Skip to main content

Fluorescein dibromide

ADVERTISEMENT
Identification
Molecular formula
C20H10Br2O5
CAS number
509-64-4
IUPAC name
4',5'-dibromo-3',6'-dihydroxy-spiro[isobenzofuran-3,9'-xanthene]-1-one
State
State

At room temperature, fluorescein dibromide is in a solid state. It is typically sold as a powder or as small crystalline aggregates.

Melting point (Celsius)
269.00
Melting point (Kelvin)
542.15
Boiling point (Celsius)
565.00
Boiling point (Kelvin)
838.15
General information
Molecular weight
474.10g/mol
Molar mass
474.1040g/mol
Density
2.1523g/cm3
Appearence

Fluorescein dibromide typically appears as a yellowish or amber crystalline powder. In its solid state, it is usually opaque and possesses a slightly fluorescent character when exposed to certain wavelengths of light. This appearance is due to its molecular structure where the bromine atoms enhance its chromophoric properties.

Comment on solubility

Solubility of 4',5'-dibromo-3',6'-dihydroxy-spiro[isobenzofuran-3,9'-xanthene]-1-one

The solubility of 4',5'-dibromo-3',6'-dihydroxy-spiro[isobenzofuran-3,9'-xanthene]-1-one is a topic of interest due to its complex structure and potential applications. This compound displays some intriguing properties when it comes to solubility:

  • Polar Izolation: The presence of hydroxyl groups (–OH) in the molecule enhances its polar characteristics, suggesting better solubility in polar solvents such as water and alcohol.
  • Hydrophobic Regions: The spiro structure and bromine substituents introduce hydrophobic areas that may lead to limited solubility in non-polar solvents, making it less soluble in hydrocarbons.
  • Concentration Effects: Solubility may vary significantly with concentration, and at higher concentrations, intermolecular forces can lead to precipitation.
  • Bimolecular Interactions: In solutions, interactions with solvent molecules are crucial; factors like temperature and pH can affect the solubility and stability of the compound.

In general, while this compound may have some solubility in water due to its polar functional groups, the entirety of its molecular structure can limit its overall solubility in various solvents. Understanding these solubility dynamics is essential for applications in pharmaceuticals and materials science.

Interesting facts

Interesting Facts About 4',5'-Dibromo-3',6'-dihydroxy-spiro[isobenzofuran-3,9'-xanthene]-1-one

This compound, known for its unique structural features, presents a fascinating area of study within organic chemistry. Spiro compounds, like this one, are characterized by their distinct linkage of two ring systems through a single atom, which often leads to interesting properties and applications.

Key Features:

  • Spiro Compound Structure: The spiro configuration contributes to the compound's potential as a core structure in various pharmaceutical and organic materials.
  • Bromination: The presence of bromine atoms enhances the compound's reactivity, making it valuable in numerous chemical reactions.
  • Hydroxyl Groups: The two hydroxyl (-OH) groups in this structure can engage in hydrogen bonding, which can influence solubility and biological activity.

Moreover, compounds with xanthene moieties are often noted for their use in dyes and fluorescent materials. As a spin-off of this, the potential application of this compound in biological systems should not be overlooked:

  • Some xanthene derivatives exhibit antimicrobial and antitumor activities, leading to ongoing research in medicinal chemistry.
  • The ability to modify the compound can create derivatives that may enhance such biological activities.

Quote: "Chemistry is the science of transformation, and studying spiro compounds opens new avenues in drug design and materials science."

The diverse functionalities of 4',5'-dibromo-3',6'-dihydroxy-spiro[isobenzofuran-3,9'-xanthene]-1-one present a captivating topic for further research and discovery in the field of chemistry.

Synonyms
4',5'-Dibromofluorescein
Eosinic acid
Japan Orange 201
D&C Orange No. 5
4',5'-Dibromofluororescein
CCRIS 4900
C.I. 45370:1
D & C Orange no. 5
EINECS 209-876-0
BRN 0057189
5P3H5X9X4Q
Japan Orange No. 201
DAIDAI201
4',5'-Dibromo-3',6'-dihydroxyspiro(isobenzofuran-1(3H),9'-(9H)xanthene)-3-one
5-19-06-00462 (Beilstein Handbook Reference)
orange 5
Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 4',5'-dibromo-3',6'-dihydroxy-
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 4',5'-dibromo-3',6'-dihydroxy-
4',5'-DIBROMOFLUORESCEIN [MI]
4',5'-Dibromo-3',6'-dihydroxyspiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, disodium salt
4',5'-dibromo-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthene]-3-one
DC ORANGE NO. 5
ORANGE 5 [INCI]
DAIDAI201 [INCI]
D510H7C5BZ
nsc 6
596-03-2
Solvent Red 72
4,5-Dibromofluorescein
C.I. Solvent Red 72
4',5'-dibromo-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
FLUORESCEIN, 4',5'-DIBROMO-
4,5-Dibormofulorescein
4',5'- dibromofluorescein
Eosinic acid;Solvent Red 72
CI 45370:1
DTXSID7024904
4',5'-Dibromo-3',6'-dihydroxy-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
MFCD00005042
4',5'-dibromo-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one
Japan Orange No. 201
UNII-5P3H5X9X4Q
4',5'-Dibromo-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one
Dibromofluorescein (contains Mono-, Tri- and Tetra-)
4',5'-Dibromofluorescein (technical)
4',5'-Dibromofluorescein (C.I. 45370:1)
Acid orange 11 (Salt/Mix)
Dibromofluorescein (Salt/Mix)
SCHEMBL328742
DTXCID804904
CHEMBL3561473
Bromo Acid Yellowish (Salt/Mix)
Tox21_303911
BBL034641
STL426757
AKOS024306986
NCGC00357271-01
CAS-596-03-2
DA-49666
VS-12627
HY-114907
D1120
NS00013514
4',5'-Dibromofluorescein, Dye content 95 %
D89786
Q27262672
4 inverted exclamation marka,5 inverted exclamation marka-Dibromofluorescein
928715-47-3