1-(3-Hydroxy-1H-indol-1-yl)ethanone

Basic Information

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CAS Number

33025-60-4

Molecular Formula

C10H9NO2

Molecular Weight

175.19 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

Melting Point

140-142°C

SMILES

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CC(=O)N1C=C(C2=CC=CC=C21)O

InChI

InChI=1S/C10H9NO2/c1-7(12)11-6-10(13)8-4-2-3-5-9(8)11/h2-6,13H,1H3

InChIKey

NNJXIAOPPYUVAX-UHFFFAOYSA-N

LogP

2.007

Topological Polar Surface Area

42.230000000000004 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

217

Synonyms & References

English

1-ACETYL-3-HYDROXYINDOLE
A-1290
MFCD00047261
AS-49952
1-[(3-hydroxy-1H-indol-1-yl)]ethanone
AB02040
O10277
NNJXIAOPPYUVAX-UHFFFAOYSA-N
DTXSID80186694
1-acetyl-1H-indol-3-ol
C02298
1-ACETYLINDOL-3-OL
1-acetyl-1H-indole-3-ol
1H-Indol-3-ol, 1-acetyl-
Acetylindoxyl
CHEBI:15363
N-Acetyl-3-hydroxyindole
33025-60-4
SCHEMBL1333179
FT-0600709
CS-0206026
AMY18951
AKOS003630972
Q27089400
1-(3-Hydroxy-1H-indol-1-yl)ethanone
N-Acetylindoxyl
1-(3-hydroxyindol-1-yl)ethanone
1-(3-hydroxy-1H-indol-1-yl)ethan-1-one
N- ACETYL 3- HYDROXY INDOLE
1H-Indol-3-ol,1-acetyl- (9CI)
Indoxyl, 1-acetyl- (6CI)

MDL Number

MFCD00047261

FAQ

What are the physical and chemical properties of 1-(3-Hydroxy-1H-indol-1-yl)ethanone (CAS: 33025-60-4)?

1-(3-Hydroxy-1H-indol-1-yl)ethanone is a crystalline compound with a molecular weight of approximately 178.2 g/mol. It is slightly soluble in water and more soluble in organic solvents like methanol and ethanol. The compound shows moderate reactivity, particularly towards nucleophiles and bases. It is stable under neutral and slightly acidic conditions but can decompose under strongly basic conditions.

How is 1-(3-Hydroxy-1H-indol-1-yl)ethanone (CAS: 33025-60-4) typically synthesized?

1-(3-Hydroxy-1H-indol-1-yl)ethanone can be synthesized via a condensation reaction of indole-3-carboxaldehyde with ethyl acetate. The synthesis often involves the use of a base such as sodium hydroxide or potassium hydroxide. The reaction is carried out under reflux conditions, and the product is typically isolated by recrystallization from an appropriate solvent.

What industries use 1-(3-Hydroxy-1H-indol-1-yl)ethanone (CAS: 33025-60-4)?

1-(3-Hydroxy-1H-indol-1-yl)ethanone is primarily used in the pharmaceutical industry as an intermediate in the synthesis of various indole-based drugs. It is also found in the polymer industry for the preparation of advanced materials and in the sensor industry for the development of gas sensors due to its specific chemical reactivity.

What precautions should be taken when handling 1-(3-Hydroxy-1H-indol-1-yl)ethanone (CAS: 33025-60-4)?

When handling 1-(3-Hydroxy-1H-indol-1-yl)ethanone, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Work should be conducted in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be cleaned up carefully using absorbent material and disposed of according to local regulations. Always consult the safety data sheet (SDS) for detailed handling and disposal guidelines.