6-Bromo-1H-indole-2-carboxylic acid

Basic Information

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CAS Number

16732-65-3

Molecular Formula

C9H6BrNO2

Molecular Weight

240.06 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

Agricultural Chemicals Pesticides Herbicides

Basic Physical Properties

Melting Point

213-228°C

Boiling Point

470.9°Cat760mmHg

Density

1.838

Flash Point

238.6°C

Refractive Index

1.749

SMILES

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C1=CC2=C(C=C1Br)NC(=C2)C(=O)O

InChI

InChI=1S/C9H6BrNO2/c10-6-2-1-5-3-8(9(12)13)11-7(5)4-6/h1-4,11H,(H,12,13)

InChIKey

SVBVYRYROZWKNJ-UHFFFAOYSA-N

LogP

2.6286000000000005

Topological Polar Surface Area

53.089999999999996 Å²

Hydrogen Bond Donor/Acceptor

2 / 3

Complexity

222

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

Hazard Class

Class IRRITANT Class IRRITANT

Synonyms & References

English

CS-W001118
AM20050510
DTXSID80398518
1H-INDOLE-2-CARBOXYLIC ACID, 6-BROMO-
AB01330445-02
AC-886
6-bromo-1H-indole-2-carboxylic Acid
Q27455352
BB 0248954
J-518303
Z119989542
6-bromoindole-2-carboxylic acid, AldrichCPR
A3710
SCHEMBL1647680
EN300-15084
6-bromo-1H-indole-2-carboxylic acid;6-Bromoindole-2-carboxylic acid
6-Bromanyl-1h-Indole-2-Carboxylic Acid
SY051129
B4334
6-bromoindole-2-carboxylic acid
6-bromo-1H-indole-2-carboxylicAcid
FT-0601333
16732-65-3
MFCD02664469
PB19991
BCP01428
NCGC00336390-01
HB-0721
AKOS001416938
4ZU
6-Bromoindole-2-carboxylic acid

MDL Number

MFCD02664469

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 6-Bromo-1H-indole-2-carboxylic acid (CAS: 16732-65-3)?

6-Bromo-1H-indole-2-carboxylic acid is a white to off-white crystalline solid with a molecular weight of approximately 245.04 g/mol. Its solubility in water is low, while it is more soluble in organic solvents like ethanol and acetone. It is moderately reactive, particularly towards nucleophiles and bases, making it suitable for various organic transformations.

How is 6-Bromo-1H-indole-2-carboxylic acid (CAS: 16732-65-3) typically synthesized?

6-Bromo-1H-indole-2-carboxylic acid is typically synthesized via bromination of indole-2-carboxylic acid using N-bromosuccinimide (NBS) in the presence of a suitable oxidizing agent like benzoyl peroxide. The reaction is carried out in a chloroform or dichloromethane solvent at room temperature, yielding a high yield of the desired product with good selectivity.

What industries use 6-Bromo-1H-indole-2-carboxylic acid (CAS: 16732-65-3)?

6-Bromo-1H-indole-2-carboxylic acid is used in the pharmaceutical industry for the synthesis of drug candidates. It is also applied in the polymer industry for the development of functional materials, and in the semiconductor industry for the production of organic light-emitting diodes (OLEDs) and other electronic devices.

What precautions should be taken when handling 6-Bromo-1H-indole-2-carboxylic acid (CAS: 16732-65-3)?

Proper handling of 6-Bromo-1H-indole-2-carboxylic acid requires the use of appropriate personal protective equipment (PPE) such as gloves, safety glasses, and a lab coat. It should be handled in a well-ventilated area or a fume hood to minimize inhalation risks. Spills should be immediately cleaned up using appropriate solvents, and the Material Safety Data Sheet (MSDS) or Safety Data Sheet (SDS) should be consulted for detailed safety information.