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2-(2-bromophenyl)acetonitrile

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Identification
Molecular formula
C8H6BrN
CAS number
22115-36-0
IUPAC name
2-(2-bromophenyl)acetonitrile
State
State

At room temperature, 2-(2-bromophenyl)acetonitrile is a solid compound, appearing as crystalline powder.

Melting point (Celsius)
77.00
Melting point (Kelvin)
350.15
Boiling point (Celsius)
269.00
Boiling point (Kelvin)
542.15
General information
Molecular weight
194.05g/mol
Molar mass
194.0470g/mol
Density
1.4480g/cm3
Appearence

2-(2-bromophenyl)acetonitrile typically appears as a white to off-white crystalline powder. The compound is odorless and may exhibit some degree of yellowing upon exposure to light or air.

Comment on solubility

Solubility of 2-(2-bromophenyl)acetonitrile

2-(2-bromophenyl)acetonitrile, with the chemical formula C9H8BrN, exhibits intriguing solubility characteristics that are important for various chemical applications.

This compound is primarily soluble in:

  • Organic solvents: It demonstrates good solubility in nonpolar solvents like hexane and dichloromethane.
  • Polar aprotic solvents: Such as dimethyl sulfoxide (DMSO) and acetonitrile itself, where it can dissolve better due to similar polar characteristics.

However, it is notably insoluble in water, which makes it less favorable for reactions in aqueous environments. This behavior can be attributed to:

  • The presence of the –CN group, which while polar, does not sufficiently interact with water to promote solubility.
  • The bulky 2-bromophenyl moiety that may hinder hydration and the formation of stable hydrogen bonds with water molecules.

In summary, when considering the solubility of 2-(2-bromophenyl)acetonitrile, it is essential to remember that its behavior is dictated by its structural features, emphasizing the need for appropriate solvent choices in practical applications.

Interesting facts

Interesting Facts about 2-(2-bromophenyl)acetonitrile

2-(2-bromophenyl)acetonitrile is a fascinating compound that showcases the intricate dance between structure and function in organic chemistry. Here are some particularly notable aspects:

  • Chemical Reactivity: As a nitrile compound, it has the capability to participate in various chemical reactions, including nucleophilic additions and substitutions, making it relevant for synthetic organic chemistry.
  • Applications: This compound is often utilized in the development of pharmaceuticals and agrochemicals, acting as a vital building block for synthesizing more complex molecules.
    The bromophenyl group contributes both *stability* and *reactivity*, enabling the compound to participate in electrophilic aromatic substitution reactions.
  • Biological Relevance: Compounds like 2-(2-bromophenyl)acetonitrile may offer insights into designing drugs that target specific biological pathways. Its structure can inspire modifications in lead compounds for better efficacy and selectivity.
  • Safety Precautions: As with many brominated compounds, care should be taken when handling 2-(2-bromophenyl)acetonitrile, given potential health risks. Proper laboratory practices and personal protective equipment (PPE) are essential.

As a scientist or student of chemistry, unlocking the potential of compounds like 2-(2-bromophenyl)acetonitrile can lead to breakthroughs in medicinal chemistry and material science. Its unique properties underscore the importance of understanding the subtleties of molecular interactions.

Synonyms
2-Bromophenylacetonitrile
19472-74-3
2-Bromobenzyl cyanide
(2-Bromophenyl)acetonitrile
S3GF4DI9A8
2-CYANOMETHYLBROMOBENZENE
1-BROMO-2-CYANOMETHYLBENZENE
EINECS 243-091-4
UNII-S3GF4DI9A8
NSC 338412
NSC-338412
DTXSID5075315
2-BROMOBENZENEACETONITRILE
(O-BROMOPHENYL)ACETONITRILE
2-(O-BROMOPHENYL)ACETONITRILE
UN 1694
DTXCID8036100
BVCOJESIQPNOIF-UHFFFAOYSA-N
InChI=1/C8H6BrN/c9-8-4-2-1-3-7(8)5-6-10/h1-4H,5H
RefChem:85853
2-(2-bromophenyl)acetonitrile
o-Bromobenzyl cyanide
o-bromophenylacetonitrile
Benzeneacetonitrile, 2-bromo-
MFCD00001896
2-(2-bromophenyl)ethanenitrile
ACETONITRILE, (o-BROMOPHENYL)-
Benzeneacetonitrile, bromo-
(2-bromo-phenyl)-acetonitrile
2- bromophenylacetonitrile
2-bromo-phenylacetonitrile
2-bromophenyl acetonitrile
2-bromophenyl-acetonitrile
SCHEMBL6299
(2-Bromophenyl)-acetonitrile
SCHEMBL7860971
2-Bromophenylacetonitrile, 97%
SCHEMBL29446718
AC-156
NSC338412
SBB055165
AKOS000151318
AB00169
AB10428
CS-W019568
FB37199
TS-02772
DB-044869
B1928
NS00026346
ST50406024
A813746