3,5-Dibromo-1H-indole

Basic Information

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CAS Number

81387-89-5

Molecular Formula

C8H5Br2N

Molecular Weight

274.94 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

94 ºC

Boiling Point

374.3 °C at 760 mmHg

Density

2.048±0.06 g/cm3 (20 ºC 760 Torr),

Flash Point

180.171 °C

SMILES

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C1=CC2=C(C=C1Br)C(=CN2)Br

InChI

InChI=1S/C8H5Br2N/c9-5-1-2-8-6(3-5)7(10)4-11-8/h1-4,11H

InChIKey

NGTBILHUFBABDS-UHFFFAOYSA-N

LogP

3.6929000000000007

Topological Polar Surface Area

15.79 Å²

Hydrogen Bond Donor/Acceptor

1 / 1

Complexity

151

Synonyms & References

English

81387-89-5
CS-0343117
AKOS009322635
3,5-dibromo-1H-indole
FT-0651714
1H-Indole, 3,5-dibromo-
EN300-1275476
3,5-dibromoindole
A840118
DTXSID80475434
3,5-DIBROMOINDOLE
1H-Indole,3,5-dibromo
3,5-bis(bromanyl)-1H-indole

MDL Number

MFCD09834648

FAQ

What are the physical and chemical properties of 3,5-Dibromo-1H-indole (CAS: 81387-89-5)?

3,5-Dibromo-1H-indole (CAS: 81387-89-5) is a solid, crystalline compound with a molecular weight of approximately 263.04 g/mol. It has a melting point of about 230-232°C and limited water solubility. This compound is less reactive compared to its parent compound, indole, but shows notable reactivity in aromatic substitution reactions.

How is 3,5-Dibromo-1H-indole (CAS: 81387-89-5) typically synthesized?

3,5-Dibromo-1H-indole is typically synthesized through the bromination of indole using bromine and a Lewis acid catalyst, such as aluminum trichloride. The reaction involves the electrophilic aromatic substitution of indole with bromine, leading to the formation of the dibromo derivative with good yield and selectivity.

What industries use 3,5-Dibromo-1H-indole (CAS: 81387-89-5)?

3,5-Dibromo-1H-indole (CAS: 81387-89-5) is used in the pharmaceutical industry for the synthesis of intermediates and drugs, as well as in the chemical industry for the development of sensors and semiconductors. It is also explored in the field of polymer chemistry for the modification of polymer properties.

What precautions should be taken when handling 3,5-Dibromo-1H-indole (CAS: 81387-89-5)?

When handling 3,5-Dibromo-1H-indole (CAS: 81387-89-5), it is important to use personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The substance should be stored in a fume hood to minimize inhalation risks. In case of a spill, immediate cleanup should be performed using appropriate absorbent materials, and the area should be properly ventilated. Always refer to the Material Safety Data Sheet (MSDS) for detailed safety information.