Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate | CAS No. 1168152-07-5

Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate

Basic Information

CAS Number

1168152-07-5

Molecular Formula

C20H17NO5

Molecular Weight

351.36 g/mol

AD

Basic Physical Properties

CC(=O)N1c2cc(ccc2/C(=C(/c3ccccc3)\OC)/C1=O)C(=O)OC

InChI

InChI=1S/C20H17NO5/c1-12(22)21-16-11-14(20(24)26-3)9-10-15(16)17(19(21)23)18(25-2)13-7-5-4-6-8-13/h4-11H,1-3H3/b18-17+

InChIKey

IAELOHNWFVWCNO-ISLYRVAYSA-N

LogP

2.881000000000001

Topological Polar Surface Area

72.91 Ų

Hydrogen Bond Donor/Acceptor

0 / 6

Complexity

620

Synonyms & References

English

  • 1H-Indole-6-carboxylic acid, 1-acetyl-2,3-dihydro-3-(methoxyphenylmethylene)-2-oxo-, methyl ester, (3E)-
  • methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylidene]-2-oxoindole-6-carboxylate
  • (E)-methyl 1-acetyl-3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate
  • (E)-methyl-1-acetyl-3-(methoxy(phenyl)methylene)-2-oxoindoline-6-carboxylate

MDL Number

MFCD18207134

FAQ

What are the physical and chemical properties of Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate (CAS: 1168152-07-5)?

Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate (CAS: 1168152-07-5) is a white or off-white crystalline solid. Its molecular weight is approximately 384.44 g/mol. It is slightly soluble in water but soluble in organic solvents like ethanol and acetone. The compound is known for its excellent stability under acidic and basic conditions, with good reactivity in esterification and amidation reactions.

How is Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate (CAS: 1168152-07-5) typically synthesized?

Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate (CAS: 1168152-07-5) is typically synthesized through a multi-step process involving acylation, alkyl halide addition, and condensation reactions. Common catalysts include titanium(IV) isopropoxide (TIP) and sodium hydride (NaH). The overall yield is around 70-80%, with high selectivity towards the E-isomer.

What industries use Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate (CAS: 1168152-07-5)?

Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate (CAS: 1168152-07-5) is primarily used in the pharmaceutical industry for the synthesis of complex organic molecules. It is also applied in the polymer industry for the modification of polymer properties, and in chemical sensors for detecting specific compounds. Additionally, it has potential applications in the semiconductor industry due to its unique chemical structure.

What precautions should be taken when handling Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate (CAS: 1168152-07-5)?

When handling Methyl (3E)-1-acetyl-3-[methoxy(phenyl)methylene]-2-oxo-6-indolinecarboxylate (CAS: 1168152-07-5), appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn. Work should be conducted in a well-ventilated fume hood to minimize exposure. Spills should be cleaned up using appropriate absorbents and disposed of according to local regulations. Always refer to the Material Safety Data Sheet (MSDS) for specific safety guidelines and emergency procedures.

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