3-Chloro-2-benzofuran-1(3H)-one

Basic Information

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CAS Number

6295-21-2

Molecular Formula

C8H5ClO2

Molecular Weight

168.58 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

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

61-64°C

Density

1.4

Refractive Index

1.59

SMILES

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C1=CC=C2C(=C1)C(OC2=O)Cl

InChI

InChI=1S/C8H5ClO2/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4,7H

InChIKey

GHZPDRVHYHFILK-UHFFFAOYSA-N

LogP

2.0943999999999994

Topological Polar Surface Area

26.3 Å²

Hydrogen Bond Donor/Acceptor

0 / 2

Complexity

181

Safety Information

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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

Synonyms & References

English

AKOS004907549
InChI=1/C8H5ClO2/c9-7-5-3-1-2-4-6(5)8(10)11-7/h1-4,7
AS-15544
GHZPDRVHYHFILK-UHFFFAOYSA-N
3-chloro-1,3-dihydro-2-benzofuran-1-one
NSC-11815
3-chloro-3H-2-benzofuran-1-one
FT-0696014
1(3H)-Isobenzofuranone, 3-chloro-
NS00045119
D86720
3-chloroisobenzofuran-1(3H)-one
AM90225
chlorophthalide
6295-21-2
MFCD00011556
SCHEMBL1071165
3-Chlorophthalide
A834117
DTXSID501316508
3-chloro-2-benzofuran-1(3h)-one
EINECS 228-562-4
CS-0204969
NSC11815
NSC 11815
3-chloro-1(3H)-isobenzofuranone
3-chloro-1,3-dihydro-1-isobenzofuranone
3-chloroisobenzofuran-1-one
3-phthalidyl chloride
Phthalide,3-chloro- (6CI)

MDL Number

MFCD00011556

Customs Code

2932209090

FAQ

What are the physical and chemical properties of 3-Chloro-2-benzofuran-1(3H)-one (CAS: 6295-21-2)?

3-Chloro-2-benzofuran-1(3H)-one is a yellow crystalline solid with a molecular weight of approximately 197.02 g/mol. It has a low solubility in water but is soluble in organic solvents like ethanol and acetone. This compound is moderately reactive towards nucleophiles and can undergo substitution reactions. It is stable under normal conditions but should be stored in a cool, dry place to avoid degradation.

How is 3-Chloro-2-benzofuran-1(3H)-one (CAS: 6295-21-2) typically synthesized?

3-Chloro-2-benzofuran-1(3H)-one can be synthesized via the condensation of 2-benzofuran-1(3H)-one with thionyl chloride followed by hydrolysis to form the chlorinated product. This reaction is typically performed under anhydrous conditions and in the presence of a catalytic amount of a base like pyridine. The yield is usually around 70-80%, and the selectivity is good for the chlorination reaction.

What industries use 3-Chloro-2-benzofuran-1(3H)-one (CAS: 6295-21-2)?

3-Chloro-2-benzofuran-1(3H)-one is primarily used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It is also utilized in the polymer industry for the preparation of functional materials and in the sensor industry for the development of gas sensing devices. Additionally, it has potential applications in the semiconductor industry for specific chemical processes.

What precautions should be taken when handling 3-Chloro-2-benzofuran-1(3H)-one (CAS: 6295-21-2)?

When handling 3-Chloro-2-benzofuran-1(3H)-one, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood to avoid inhalation. In case of a spill, immediately clean up the area and consult the safety data sheet (SDS) for specific instructions. Ensure proper storage in a cool, dry place and avoid contact with incompatible materials like bases or water.