(3E)-6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one

Basic Information

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CAS Number

1147124-23-9

Molecular Formula

C32H40Br2N2O2

Molecular Weight

644.49 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

105-110 °C

Solubility

Insuluble (4.8E-6 g/L) (25 ºC),

SMILES

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O=C1N(CC(CC)CCCC)C2=C(C=CC(Br)=C2)/C1=C3C(N(CC(CC)CCCC)C4=C/3C=CC(Br)=C4)=O

InChI

InChI=1S/C32H40Br2N2O2/c1-5-9-11-21(7-3)19-35-27-17-23(33)13-15-25(27)29(31(35)37)30-26-16-14-24(34)18-28(26)36(32(30)38)20-22(8-4)12-10-6-2/h13-18,21-22H,5-12,19-20H2,1-4H3/b30-29+

InChIKey

HUEXOUHCCSVYLP-QVIHXGFCSA-N

LogP

9.2484

Topological Polar Surface Area

40.620000000000005 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

792

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

6,6'-Dibromo-N,N'-(2-ethylhexyl)isoindigo
6,6'-Dibromo-1,1'-bis(2-ethylhexyl)-[3,3'-biindolinylidene]-2,2'-dione
AK160549
6-bromo-3-[6-bromo-1-(2-ethylhexyl)-1,2-dihydro-2-oxo-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one
6,6'-dibromo-1,1'-bis(2-ethylhexyl) -[3,3'-biindolinylidene]-2,2'-dione

MDL Number

MFCD28125575

FAQ

What are the physical and chemical properties of (3E)-6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one (CAS: 1147124-23-9)?

The compound (3E)-6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one has a crystalline form with a molecular weight of approximately 600 g/mol. It is poorly soluble in water but soluble in organic solvents such as dichloromethane and acetone. The compound exhibits moderate reactivity towards nucleophiles and is stable under normal conditions but should be handled with care to avoid decomposition. It has a specific rotation of around +5° to -5°.

How is (3E)-6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one (CAS: 1147124-23-9) typically synthesized?

The compound is typically synthesized via a multi-step process involving the reaction of bromoalkyl indoles with 2-ethylhexyl acrylate. The synthesis involves the condensation of 2-ethylhexyl acrylate with 6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3H-indol-3-one, followed by the formation of the indolone structure. The reaction is carried out under mild conditions, using a catalytic amount of a Lewis acid such as zinc chloride as a catalyst. The yield of the final product is around 70-80%, and the reaction is selective with high purity.

What industries use (3E)-6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one (CAS: 1147124-23-9)?

This compound is primarily used in the pharmaceutical industry for the development of new drugs, due to its unique structural features that can influence biological activity. It may also be used in the polymer industry for the synthesis of functional polymers with improved properties. Additionally, it could be explored for use in sensors for detecting specific biological or chemical compounds, and in the semiconductor industry for its potential in electronic applications.

What precautions should be taken when handling (3E)-6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one (CAS: 1147124-23-9)?

When handling (3E)-6-Bromo-3-[6-bromo-1-(2-ethylhexyl)-2-oxo-1,2-dihydro-3H-indol-3-ylidene]-1-(2-ethylhexyl)-1,3-dihydro-2H-indol-2-one, it is important to wear appropriate personal protective equipment (PPE), including gloves and safety goggles. It should be stored in a well-ventilated area and handled in a fume hood to minimize exposure. In the event of a spill, it should be cleaned up immediately and the area should be decontaminated with appropriate solvents. Always consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.