2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
Basic information
- CAS
518-45-6- Standard SMILES
O=C(O)c1ccccc1-c1c2ccc(=O)cc-2oc2cc(O)ccc12- InChIKey
YKGGGCXBWXHKIZ-UHFFFAOYSA-N- Molecular formula
- C20H12O5
- Average molar mass
- 332.3 g/mol
- Monoisotopic mass
- 332.06847348
Overview
Fluorescein (acid form) is a xanthene dye that is highly fluorescent and commonly used as a fluorescent tracer. It has a role as a radioopaque medium and a fluorescent dye. It is a member of benzoic acids, an organic heterotricyclic compound, a member of phenols, a hydroxy monocarboxylic acid, a xanthene dye and a cyclic ketone.
Names & identifiers
- Preferred name
- 2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
- IUPAC
- 2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
- English name
- CI 45350
- Molecular formula
- C20H12O5
- Molecular weight
- 332.31
Names & synonyms
2-(6-Hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid518-45-62-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acidflourescein1flr2-(6-HYDROXY-3-OXO-3H-XANTHEN-9-YL)-BENZOIC ACIDMFCD00066735CHEMBL1777562-(6-oxido-3-oxo-3H-xanthen-9-yl)benzoate2-(3-hydroxy-6-oxo-xanthen-9-yl)benzoic acid2-(6-hydroxy-3-oxoxanthen-9-yl)benzoic acid1n0s
Show more names
KI202(2)KI202(1)Fluoresceine 94C.I.Solvent Yellow 94:C.I.45350:13',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one3',6'-dihydroxyspiro[isobenzofuran-3,9'-xanthene]-1-one
fluorescein (acid form)cid_3383CBDivE_002901SCHEMBL107875orb1308756SCHEMBL29591827SCHEMBL29781098CHEBI:172923
Database identifiers
- CAS
518-45-6- PubChem CID
- 3383
- DTXSID
DTXSID601031482- ChEMBL
CHEMBL177756- ChEBI
CHEBI:172923- EC Number
- 108-123-2
- Nikkaji
- J1.849.662C、J79.263B、J837.015J
Properties
Computed structural properties
- XLogP
- 2.4
- Topological polar surface area
- 83.8 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 2
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 686
Experimental & physicochemical properties
SpringerMaterials PropertiesAngular frequency
Physicochemical properties
- Boiling point
- 662.571 · 662.571±55.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.535 · 1.535±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- pka
- 4.402 · 4.402±0.10(predicted)
- EWG's Food Scores
- 1 · 1
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
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, 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)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Chemistry & industry
Preparation methods
PreparationResorcinol and Phthalic anhydride alone or in the presence of sulfuric acid Zinc chloride or condensation, namely for fluorescein, again into free acid.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: Fluorescein (acid form) is a xanthene dye that is highly fluorescent and commonly used as a fluorescent tracer. It has a role as a radioopaque medium and a fluorescent dye. It is a xanthene dye, a member of benzoic acids, a hydroxy monocarboxylic acid, a cyclic ketone, a member of phenols and an organic heterotricyclic compound.
Related reactions
95 records
Compound notes
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