Ethyl 6-bromo-1H-indazole-3-carboxylate

Basic Information

View in Editor

CAS Number

885272-94-6

Molecular Formula

C10H9BrN2O2

Molecular Weight

269.1 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

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

Boiling Point

406.4°C at 760 mmHg

Density

1.624

Flash Point

199.6°C

Refractive Index

1.653

SMILES

View in Editor

CCOC(=O)C1=NNC2=C1C=CC(=C2)Br

InChI

InChI=1S/C10H9BrN2O2/c1-2-15-10(14)9-7-4-3-6(11)5-8(7)12-13-9/h3-5H,2H2,1H3,(H,12,13)

InChIKey

QJWRLFKJCOFQIS-UHFFFAOYSA-N

LogP

2.5021000000000004

Topological Polar Surface Area

54.98 Å²

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

250

Synonyms & References

English

Ethyl 6-bromo-1H-indazole-3-carboxylate
1H-Indazole-3-carboxylicacid, 6-bromo-, ethyl ester
6-bromo-1h-indazole-3-carboxylic acid ethyl ester
Ethyl6-bromo-1H-indazole-3-carboxylate
PubChem17121
QJWRLFKJCOFQIS-UHFFFAOYSA-N
AB22175
BL001755
AX8168066
AB0037246
Y4506
BB 0261015
AM20120482
ST24047124
1H-Indazole-3-carboxylicacid, 6-bromo-
ethyl 6-bromo-1H-indazole-3-carboxylate
SCHEMBL492203
885272-94-6
DTXSID40680067
CS-0005443
DB-026602
MFCD05664002
Ethyl 6-Bromoindazole-3-carboxylate
AKOS016003715
J-521172
ETHYL 6-BROMO-1H-INDAZOLE-3-CARBOXYLATE
AS-45749
SY065673

MDL Number

MFCD05664002

Customs Code

2933990090

FAQ

What are the physical and chemical properties of Ethyl 6-bromo-1H-indazole-3-carboxylate (CAS: 885272-94-6)?

Ethyl 6-bromo-1H-indazole-3-carboxylate (CAS: 885272-94-6) is a white crystalline solid with a molecular weight of approximately 281.03 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and ethanol. Chemically, it is moderately reactive, particularly towards nucleophilic substitution reactions. It exhibits good stability under normal storage conditions but should be protected from strong reducing or oxidizing agents.

How is Ethyl 6-bromo-1H-indazole-3-carboxylate (CAS: 885272-94-6) typically synthesized?

Ethyl 6-bromo-1H-indazole-3-carboxylate is synthesized through a multi-step process involving the synthesis of 1H-indazole followed by alkylation with ethyl bromide, followed by acylation with ethyl chloroformate. The reaction typically requires the use of a base like triethylamine and is achieved with high yield and selectivity. The process is conducted under standard laboratory conditions, with appropriate handling of bromine and ethyl bromide due to their reactivity.

What industries use Ethyl 6-bromo-1H-indazole-3-carboxylate (CAS: 885272-94-6)?

Ethyl 6-bromo-1H-indazole-3-carboxylate (CAS: 885272-94-6) is primarily used in the pharmaceutical industry due to its potential as a precursor in the synthesis of various bioactive compounds. It also finds applications in the chemical industry for its reactivity in organic synthesis and in the development of new materials. This compound is less commonly used in the polymer or semiconductor industries but can be utilized in specialized applications requiring its specific reactivity.

What precautions should be taken when handling Ethyl 6-bromo-1H-indazole-3-carboxylate (CAS: 885272-94-6)?

When handling Ethyl 6-bromo-1H-indazole-3-carboxylate (CAS: 885272-94-6), it is essential to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. This compound should be handled in a well-ventilated area or fume hood due to its potential for respiratory irritation. Spills should be cleaned up immediately with appropriate absorbent materials. For more detailed safety information, refer to the Safety Data Sheet (SDS) for this compound.