ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate

Basic Information

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CAS Number

7598-91-6

Molecular Formula

C12H13NO3

Molecular Weight

219.24 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

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

205-208 °C

Boiling Point

360.05°C (rough estimate)

Density

1.1825 (rough estimate)

Flash Point

199.7±27.3 °C

Refractive Index

1.5270 (estimate)

Vapor Pressure

0.0±1.0 mmHg at 25°C

SMILES

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CCOC(=O)C1=C(NC2=C1C=C(C=C2)O)C

InChI

InChI=1S/C12H13NO3/c1-3-16-12(15)11-7(2)13-10-5-4-8(14)6-9(10)11/h4-6,13-14H,3H2,1-2H3

InChIKey

BSNHKSUAAMJXBB-UHFFFAOYSA-N

LogP

2.35862

Topological Polar Surface Area

62.32000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 4

Complexity

269

Safety Information

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Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

5-Hydroxy-2-methyl-1H-indole-3-carboxylic acid ethyl ester
SR-01000508033
SR-01000508033-1
MFCD00044575
HMS2375G22
AM1180
F2137-0002
NV7P3AB9BM
EN300-31513
BDBM32211
EINECS 231-507-7
CCG-41544
SDCCGMLS-0034936.P002
2-Methyl-3-carbethoxy-5-hydroxyindole
FT-0620465
5-Hydroxy-2-methyl-1H-indole-3-carboxylicacid,ethylester
HMS1397I12
BIDD:GT0194
Z56790866
NSC405600
BP-13118
SR-01000508033-3
Enamine_001244
H-6800
Ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate #
5-hydroxy-2-methyl-1H-indole-3-carboxylic acid, ethyl ester
MLS000052950
1H-Indole-3-carboxylic acid, 5-hydroxy-2-methyl-, ethyl ester
cid_82073
CS-W010473
UNII-NV7P3AB9BM

MDL Number

MFCD00044575

Customs Code

2933990090

FAQ

What are the physical and chemical properties of ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate (CAS: 7598-91-6)?

Ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate (CAS: 7598-91-6) is a crystalline compound with a molecular weight of approximately 224.24 g/mol. It has a low solubility in water but is soluble in organic solvents like ethanol and acetone. This compound exhibits moderate reactivity, with potential for ester hydrolysis under acidic conditions. It is stable under normal conditions but should be stored in a cool, dry place away from moisture and heat.

How is ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate (CAS: 7598-91-6) typically synthesized?

Ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate (CAS: 7598-91-6) is synthesized via a multi-step process involving the formation of an indole ring followed by esterification. Commonly, this involves the reaction of 2-methyl-1H-indole with acetyl chloride in the presence of a base like pyridine, followed by the addition of an alcohol to form the ester. This method yields a relatively pure product with high selectivity and good yield.

What industries use ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate (CAS: 7598-91-6)?

Ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate (CAS: 7598-91-6) finds applications in the pharmaceutical industry, where it is used as an intermediate in the synthesis of certain drugs. It is also utilized in the production of polymers, sensors, and semiconductors for its unique chemical structure and reactivity.

What precautions should be taken when handling ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate (CAS: 7598-91-6)?

When handling ethyl 5-hydroxy-2-methyl-1H-indole-3-carboxylate (CAS: 7598-91-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area or a fume hood due to its potential for vapor release. In case of a spill, it should be cleaned up using absorbent materials and disposed of according to local regulations. Always consult the safety data sheet (SDS) for detailed handling instructions and emergency procedures.