Methyl 4-methoxy-1H-indole-2-carboxylate

Basic Information

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CAS Number

111258-23-2

Molecular Formula

C11H11NO3

Molecular Weight

205.21 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

140-142 °C

Boiling Point

370°C at 760 mmHg

Density

1.253

Flash Point

177.6 °C

Refractive Index

1.612

SMILES

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COC1=CC=CC2=C1C=C(N2)C(=O)OC

InChI

InChI=1S/C11H11NO3/c1-14-10-5-3-4-8-7(10)6-9(12-8)11(13)15-2/h3-6,12H,1-2H3

InChIKey

GLCZQTLCVLVFGV-UHFFFAOYSA-N

LogP

1.9630999999999998

Topological Polar Surface Area

51.32 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

244

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

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

methyl 4-methoxy-1H-indole-2-carboxylate
4-Methoxyindole-2-carboxylic acid methyl ester
M-3507
J-522366
1H-Indole-2-carboxylic acid, 4-methoxy-, methyl ester
NS00015764
DTXSID60350811
W-204789
SCHEMBL217459
MFCD00134300
111258-23-2
CS-W000799
Methyl 4-methoxy-2-indolecarboxylate, 99%
CHEMBL3290544
Methyl 4-methoxy-2-indolecarboxylate
FT-0642724
methyl 4-methoxyindole-carboxylate
FT-0697327
BP-12480
4-Methoxy-1H-indole-2-carboxylic acid methyl ester
Oprea1_354943
EN300-336954
11258-23-4
AKOS001476120
GS-6653
4-Methyloxy-1H-indole-2-carboxylic acid methyl ester
methyl 4-methoxy-1H-indol-2-carboxylate
A853990
SY036916
methyl 4-methoxyindole-2carboxylate
methyl 4-methoxyindole-2-carboxylate

MDL Number

MFCD00134300

Customs Code

2933990090

FAQ

What are the physical and chemical properties of Methyl 4-methoxy-1H-indole-2-carboxylate (CAS: 111258-23-2)?

Methyl 4-methoxy-1H-indole-2-carboxylate is a white crystalline solid with a molecular weight of approximately 226.25 g/mol. It is soluble in solvents such as methanol and ethyl acetate. The compound is moderately reactive and can undergo ester hydrolysis under basic conditions. It has a melting point of about 140-142°C and a boiling point of around 315-317°C. Safety data sheets (SDS) should be consulted for detailed information on handling and storage.

How is Methyl 4-methoxy-1H-indole-2-carboxylate (CAS: 111258-23-2) typically synthesized?

Methyl 4-methoxy-1H-indole-2-carboxylate can be synthesized via the esterification of 4-methoxy-1H-indole-2-carboxylic acid with methanol. Commonly, this process is catalyzed by a solid acid like sulfuric acid or p-toluenesulfonic acid. The reaction is performed at elevated temperatures, typically between 90-100°C, and the yield is around 85-90%. The product is then purified by recrystallization from ethanol or methanol.

What industries use Methyl 4-methoxy-1H-indole-2-carboxylate (CAS: 111258-23-2)?

Methyl 4-methoxy-1H-indole-2-carboxylate is primarily used in the pharmaceutical industry as a precursor for the synthesis of various indole derivatives. It finds applications in the development of novel drugs, particularly in the areas of anti-inflammatory and anticancer therapies. Additionally, it is utilized in the production of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling Methyl 4-methoxy-1H-indole-2-carboxylate (CAS: 111258-23-2)?

When handling Methyl 4-methoxy-1H-indole-2-carboxylate, it is essential to wear appropriate personal protective equipment (PPE), including gloves, safety goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. In case of a spill, it should be immediately contained and cleaned up using appropriate absorbent materials. Always consult the safety data sheet (SDS) for detailed emergency procedures and handling instructions.