5-Bromo-1H-indazole

Basic Information

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CAS Number

53857-57-1

Molecular Formula

C7H5BrN2

Molecular Weight

197.04 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

Physical State

Pale-yellow to Yellow-brown Solid

Melting Point

130.0 to 134.0 deg-C

Boiling Point

333.8°C at 760 mmHg

Flash Point

155.7℃

SMILES

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C1=CC2=C(C=C1Br)C=NN2

InChI

InChI=1S/C7H5BrN2/c8-6-1-2-7-5(3-6)4-9-10-7/h1-4H,(H,9,10)

InChIKey

STVHMYNPQCLUNJ-UHFFFAOYSA-N

LogP

2.3254

Topological Polar Surface Area

28.68 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

129

Safety Information

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GHS Hazard Pictograms

H302

H318

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H318 Causes serious eye damage
Serious eye damage/eye irritation

Synonyms & References

English

AC-3105
A929190
PD182503
SY003837
5-Bromo-2H-indazole
HMS2497K17
5-bromanyl-1H-indazole
DTXSID50354020
A847415
1h-indazole, 5-bromo-
5-bromo-azaindole
A829800
MFCD26227374
Z57192026
5-Bromoindazole
5-Bromo-1H-indazole, 97%
SCHEMBL5562
5-bromoazaindole
CHEMBL16425
4-Nitrotrityl chloride
cid_761929
BDBM50099398
5-bromo-1 h-indazole
CS-B0441
FT-0647458
J-516797
STVHMYNPQCLUNJ-UHFFFAOYSA-N
465529-55-9
MLS000088501
AKOS000320310
53857-57-1

MDL Number

MFCD00839493

Customs Code

2933990090

FAQ

What are the physical and chemical properties of 5-Bromo-1H-indazole (CAS: 53857-57-1)?

5-Bromo-1H-indazole (CAS: 53857-57-1) is a crystalline solid with a molecular weight of approximately 183.03 g/mol. It is slightly soluble in water but readily soluble in organic solvents like acetone and dichloromethane. The compound shows weak basicity and moderate reactivity towards nucleophiles. It is stable under normal laboratory conditions, but care must be taken to avoid prolonged exposure to air and light.

How is 5-Bromo-1H-indazole (CAS: 53857-57-1) typically synthesized?

5-Bromo-1H-indazole (CAS: 53857-57-1) is typically synthesized via the bromination of 1H-indazole in the presence of a phase transfer catalyst like tetrabutylammonium bromide. The reaction proceeds under mild conditions, resulting in a high yield of the desired product with good regioselectivity. The process is efficient and can be scaled up for industrial production.

What industries use 5-Bromo-1H-indazole (CAS: 53857-57-1)?

5-Bromo-1H-indazole (CAS: 53857-57-1) is primarily used in the pharmaceutical industry for the synthesis of various heterocyclic compounds and bioactive molecules. It also finds applications in the development of sensors and semiconductors due to its unique electronic properties. Additionally, it is utilized in the polymer industry for the preparation of functional polymers.

What precautions should be taken when handling 5-Bromo-1H-indazole (CAS: 53857-57-1)?

When handling 5-Bromo-1H-indazole (CAS: 53857-57-1), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The compound should be stored in a cool, dry place away from direct sunlight and heat sources. In case of a spill, it should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the safety data sheet (SDS) for detailed handling and safety information.