Methyl 3-(1H-indol-3-yl)propanoate

Basic Information

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CAS Number

5548-09-4

Molecular Formula

C12H13NO2

Molecular Weight

203.24 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

Boiling Point

355.8°C at 760 mmHg

SMILES

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COC(=O)CCC1=CNC2=CC=CC=C21

InChI

InChI=1S/C12H13NO2/c1-15-12(14)7-6-9-8-13-11-5-3-2-4-10(9)11/h2-5,8,13H,6-7H2,1H3

InChIKey

BAYIDMGOQRXHBC-UHFFFAOYSA-N

LogP

2.2735000000000003

Topological Polar Surface Area

42.09 Å²

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

230

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

Methyl 3-(1H-indol-3-yl)propanoate
INDOLE-3-PROPIONIC ACID METHYL ESTER
1H-Indole-3-propanoic acid, methyl ester
3-(1H-Indol-3-yl)-propionic acid methyl ester
3-indolepropionic acid methyl ester
INDOLE-3-PROPIO
methyl 3-(3-indolyl)propanoate
methyl 3-(3-indolylmethyl)propanoate
Methyl 3-(indol-3-yl)propionate
Methyl indole-3-propanoate
Methyl indole-3-propionate
methyl 3-(3-indolyl)-propanoate
CCG-105130
CHEMBL388749
3-INDOLEPROPIONIC ACID METHYL ESTER
1H-Indole-3-propanoic acid methyl ester
C12H13NO2
BRN 0171479
1H-Indole-3-propionic acid methyl ester
indole-3-propionic acidmethyl ester
5548-09-4
UNII-PR3BRO222F
Z13758675
Q27286720
Methyl beta-(3-indolyl)-propionate
Methyl 3-(1H-indol-3-yl)propanoate #
Methyl 1H-Indole-3-propanoate
DTXSID50204056
SY139430
EN300-110930
Methyl .beta.-(3-indolyl)-propionate

MDL Number

MFCD00022778

FAQ

What are the physical and chemical properties of Methyl 3-(1H-indol-3-yl)propanoate (CAS: 5548-09-4)?

Methyl 3-(1H-indol-3-yl)propanoate is a crystalline solid with a molecular weight of approximately 174.26 g/mol. It has a low solubility in water but is soluble in organic solvents like ethanol and acetone. Chemically, it is reactive towards nucleophiles and can undergo condensation reactions. It is stable under normal conditions but should be stored away from strong oxidizers and heat sources.

How is Methyl 3-(1H-indol-3-yl)propanoate (CAS: 5548-09-4) typically synthesized?

Methyl 3-(1H-indol-3-yl)propanoate is typically synthesized via a condensation reaction between 3-indolylmethanone and propionic acid in the presence of a catalyst such as p-TSA or TFA. The reaction is carried out under mild conditions, yielding a product with a purity of around 95%. The reaction is selective and provides good yield.

What industries use Methyl 3-(1H-indol-3-yl)propanoate (CAS: 5548-09-4)?

Methyl 3-(1H-indol-3-yl)propanoate is used in the pharmaceutical industry for the synthesis of certain biologically active compounds. It is also utilized in the production of polymers and in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling Methyl 3-(1H-indol-3-yl)propanoate (CAS: 5548-09-4)?

When handling Methyl 3-(1H-indol-3-yl)propanoate, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be stored in a cool, dry place away from strong oxidizers and heat sources. In case of spillage, it should be cleaned up using appropriate methods as per the safety data sheet (SDS). Work should be conducted in a well-ventilated area or a fume hood to minimize exposure.