4-Hydroxy-1-isoindolinone

Basic Information

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CAS Number

366453-21-6

Molecular Formula

C8H7NO2

Molecular Weight

149.15 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

Basic Physical Properties

Physical State

White to Yellow Solid

SMILES

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C1C2=C(C=CC=C2O)C(=O)N1

InChI

InChI=1S/C8H7NO2/c10-7-3-1-2-5-6(7)4-9-8(5)11/h1-3,10H,4H2,(H,9,11)

InChIKey

TUPNRRNEGMKIAF-UHFFFAOYSA-N

LogP

0.6356

Topological Polar Surface Area

49.33 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

181

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

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

SCHEMBL6297545
AB56005
366453-21-6
1H-Isoindol-1-one, 2,3-dihydro-4-hydroxy- (9CI)
SY105632
4-Hydroxy-2 pound not3-dihydroisoindol-1-one
CS-W022188
AKOS006303795
AS-67308
4-hydroxyisoindolin-1-one
4-Hydroxy-1-isoindolinone
DTXSID00467694
MFCD10000829
EN300-180321
A874307
2,3-DIHYDRO-4-HYDROXY-1H-ISOINDOL-1-ONE
4-hydroxy-2,3-dihydroisoindol-1-one
TUPNRRNEGMKIAF-UHFFFAOYSA-N
Z1741980680
4-HYDROXY-2,3-DIHYDRO-1H-ISOINDOL-1-ONE
4-Hydroxy-2,3-dihydroisoindol-1-one
2,3-Dihydro-4-hydroxy-1h-isoindol-1-one
4-Hydroxyisoindolin-1-one
4-Hydroxy-2,3-dihydro-isoindol-1-one
4-Hydroxyisoindoline-1-one
1H-ISOINDOL-1-ONE, 2,3-DIHYDRO-4-HYDROXY-
FCH880302
OR305268
AX8211319
AB0063969

MDL Number

MFCD10000829

Customs Code

2933790090

FAQ

What are the physical and chemical properties of 4-Hydroxy-1-isoindolinone (CAS: 366453-21-6)?

4-Hydroxy-1-isoindolinone is a white to off-white crystalline solid with a molecular weight of approximately 170.19 g/mol. Its solubility in water is low, around 0.23 g/L at 25°C. The compound is relatively stable but can undergo slow hydrolysis under basic conditions. It is an electrophilic aromatic compound, making it reactive towards nucleophiles.

How is 4-Hydroxy-1-isoindolinone (CAS: 366453-21-6) typically synthesized?

4-Hydroxy-1-isoindolinone is typically synthesized through a condensation reaction between acetophenone and urea, followed by hydrolysis. This process is catalyzed by a strong base like sodium hydroxide. The yield is usually around 70-80%, and the reaction is performed under mild conditions to ensure selectivity.

What industries use 4-Hydroxy-1-isoindolinone (CAS: 366453-21-6)?

4-Hydroxy-1-isoindolinone is used in the pharmaceutical industry as a precursor for the synthesis of various drugs. It is also utilized in the polymer industry for the production of certain types of plastics and in the chemical sensor industry for developing gas sensors. Additionally, it has applications in the semiconductor industry for the production of photoresists.

What precautions should be taken when handling 4-Hydroxy-1-isoindolinone (CAS: 366453-21-6)?

When handling 4-Hydroxy-1-isoindolinone, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize exposure. Spills should be cleaned up immediately using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed information and emergency procedures.