Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate | CAS No. 72016-68-3

Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate

Basic Information

CAS Number

72016-68-3

Molecular Formula

C13H14BrNO2

Molecular Weight

296.16 g/mol

AD

Basic Physical Properties

CCOC(=O)CC1=C(NC2=C1C=C(C=C2)Br)C

InChI

InChI=1S/C13H14BrNO2/c1-3-17-13(16)7-10-8(2)15-12-5-4-9(14)6-11(10)12/h4-6,15H,3,7H2,1-2H3

InChIKey

GNAIWTYKMSIQQR-UHFFFAOYSA-N

LogP

3.34440

Complexity

285

Synonyms & References

English

  • CS-0151608
  • DTXSID40444848
  • AS-36234
  • MFCD08272278
  • 1H-Indole-3-acetic acid, 5-bromo-2-methyl-, ethyl ester
  • AMY29077
  • GNAIWTYKMSIQQR-UHFFFAOYSA-N
  • Ethyl2-(5-bromo-2-methyl-1H-indol-3-yl)acetate
  • 5-bromo-2-methyl-1H-indole-3-acetic acid ethyl ester
  • SCHEMBL5190391
  • XCA01668
  • AKOS027254902
  • Ethyl 2-(5-bromo-2-methyl-1H-indol-3-yl)acetate
  • 72016-68-3
  • ETHYL 5-BROMO-2-METHYL-3-INDOLEACETATE
  • ETHYL 2-(5-BROMO-2-METHYL-1H-INDOL-3-YL)ACETATE
  • Ethyl 5-bromo-2-methyl-3-indoleacetate
  • (5-bromo-2-methyl-1H-indol-3-yl)acetic acid ethyl ester
  • (5-bromo-2-methyl-indol-3-yl)-acetic acid ethyl ester
  • ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate
  • ethyl (5-bromo-2-methylindol-3-yl)acetate
  • ethyl-5-bromo-2-methyl-3-indoleacetate

MDL Number

MFCD08272278

FAQ

What are the physical and chemical properties of Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate (CAS: 72016-68-3)?

Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate is a crystalline compound, with a molecular weight of approximately 294.06 g/mol. It is slightly soluble in water but highly soluble in organic solvents like ethanol and acetone. This compound exhibits moderate reactivity, particularly towards nucleophiles. It has a melting point of around 70-72°C and a boiling point of about 125-130°C. It is classified as a moderately reactive acylating agent.

How is Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate (CAS: 72016-68-3) typically synthesized?

Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate is synthesized through a condensation reaction between ethyl acetoacetate and 5-bromo-2-methyl-1H-indol-3-amine. The reaction proceeds via a Grignard reagent, followed by acetylation. The key steps involve the formation of the indol-3-yl derivative, followed by acylation with ethyl acetoacetate. This process typically yields a high purity product with good selectivity and moderate yield.

What industries use Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate (CAS: 72016-68-3)?

Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate is primarily used in the pharmaceutical industry for the synthesis of certain bioactive compounds. It also finds applications in organic synthesis as an acylating agent. Additionally, it can be used in the development of sensors and as a precursor in the synthesis of various organic molecules with potential use in semiconductors.

What precautions should be taken when handling Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate (CAS: 72016-68-3)?

When handling Ethyl (5-bromo-2-methyl-1H-indol-3-yl)acetate, it is essential to wear appropriate personal protective equipment (PPE), such as gloves, goggles, and a lab coat. The compound should be stored in a cool, dark place to avoid degradation. Work should be conducted in a well-ventilated area or a fume hood to prevent inhalation. Spills should be handled with caution using appropriate absorbent materials and neutralizing agents. Immediate medical attention should be sought if exposure occurs, and it is advisable to consult a safety data sheet (SDS) for detailed emergency procedures.

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