300 °C · >300°C
- solubility
- Solubility Soluble in water, ethanol; insoluble in xylene
- form
- powder
- color
- Green crystalline
- PH Range
- Yellow (0.1) to greenish-blue (2.3)
- λmax
- 635 nm, · 635nm, 420nm
- Major Application
- Liquid crystal display device, photography, recording materials, inks, cosmetics, DNA staining, cancer detection
- FDA UNII
- 4916 E1P1M · X4916E1P1M
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 25% (1 of 4) of reports.
Warning
H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 4 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzenaminium, 4-[[4-(dimethylamino)phenyl][4-(dimethyliminio)-2,5-cyclohexadien-1-ylidene]methyl]-N,N,N-trimethyl-, dichloride
Benzenaminium, 4-[[4-(dimethylamino)phenyl][4-(dimethyliminio)-2,5-cyclohexadien-1-ylidene]methyl]-N,N,N-trimethyl-, dichloride: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Hazards SummarySee Gentian violet.
Hazard Classes and CategoriesSkin Irrit. 2 (75%)
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationChemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.
Uses & manufacturing
Uses
Usually compounded with zinc chloride; Used as a biological stain and to dye and print textiles; [ChemIDplus] Used as a laboratory reagent; [Mallinckrodt Baker MSDS]
Textiles (Printing, Dyeing, or Finishing) [Category: Industry]
General Manufacturing InformationBenzenaminium, 4-[[4-(dimethylamino)phenyl][4-(dimethyliminio)-2,5-cyclohexadien-1-ylidene]methyl]-N,N,N-trimethyl-, chloride (1:2): INACTIVE
Suppliers1 total
海南瀚海致远生物科技有限公司18171012772 · [email protected]
Additional notes
DefinitionChEBI: Methyl green is an iminium salt composed of (4-{[4-(dimethylamino)phenyl][4-(trimethylazaniumyl)phenyl]methylidene}cyclohexa-2,5-dien-1-ylidene)(dimethyl)ammonium and chloride ions in a 1:2 ratio. A histological dye used to demonstrate nucleic acids by the Unna-Pappenheim stain, in conjunction with Pyronin Y. It has a role as a fluorochrome and a histological dye. It is an organic chloride salt, an iminium salt and a quaternary ammonium salt. It contains a methyl green(2+).
Related reactions
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Compound notes
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