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5-Bromoindole

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Identification
Molecular formula
C8H6BrN
CAS number
10075-50-0
IUPAC name
5-bromo-1H-indole
State
State

At room temperature, 5-Bromoindole is in a solid state. It maintains its crystallinity under normal conditions and does not readily transition to a liquid or gaseous state without applied heat.

Melting point (Celsius)
64.00
Melting point (Kelvin)
337.15
Boiling point (Celsius)
290.00
Boiling point (Kelvin)
563.15
General information
Molecular weight
194.05g/mol
Molar mass
194.0360g/mol
Density
1.6777g/cm3
Appearence

5-Bromoindole typically appears as a white to off-white crystalline solid. The crystalline structure can give it a shiny appearance, and it is generally odorless.

Comment on solubility

Solubility of 5-bromo-1H-indole

5-bromo-1H-indole is a compound that exhibits interesting solubility characteristics, primarily influenced by its molecular structure. When assessing its solubility, several factors must be taken into consideration:

  • Polarity: The presence of the bromine substituent affects the overall polarity of the molecule. 5-bromo-1H-indole is largely nonpolar, which suggests it may have reduced solubility in polar solvents such as water.
  • Solvent Compatibility: While it may be poorly soluble in aqueous solutions, 5-bromo-1H-indole demonstrates better solubility in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol, making these solvents preferable for laboratory applications.
  • Temperature Effect: Like many compounds, the solubility of 5-bromo-1H-indole may increase with temperature, leading to more favorable conditions for dissolution in nonpolar organic solvents.

In summary, 5-bromo-1H-indole showcases a distinct solubility profile, where **nonpolar interactions** play a significant role. This means that for effective use in experimental settings, it is best to opt for nonpolar or mildly polar solvents to achieve better dissolution:

"Understanding the solubility characteristics is crucial for effective laboratory work and application of the compound."

By considering these solubility factors, researchers can better manipulate and utilize 5-bromo-1H-indole in a variety of chemical reactions and applications.

Interesting facts

Interesting Facts About 5-Bromo-1H-Indole

5-Bromo-1H-indole is a fascinating compound that belongs to the indole family, which is well-known for its diverse biological activities. Here are some engaging insights into this compound:

  • Structural Significance: The indole structure is featured prominently in many natural products and pharmaceuticals, making 5-bromo-1H-indole a valuable molecular scaffold for chemical modifications.
  • Biological Activity: Compounds based on the indole structure often exhibit a range of biological properties, such as anticancer, antibacterial, and antifungal activities. 5-bromo-1H-indole is particularly intriguing due to its potential applications in medicinal chemistry.
  • Role in Synthesis: This compound acts as a versatile intermediate in organic synthesis. Its bromine substituent can be replaced or further modified, allowing for the creation of various derivatives with tailored properties.
  • Research Interest: The compound is the subject of ongoing research, particularly in the fields of drug design and development. Its unique properties may lead to the discovery of new therapeutics.
  • Environmental Relevance: Indole derivatives, including 5-bromo-1H-indole, are also recognized for their roles in signaling processes among plants and in microbial systems, indicating their broader ecological significance.

In summary, 5-bromo-1H-indole not only stands out due to its advantageous structural features but also opens doors to extensive research avenues in both medicinal chemistry and environmental science. As noted by scientists, "The indole core is an enduring platform in the game of drug development."

Synonyms
5-BROMOINDOLE
10075-50-0
5-Bromo-1H-indole
1H-Indole, 5-bromo-
5-bromo-indole
R8FGF42R4A
EINECS 233-208-7
NSC 75581
NSC-75581
DTXSID6073996
1H-Indole, 5-bromo-(9CI)
DTXCID7032557
233-208-7
5-bromo indole
MFCD00005670
5-bromanyl-1~{H}-indole
CHEMBL325917
220310-64-5
5bromoindole
H4N
NSC75581
indole, 5-bromo-
5-bromo 1H indole
5-Bromoindole, 99%
5-Bromo-1H-indole #
Maybridge1_006195
UNII-R8FGF42R4A
NCIOpen2_000472
SCHEMBL74304
BIDD:GT0232
SCHEMBL207737
SCHEMBL207738
SCHEMBL433994
SCHEMBL1437345
HMS559B13
CHEBI:232364
ALBB-021314
BCP26677
CS-D0617
BBL013012
BDBM50358747
CCG-42502
GEO-00480
s5439
SBB054557
STK249656
AKOS000120596
AB00482
AC-1348
FB00544
FS-1805
SB40564
HY-30236
PD088081
SY005268
DB-012391
B1738
NS00022999
ST50330596
EN300-21081
GR 43930X; Naratriptan related; GR43930X
SR-01000632498-1
F8881-6102
Z104489174
InChI=1/C8H6BrN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10