2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one

Basic Information

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CAS Number

76-54-0

Molecular Formula

C20H10Cl2O5

Molecular Weight

401.2 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

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

280 °C (dec.)

Boiling Point

670.7°C at 760 mmHg

Density

1.75±0.1 g/cm3 (20 ºC 760 Torr),

Water Solubility

Soluble in ethanol and methanol. Slightly dimethyl sulfoxide. Insoluble in water.

Flash Point

12°C (53.6°F)

Solubility

Insuluble (6.0E-4 g/L) (25 ºC),

Refractive Index

1.5300 (estimate)

SMILES

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C1=CC=C2C(=C1)C(=O)OC23C4=CC(=C(C=C4OC5=CC(=C(C=C35)Cl)O)O)Cl

InChI

InChI=1S/C20H10Cl2O5/c21-13-5-11-17(7-15(13)23)26-18-8-16(24)14(22)6-12(18)20(11)10-4-2-1-3-9(10)19(25)27-20/h1-8,23-24H

InChIKey

VFNKZQNIXUFLBC-UHFFFAOYSA-N

LogP

4.972600000000003

pKa

4.46(at 25℃)

Topological Polar Surface Area

75.99000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

585

Safety Information

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GHS Hazard Pictograms

H315

H319

H335

Hazard Statement

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

Stability

Stable. Incompatible with strong oxidizing agents.

Synonyms & References

English

AKOS015902620
2',7'-Dichlorofluorescein, ACS reagent
FLUORESCEIN-27
AS-10301
MFCD00005047
2,7-Dichlorofluorescein
2',7'-bis(chloranyl)-3',6'-bis(oxidanyl)spiro[2-benzofuran-3,9'-xanthene]-1-one
CHEMBL1908059
NS00037807
FLUORESCEIN-548
Dichlorofluorescein
Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 2',7'-dichloro-3',6'-dihydroxy-
Q209286
Fluorescein 27
M05763
2',7'-dichloro-3',6'-dihydroxyspiro[2-benzofuran-3,9'-xanthene]-1-one
2',7'-Dichlorofluorescein, suitable for fluorescence, BioReagent, >=90% (T)
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 2',7'-dichloro-3',6'-dihydroxy-
EINECS 200-968-6
56NQM5UZT1
D AND C ORANGE 25
FT-0757261
N11910
2',7'-Dichlorofluorescein, ~90% (TLC), crystalline
HY-W040143A
2',7'-DICHLORO-3,6-FLUORANDIOL
D0371
HY-W040143
Dichloro(R)fluorescein
DTXSID8058798
UNII-56NQM5UZT1

MDL Number

MFCD00005047

Customs Code

3204200000

FAQ

What are the physical and chemical properties of 2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 76-54-0)?

2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 76-54-0) is a crystalline compound with a molecular weight of 320.04 g/mol. It has a low solubility in water but is more soluble in organic solvents such as ethanol and chloroform. Chemically, it exhibits reactivity typical of ketones and xanthenes, making it susceptible to nucleophilic substitution reactions under certain conditions.

How is 2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 76-54-0) typically synthesized?

2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 76-54-0) can be synthesized through the condensation of 2-chloro-9-hydroxyxanthen-3-one with 2,7-dichlorobenzofuran. This process often involves the use of a catalyst and requires careful control of reaction conditions to achieve high selectivity and yield.

What industries use 2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 76-54-0)?

2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 76-54-0) is used in the pharmaceutical industry for the synthesis of various drugs. It is also utilized in the production of organic pigments and dyes, as well as in the development of sensors and materials for semiconductor applications.

What precautions should be taken when handling 2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 76-54-0)?

When handling 2',7'-Dichloro-3',6'-dihydroxy-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 76-54-0), it is essential to wear personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to prevent inhalation. Spills should be handled using appropriate absorbent materials and disposed of according to local hazardous waste regulations. Refer to the Safety Data Sheet (SDS) for comprehensive handling and disposal guidelines.