5,7-Dichloro-1H-indole-2,3-dione

Basic Information

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CAS Number

6374-92-1

Molecular Formula

C8H3Cl2NO2

Molecular Weight

216.02 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

218-223 °C

Density

1.643

Refractive Index

1.637

SMILES

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C1=C(C=C(C2=C1C(=O)C(=O)N2)Cl)Cl

InChI

InChI=1S/C8H3Cl2NO2/c9-3-1-4-6(5(10)2-3)11-8(13)7(4)12/h1-2H,(H,11,12,13)

InChIKey

AYGGQJHJRFZDFH-UHFFFAOYSA-N

LogP

2.1281999999999996

Topological Polar Surface Area

46.17 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

269

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H318 Causes serious eye damage
Serious eye damage/eye irritation

Synonyms & References

English

5,7-Dichloroisatin, >=95%
FT-0619841
CCG-35535
AKOS000267190
AS-37622
5,7-Dichloro-1H-indole-2,3-dione
EN300-01142
F0020-1972
AC-3347
cid_80771
SR-01000398630-1
5,7-Dichloro-1H-indole-2,3-dione #
5,7-dichloro-2,3-indolinedione
SCHEMBL136094
CBDivE_012174
NCI60_002080
Q-102086
5,7-Dichloroindoline-2,3-dione
SY004423
NSC 26045
DTXSID30213181
EINECS 228-928-3
CHEMBL374740
SB64335
NS00035544
SMR001334866
5,7-dichloro-2,3-dihydro-1H-indole-2,3-dione
MLS002639083
Isatin-based compound, 53
AB00075936-01
Cambridge id 5228213

MDL Number

MFCD00043905

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 5,7-Dichloro-1H-indole-2,3-dione (CAS: 6374-92-1)?

5,7-Dichloro-1H-indole-2,3-dione is a crystalline solid with a molecular weight of approximately 240.03 g/mol. It has a low water solubility but is more soluble in organic solvents like dichloromethane and ethanol. Chemically, it is relatively stable but can undergo ring-opening reactions under basic conditions. It shows some reactivity towards electrophiles and can be used as a precursor in organic synthesis.

How is 5,7-Dichloro-1H-indole-2,3-dione (CAS: 6374-92-1) typically synthesized?

5,7-Dichloro-1H-indole-2,3-dione can be synthesized via the condensation of 1,3-dichloro-2-indolone with sodium chlorite, using acetic acid as a solvent. This method provides good yield and selectivity. The reaction is carried out under mild conditions, and proper control of temperature and concentration is essential for optimal results.

What industries use 5,7-Dichloro-1H-indole-2,3-dione (CAS: 6374-92-1)?

5,7-Dichloro-1H-indole-2,3-dione is used in the pharmaceutical industry as an intermediate in the synthesis of various bioactive compounds. It also finds applications in the polymer industry for developing advanced materials, and in the sensor industry for gas detection. Additionally, it is used in semiconductor manufacturing for etching processes.

What precautions should be taken when handling 5,7-Dichloro-1H-indole-2,3-dione (CAS: 6374-92-1)?

When handling 5,7-Dichloro-1H-indole-2,3-dione, it is important to wear appropriate personal protective equipment (PPE), such as gloves, goggles, and lab coat. Work should be performed in a well-ventilated area or under a fume hood to minimize inhalation risks. Spills should be handled with caution, using appropriate absorbents, and the area should be cleaned thoroughly. Always consult the Safety Data Sheet (SDS) for detailed handling instructions and emergency procedures.