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Methyl blue
Solid methyl blue	Methyl blue aqueous solution
Names
	Other names Cotton blue, Helvetia blue, Acid blue 93, C.I. 42780
Identifiers
CAS Number	28983-56-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	8051359 ;
ECHA InfoCard	100.044.852
PubChem CID	9875677;
UNII	9ZI2A1BMBB ;
CompTox Dashboard (EPA)	DTXSID80214360 DTXSID90889705, DTXSID80214360 ;
	InChI InChI=1S/C37H29N3O9S3.2Na/c41-50(42,43)34-19-13-31(14-20-34)38-28-7-1-25(2-8-28)37(26-3-9-29(10-4-26)39-32-15-21-35(22-16-32)51(44,45)46)27-5-11-30(12-6-27)40-33-17-23-36(24-18-33)52(47,48)49;;/h1-24,38-39H,(H,41,42,43)(H,44,45,46)(H,47,48,49);;/q;2+1/p-2 Key: MCPLVIGCWWTHFH-UHFFFAOYSA-L ; InChI=1/C37H29N3O9S3.2Na/c41-50(42,43)34-19-13-31(14-20-34)38-28-7-1-25(2-8-28)37(26-3-9-29(10-4-26)39-32-15-21-35(22-16-32)51(44,45)46)27-5-11-30(12-6-27)40-33-17-23-36(24-18-33)52(47,48)49;;/h1-24,38-39H,(H,41,42,43)(H,44,45,46)(H,47,48,49);;/q;2+1/p-2 Key: MCPLVIGCWWTHFH-NUQVWONBAI;
	SMILES [Na+].[Na+].[O-]S(=O)(=O)c1ccc(cc1)Nc2ccc(cc2)C(=C4C=CC(=[NH+]c3ccc(cc3)S([O-])(=O)=O)C=C4)c6ccc(Nc5ccc(cc5)S([O-])(=O)=O)cc6;
Properties
Chemical formula	C37H27N3Na2O9S3
Molar mass	799.814 g/mol
Appearance	red solid
Solubility in water	Soluble in water, slightly soluble in ethanol
Hazards
NFPA 704 (fire diamond)	1 1 0
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Methyl blue is a chemical compound with the molecular formula C₃₇H₂₇N₃Na₂O₉S₃. It is used as a stain in histology,^[1] and stains collagen blue in tissue sections. It can be used in some differential staining techniques such as Mallory's connective tissue stain and Gömöri trichrome stain, and can be used to mediate electron transfer in microbial fuel cells. Fungal cell walls are also stained by methyl blue.

Methyl blue is also available in mixture with water blue, under name Aniline Blue WS, Aniline blue, China blue, or Soluble blue; and in a solution of phenol, glycerol, and lactic acid under the name Lactophenol cotton blue (LPCB), which is used for microscopic visualization of fungi.

Chemistry

Methyl blue ([[4-[Bis[4-[(sulfophenyl)amino]phenyl]methylene]-2,5-cyclohexadien-1-ylidene]amino]-benzenesulfonic acid disodium salt) is distinctly different to methylene blue ([7-(dimethylamino)phenothiazin-3-ylidene]-dimethylazanium;chloride) in structure, function and uses, and must not be confused.^[2]

Its uses include staining histology samples for collagen,^[3] and for fungal structures.^[4]

References

^ R. W. Sabnis (2010). Handbook of Biological Dyes and Stains: Synthesis and Industrial Applications. John Wiley & Sons. p. 24.
^ "Methyl Blue". sigmaaldrich.com. Retrieved 11 September 2023.
^ "Methyl blue sodium salt, Histology stain for collagen (CAS 28983-56-4) (Ab146271)".
^ "Archived copy" (PDF). Archived from the original (PDF) on 2021-01-12. Retrieved 2020-08-29.{{cite web}}: CS1 maint: archived copy as title (link)