5-bromo-1H-indole-2-carboxylic acid

Basic Information

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CAS Number

7254-19-5

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

280°C

Boiling Point

470.9°C at 760 mmHg

Density

1.838

Flash Point

238.611°C

Refractive Index

1.749

SMILES

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C1=CC2=C(C=C1Br)C=C(N2)C(=O)O

InChI

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

InChIKey

YAULOOYNCJDPPU-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

FT-0601303
AKOS000158641
CHEMBL22435
5-Bromo-1H-indole-2-carboxylic acid #
Oprea1_523989
GA-0937
1H-Indolecarboxylic acid, 5-bromo-
NSC73384
SY035588
5-bromo indole carboxylic acid
AC-8797
5-bromo-2-indolecarboxylic acid
1H-Indole-2-carboxylic acid, 5-bromo-
NSC-73384
5-Bromo-1H-indole-2-carboxylic acid
B3836
HY-W007593
AM1164
7254-19-5
CS-W007593
DTXSID60291139
A837559
SCHEMBL378196
SB13265
MFCD00022705
5-Bromo-1H-indole-2-carboxylicacid
EN300-30450
BB 0248942
Z285234024
B-8660
5-Bromoindole-2-carboxylic acid

MDL Number

MFCD00022705

Customs Code

29339980

FAQ

What are the physical and chemical properties of 5-bromo-1H-indole-2-carboxylic acid (CAS: 7254-19-5)?

5-bromo-1H-indole-2-carboxylic acid is a white crystalline solid with a molecular weight of 254.05 g/mol. It is slightly soluble in water and more soluble in polar organic solvents. The compound is reactive, particularly in nucleophilic substitution reactions due to the presence of the bromo group and carboxylic acid functionality.

How is 5-bromo-1H-indole-2-carboxylic acid (CAS: 7254-19-5) typically synthesized?

5-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 photoinitiator. The reaction is carried out under UV light, providing high selectivity and good yield.

What industries use 5-bromo-1H-indole-2-carboxylic acid (CAS: 7254-19-5)?

5-bromo-1H-indole-2-carboxylic acid finds applications in pharmaceuticals, particularly in the synthesis of bioactive compounds and intermediates. It is also used in the development of sensors and semiconductors due to its unique chemical properties.

What precautions should be taken when handling 5-bromo-1H-indole-2-carboxylic acid (CAS: 7254-19-5)?

Proper personal protective equipment (PPE) such as gloves, goggles, and a lab coat should be worn when handling 5-bromo-1H-indole-2-carboxylic acid. Reactants and products should be handled in a well-ventilated area or fume hood. Spills should be cleaned up using appropriate absorbent materials, and disposal should follow local and regulatory guidelines. Always consult the Safety Data Sheet (SDS) for detailed safety information.