Coomassie Brilliant Blue R
Basic information
- CAS
6104-59-2- Standard SMILES
CCOc1ccc(Nc2ccc(C(=C3C=CC(=[N+](CC)Cc4cccc(S(=O)(=O)[O-])c4)C=C3)c3ccc(N(CC)Cc4cccc(S(=O)(=O)[O-])c4)cc3)cc2)cc1.[Na+]- InChIKey
NKLPQNGYXWVELD-UHFFFAOYSA-M- Molecular formula
- C45H44N3NaO7S2
- Average molar mass
- 826 g/mol
- Monoisotopic mass
- 825.25183703
Names & identifiers
- Preferred name
- Coomassie Brilliant Blue R
- IUPAC
- sodium 3-[[4-[[4-(4-ethoxyanilino)phenyl]-[4-[ethyl-[(3-sulfonatophenyl)methyl]azaniumylidene]cyclohexa-2,5-dien-1-ylidene]methyl]-N-ethylanilino]methyl]benzenesulfonate
- English name
- Acid Blue 83
- Molecular formula
- C45H46N3NaO7S2
- Molecular weight
- 827.99
Names & synonyms
6104-59-2Brilliant Blue RCOOMASSIE BRILLIANT BLUE RC.I. Acid Blue 83TKL1K0PT9AEriosin Brilliant Cyanine 6BCoomassie blue R 250EINECS 228-060-5DTXSID80910613COOMASSIE BRILLIANT BLUE R [MI]Benzenemethanaminium, N-(4-((4-((4-ethoxyphenyl)amino)phenyl)(4-(ethyl((3-sulfophenyl)methyl)amino)phenyl)methylene)-2,5-cyclohexadien-1-ylidene)-N-ethyl-3-sulfo-, inner salt, sodium salt (1:1)Benzenemethanaminium, N-(4-((4-((4-ethoxyphenyl)amino)phenyl)(4-(ethyl((3-sulfophenyl)methyl)amino)phenyl)methylene)-2,5-cyclohexadien-1-ylidene)-N-ethyl-3-sulfo-, hydroxide, inner salt, monosodium salt
Show more names
R-250BRILLIANT BLUE R250COOMASSIE BRILLIANT BLUECOOMASSIE BRILLIANT BLUE R-250CI 42660CBB R-250CI NO 42660Brilliant RSERVA BLUE R
Benzenemethanaminium, N-(4-((4-((4-ethoxyphenyl)amino)phenyl)(4-(ethyl((3-sulfophenyl)methyl)amino)phenyl)methylene)-2,5-cyclohexadien-1-ylidene)-N-ethyl-3-sulfo-, inner salt, monosodium saltBenzenemethanaminium, N-[4-[[4-[(4-ethoxyphenyl)amino]phenyl][4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-3-sulfo-, hydroxide, inner salt, monosodium saltBenzenemethanaminium, N-[4-[[4-[(4-ethoxyphenyl)amino]phenyl][4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-3-sulfo-, inner salt, monosodium saltHydrogen (4-(4-(p-ethoxyanilino)-4'-(ethyl(m-sulphonatobenzyl)amino)benzhydrylene)cyclohexa-2,5-dien-1-ylidene)(ethyl)(m-sulphonatobenzyl)ammonium, monosodium saltHydrogen [4-[4-(p-ethoxyanilino)-4'-[ethyl(m-sulphonatobenzyl)amino]benzhydrylene]cyclohexa-2,5-dien-1-ylidene](ethyl)(m-sulphonatobenzyl)ammonium, monosodium saltBenzenemethanaminium, N-[4-[[4-[(4-ethoxyphenyl)amino]phenyl][4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-3-sulfo-, inner salt, sodium salt (1:1)RefChem:578669DTXCID801339658
Properties
Computed structural properties
- Topological polar surface area
- 159 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 13
- Heavy atoms
- 58
- Formal charge
- 0
- Complexity
- 1,500
Experimental & physicochemical properties
Chemical ClassesDyes -> Di- and Triaryl Dyes
Physical DescriptionBlue crystals; [MSDSonline]
Physicochemical properties
- Melting point
- 174 · 174-180 °C
- bulk density
- 250 kg/m3 · 250kg/m3
- vapor density
- 28.5 · 28.5 (vs air)
- Flash point
- 14 °C · 14 °C
- storage temp.
- room temp
- solubility
- 2 O: · H2O: soluble10mg/mL
- form
- Powder/Solid
- Colour Index
- 42660 · 42660
- color
- Red Brown
- PH
- 6.2 · 6.2 (25°C, 10g/L in H2O)
- Water Solubility
- Soluble in water.
- λmax
- 589.2 nm · 589.2 nm in ethanol
- BRN
- 5718025 · 5718025
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 53.8% (28 of 52) of all reports.
Warning
H302 (15.4%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P264+P265, P270, P273, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 52 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Benzenemethanaminium, N-[4-[[4-[(4-ethoxyphenyl)amino]phenyl][4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-3-sulfo-, hydroxide, inner salt, monosodium salt
Coomassie Brilliant Blue R: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin, eye, and respiratory tract irritant; [MSDSonline]
Hazard Classes and CategoriesEye Irrit. 2 (23.1%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 32041200
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS06,GHS08
- Storage Class
- 11 - Combustible Solids
- Hazard statements
Chemistry & industry
Uses & manufacturing
UsesLaboratory reagent; [MSDSonline]
General Manufacturing InformationBenzenemethanaminium, N-[4-[[4-[(4-ethoxyphenyl)amino]phenyl][4-[ethyl[(3-sulfophenyl)methyl]amino]phenyl]methylene]-2,5-cyclohexadien-1-ylidene]-N-ethyl-3-sulfo-, inner salt, sodium salt (1:1): ACTIVE
Applications
UsesBrilliant Blue R is used for detection of protein bands following electrophoresis. It is a sensitive stain for protein detection in polyacrylamide gels, typically giving blue bands on a clear background with a sensitivity of 50-100 ng/band. It may be combined with other stains, such as silver stain, to distinguish different types of proteins. It displays metachromasia by appearing pink-red, rather than blue, when binding certain proteins, such as collagen and histone H1.
UsesAcid Blue 83 is a dye commonly used in laboratories or quantify proteins.
Preparation methods
Preparationp-Chlorobenzaldehyde(1 Moore) and 3-(Ethyl(phenyl)amino)methyl)benzenesulfonic acid (2 Moore) condensation, and heavy chromate salt-oxalic acid oxidation its product, again with 4-Ethoxybenzenamine condensation.
Upstream & downstream products
Upstream raw materials
Related reactions
2 records
Compound notes
Loading…