2-Chloro-1H-isoindole-1,3(2H)-dione

Basic Information

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CAS Number

3481-09-2

Molecular Formula

C8H4ClNO2

Molecular Weight

181.58 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

186.0 to 190.0 deg-C

Boiling Point

315.1°C at 760 mmHg

Density

1.56

Flash Point

144.4 °C

Refractive Index

1.66

SMILES

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C1=CC=C2C(=C1)C(=O)N(C2=O)Cl

InChI

InChI=1S/C8H4ClNO2/c9-10-7(11)5-3-1-2-4-6(5)8(10)12/h1-4H

InChIKey

WDRFYIPWHMGQPN-UHFFFAOYSA-N

LogP

1.4364000000000001

Topological Polar Surface Area

37.38 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

217

Safety Information

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GHS Hazard Pictograms

H314

Hazard Statement

H314 Causes severe skin burns and eye damage
Skin corrosion/irritation

Hazard Class

Class 8 Class 8

Sensitiveness

Sensitive to moisture

Synonyms & References

English

2-chloroisoindole-1,3-dione
AC-12706
Phthalimide chloride
2-chloranylisoindole-1,3-dione
NSC76078
MFCD00023027
NS00029733
2-Chloroisoindoline-1,3-dione
EINECS 222-459-8
NSC 76078
3481-09-2
n-chlorphthalimid
W-106709
Methyl2-methylisonicotinic acid
NSC-76078
1H-Isoindole-1,3(2H)-dione, 2-chloro-
AKOS015850805
F11234
AMY202100073
N-CHLOROPHTHALIMIDE
N-Chlorophthalimide, 96%
FT-0634876
WDRFYIPWHMGQPN-UHFFFAOYSA-N
Phthalimide, N-chloro-
1H-Isoindole-1, 2-chloro-
DTXSID90188346
SCHEMBL135882
Chlorophtalimide
CS-W016001
A822417
N-CHLORO PHTHALIMIDE

MDL Number

MFCD00023027

Customs Code

2925190090

FAQ

What are the physical and chemical properties of 2-Chloro-1H-isoindole-1,3(2H)-dione (CAS: 3481-09-2)?

2-Chloro-1H-isoindole-1,3(2H)-dione is a white or off-white crystalline solid with a molecular weight of approximately 193.59 g/mol. It has a solubility of about 0.3 g/L in water. Chemically, it is moderately reactive, showing some tendency to undergo substitution reactions. It is sparingly soluble in common organic solvents like ethanol and acetone. This compound is insoluble in polar aprotic solvents like dimethylformamide.

How is 2-Chloro-1H-isoindole-1,3(2H)-dione (CAS: 3481-09-2) typically synthesized?

2-Chloro-1H-isoindole-1,3(2H)-dione is typically synthesized via the oxidation of 2-chloroisoindoline-1,3-dione. A common method involves the treatment of 2-chloroisoindoline-1,3-dione with a strong oxidizing agent like potassium permanganate or potassium dichromate in aqueous media. This process provides good selectivity and yields up to 90% of the target compound.

What industries use 2-Chloro-1H-isoindole-1,3(2H)-dione (CAS: 3481-09-2)?

2-Chloro-1H-isoindole-1,3(2H)-dione is utilized in the pharmaceutical industry for the synthesis of various drug intermediates. It also finds applications in the polymer industry, where it serves as a precursor for the production of certain types of polymers. Additionally, this compound is used in the development of sensors for detecting specific chemical species and in semiconductor technology due to its unique electronic properties.

What precautions should be taken when handling 2-Chloro-1H-isoindole-1,3(2H)-dione (CAS: 3481-09-2)?

When handling 2-Chloro-1H-isoindole-1,3(2H)-dione, appropriate personal protective equipment (PPE) should be worn, including gloves, goggles, and a lab coat. This compound should be used in a fume hood to minimize inhalation risk. Spills should be cleaned up using appropriate absorbent materials, and the area should be well-ventilated. In case of exposure, seek medical attention immediately. Always refer to the Safety Data Sheet (SDS) for specific handling and emergency procedures.