Structure via PubChem · Public domain (PubChem)
thionine chloride
Sign in to saveAlso known as Lauth's violet, 3,7-diaminophenothiazin-5-ium chloride, thionine
Thionine, also known as '''Lauth's violet, is the salt of a heterocyclic compound. It was firstly synthesised by Charles Lauth. A variety of salts are known including the chloride and acetate, called respectively thionine chloride and thionine acetate'''. The dye is structurally related to methylene blue, which also features a phenothiazine core. The dye's name is frequently misspelled with omission of the e, and is not to be confused with the plant protein thionin. The -ine ending indicates that the compound is an amine.
Chemical data
- Formula
- C12H10ClN3S
- Molecular weight
- 263.75 g/mol
- IUPAC name
- (7-aminophenothiazin-3-ylidene)azanium chloride
- SMILES
- C1=CC2=C(C=C1N)SC3=CC(=[NH2+])C=CC3=N2.[Cl-]
- InChIKey
- PVPBBTJXIKFICP-UHFFFAOYSA-N
- Polar surface area
- 89.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 263.028396
Show 3 more facts
- chemical formula
- C₁₂H₁₀ClN₃S
- canonical SMILES
- C1=CC2=C(C=C1N)SC3=CC(=N)C=CC3=N2.Cl
- discoverer or inventor
- Charles Lauth
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- Dye properties and use
- Notes and references
Thionine, also known as '''Lauth's violet, is the salt of a heterocyclic compound. It was firstly synthesised by Charles Lauth. A variety of salts are known including the chloride and acetate, called respectively thionine chloride and thionine acetate'''. The dye is structurally related to methylene blue, which also features a phenothiazine core. The dye's name is frequently misspelled with omission of the e, and is not to be confused with the plant protein thionin. The -ine ending indicates that the compound is an amine.
==Dye properties and use== Thionine is a strongly staining metachromatic dye, which is widely used for biological staining. Thionine can also be used in place of Schiff reagent in quantitative Feulgen staining of DNA. It can also be used to mediate electron transfer in microbial fuel cells. Thionine is a pH-dependent redox indicator with E0 = 0.06 at pH 7.0. Its reduced form, leuco-thionine, is colorless.
Excerpted from Wikipedia’s “thionine chloride” article, available under the CC BY-SA 4.0 licence.