N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide

Basic Information

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CAS Number

73264-12-7

Molecular Formula

C22H14INO6

Molecular Weight

515.26 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

Boiling Point

798.5°C at 760 mmHg

Density

1.95

Flash Point

436.7°C

Refractive Index

1.813

SMILES

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C1=CC2=C(C=C1NC(=O)CI)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O

InChI

InChI=1S/C22H14INO6/c23-10-20(27)24-11-1-4-14-17(7-11)22(30-21(14)28)15-5-2-12(25)8-18(15)29-19-9-13(26)3-6-16(19)22/h1-9,25-26H,10H2,(H,24,27)

InChIKey

YRDPEKZBFANDFE-UHFFFAOYSA-N

LogP

4.0393000000000026

Topological Polar Surface Area

105.09 Å²

Hydrogen Bond Donor/Acceptor

3 / 7

Complexity

677

Synonyms & References

English

6-Iodoacetamidofluorescein(6-iaf)
HY-D0122
CS-0010032
AKOS040758318
73264-12-7
6-(Iodoacetamido)fluorescein, suitable for fluorescence, >=95% (HPLC)
N-(3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-yl)-2-iodoacetamide
N-ACETYL-L-PROLINEETHYLESTER
AS-83218
SCHEMBL1286244
6-(Iodoacetamido)fluorescein
MFCD00155654
DTXSID90223488
Acetamide, N-(3',6'-dihydroxy-3-oxospiro(isobenzofuran-1(3H),9'-(9H)xanthen)-6-yl)-2-iodo-
6-IAF
FT-0621172
N-(3',6'-dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-yl)-2-iodoacetamide
6-Iodoacetamidofluorescein
Acetamide,N-(3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthen]-6-yl)-2-iodo-
6-IODOACETAMIDOFLUORESCEIN
N-(3′,6′-Dihydroxy-3-oxospiro[isobenzofuran-1(3H),9′-[9H]xanthen]-6-yl)-2-iodoacetamide

MDL Number

MFCD00155654

FAQ

What are the physical and chemical properties of N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide (CAS: 73264-12-7)?

N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide is a crystalline solid with a molecular weight of approximately 512.2 g/mol. It has low solubility in water but is more soluble in organic solvents like methanol and acetone. The compound is known for its low reactivity under normal conditions, but it can undergo hydrolysis under acidic or basic conditions. Its stability under neutral conditions makes it suitable for various chemical reactions.

How is N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide (CAS: 73264-12-7) typically synthesized?

N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide is typically synthesized via a multi-step reaction involving the iodination of a suitable precursor, followed by coupling with an acetylenic moiety. Commonly, the synthesis involves the use of N-bromosuccinimide (NBS) as a brominating agent and potassium iodide (KI) as a catalyst. High selectivity and yield are achieved under optimized reaction conditions, including temperature and solvent selection.

What industries use N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide (CAS: 73264-12-7)?

N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide (CAS: 73264-12-7) is primarily used in pharmaceuticals and research laboratories for its unique structural properties. It can be used as a precursor in the development of new drugs, as well as in biochemical and materials science applications. Its potential in sensing technology and semiconductor manufacturing is also being explored, though it is not yet widely commercialized.

What precautions should be taken when handling N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide (CAS: 73264-12-7)?

When handling N-(3',6'-Dihydroxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthen]-6-yl)-2-iodoacetamide (CAS: 73264-12-7), it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be handled in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be immediately cleaned up using appropriate organic solvents, and the area should be well-ventilated. Always consult a safety data sheet (SDS) for detailed handling and disposal procedures.