3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid

Basic Information

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CAS Number

3348-03-6

Molecular Formula

C25H16O9

Molecular Weight

460.39 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

152–153°C

Boiling Point

701.6°C at 760 mmHg

Density

1.5700

Flash Point

245.1±26.4 °C

Solubility

DMSO: soluble

SMILES

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CC(=O)OC1=CC2=C(C=C1)C3(C4=C(O2)C=C(C=C4)OC(=O)C)C5=C(C=CC(=C5)C(=O)O)C(=O)O3

InChI

InChI=1S/C25H16O9/c1-12(26)31-15-4-7-18-21(10-15)33-22-11-16(32-13(2)27)5-8-19(22)25(18)20-9-14(23(28)29)3-6-17(20)24(30)34-25/h3-11H,1-2H3,(H,28,29)

InChIKey

QMOGCCYGOPYYNT-UHFFFAOYSA-N

LogP

3.8034000000000017

pKa

6.4(at 25℃)

Topological Polar Surface Area

125.43000000000002 Å²

Hydrogen Bond Donor/Acceptor

1 / 9

Complexity

828

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

6-Carboxyfluorescein diacetate
MFCD00036871
6-Carboxyfluorescein diacetate, ~95% (HPLC)
FT-0621011
Spiro(phthalan-1,9'-xanthene)-6-carboxylic acid, 3',6'-dihydroxy-3-oxo-, diacetate
A853835
CS-3853
AS-32997
HY-D0721
C3710
SCHEMBL5277430
6-carboxyfluoresceine diacetate
6-Cfda
C-1830
3',6'-diacetyloxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid
3348-03-6
6-Carboxy-di-O-acetylfluorescein
DTXSID80187121
3',6'-Diacetoxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylic acid
PD063613
QMOGCCYGOPYYNT-UHFFFAOYSA-N
Spiro(isobenzofuran-1(3H),9'-(9H)xanthene)-6-carboxylic acid, 3',6'-bis(acetyloxy)-3-oxo-
AKOS016008567
6-Carboxy-3',6'-diacetylfluorescein
6-CARBOXYFLUORESCEINE DIACETATE
Spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylicacid, 3',6'-bis(acetyloxy)-3-oxo-
5,6-diacetyl FAM-SE
6-CARBOXY-DI-O-ACETYLFLUORESCEIN
6-Carboxy-di-O-acetylfluorescein,6-CFDA
6-Carboxyfluorescein diacetate,6-CFDA,6-Carboxy-di-O-acetylfluorescein
6-CFDA

MDL Number

MFCD00036871

Customs Code

2932999099

FAQ

What are the physical and chemical properties of 3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid (CAS: 3348-03-6)?

3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid has a crystalline form with a molecular weight of approximately 412.41 g/mol. It is slightly soluble in water and more soluble in organic solvents like ethanol and acetone. The compound is known for its chemical stability but can react with bases to form salts. It exhibits a strong UV absorption peak in the 350-400 nm range.

How is 3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid (CAS: 3348-03-6) typically synthesized?

3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid is typically synthesized via a multi-step process involving acetoxylation of 2-benzofuran and subsequent spirocyclization with xanthene derivatives. The reaction is usually carried out under anhydrous conditions with a Lewis acid catalyst like aluminum chloride to achieve high selectivity and yield.

What industries use 3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid (CAS: 3348-03-6)?

3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid is used in the pharmaceutical industry for the synthesis of certain drug intermediates due to its unique chemical structure. It is also applied in the polymer industry for enhancing the properties of certain polymers and in the electronics industry for the development of organic semiconductors and sensors.

What precautions should be taken when handling 3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid (CAS: 3348-03-6)?

When handling 3',6'-Diacetoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid, it is important to wear appropriate personal protective equipment (PPE) including gloves, goggles, and a lab coat. Ensure that work is performed in a well-ventilated area or a fume hood to avoid inhalation of vapors. In the case of a spill, immediately clean up with appropriate absorbent material and dispose of it according to local regulations. Refer to the Safety Data Sheet (SDS) for further information on safe handling and storage.