3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one

Basic Information

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CAS Number

27402-68-2

Molecular Formula

C20H11NO7

Molecular Weight

377.3 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

Basic Physical Properties

Boiling Point

703.0±60.0 °C at 760 mmHg

Density

1.7±0.1 g/cm3

Flash Point

379.0±32.9 °C

Refractive Index

1.807

Vapor Pressure

0.0±2.3 mmHg at 25°C

SMILES

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C1=CC2=C(C=C1[N+](=O)[O-])C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O

InChI

InChI=1S/C20H11NO7/c22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)20(14)16-7-10(21(25)26)1-4-13(16)19(24)28-20/h1-9,22-23H

InChIKey

GYWGQAIDMYGOLU-UHFFFAOYSA-N

LogP

4.09720

Complexity

637

Safety Information

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Stability

Light and Moisture Sensitive

Synonyms & References

English

N0445
DTXSID4067307
GYWGQAIDMYGOLU-UHFFFAOYSA-
InChI=1/C20H11NO7/c22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)20(14)16-7-10(21(25)26)1-4-13(16)19(24)28-20/h1-9,22-23H
Nitrofluorescein pound not Isomer 2
AKOS030530558
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one, 3',6'-dihydroxy-6-nitro-
3',6'-dihydroxy-5-nitrospiro[2-benzofuran-3,9'-xanthene]-1-one
6-Nitrofluorescein (isomer II)
MFCD00059694
27402-68-2
3', 6'-dihydroxy-5-nitrospiro[2-benzofuran-3, 9'-xanthene]-1-one
A819048
Spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one, 3',6'-dihydroxy-6-nitro-
3',6'-dihydroxy-6-nitro-3h-spiro[2-benzofuran-1,9'-xanthen]-3-one
6-Nitro-3',6'-dihydroxyspiro[isobenzofuran-1(3H),9'-(9H)xanthen]-3-one
6-Nitrofluorescein
SCHEMBL3707886
AS-57044
GYWGQAIDMYGOLU-UHFFFAOYSA-N
T72210
FT-0638701
3',6'-Dihydroxy-6-nitro-3H-spiro[isobenzofuran-1,9'-xanthen]-3-one
Spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one,3',6'-dihydroxy-6-nitro-
6-Nitro-3,6-Dihydroxyspiro[Isobenzofuran-1(3H),9-(9H)Xanthen]-3-One
5-NITROFLUORESCEIN
Nitrofluorescein, Is
3',6'-dihydroxy-6-nitrospiro[2-benzofuran-3,9'-xanthene]-1-one
3',6'-Dihydroxy-6-nitro-spiro[phthalan-1,9'-xanthen]-3-on
3',6'-dihydroxy-6-nitro-spiro[phthalan-1,9'-xanthen]-3-one
6-NITRO-3',6'-DIHYDROXYSPIRO[ISOBENZOFURAN-1(3H),9'-(9H)XANTHEN]-3-ONE

MDL Number

MFCD00059694

Customs Code

2932999099

FAQ

What are the physical and chemical properties of 3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 27402-68-2)?

3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 27402-68-2) is a crystalline compound with a molecular weight of approximately 354.12 g/mol. It is slightly soluble in water and more soluble in organic solvents like methanol and ethanol. The compound is known for its acidity and reactivity towards nucleophiles. It is stable under neutral to slightly acidic conditions, but may decompose at elevated temperatures or in basic solutions.

How is 3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 27402-68-2) typically synthesized?

3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 27402-68-2) is synthesized through a multi-step process involving the condensation of benzofuran and xanthenone derivatives. The reaction typically requires a Lewis acid catalyst, such as aluminum chloride, and proceeds with good selectivity. The overall yield is moderate to good, and the product is purified using column chromatography.

What industries use 3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 27402-68-2)?

3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 27402-68-2) is primarily used in the pharmaceutical industry for its potential as an anticancer and antiviral agent. It also finds applications in the development of sensors and semiconductors due to its unique optical and electronic properties.

What precautions should be taken when handling 3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 27402-68-2)?

When handling 3',6'-Dihydroxy-6-nitro-3H-spiro[2-benzofuran-1,9'-xanthen]-3-one (CAS: 27402-68-2), it is important to use personal protective equipment (PPE) such as gloves, goggles, and lab coats. Work should be conducted in a well-ventilated area or fume hood, and proper spill cleanup procedures should be followed. The material safety data sheet (MSDS) should be consulted for detailed information on safe handling and storage. Avoid contact with skin and eyes, and dispose of waste according to local regulations.