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3-Bromobenzonitrile

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Identification
Molecular formula
C7H4BrN
CAS number
823-76-9
IUPAC name
3-bromobenzonitrile
State
State

3-Bromobenzonitrile is a solid at room temperature. It is often encountered in its crystalline form.

Melting point (Celsius)
49.50
Melting point (Kelvin)
322.65
Boiling point (Celsius)
249.00
Boiling point (Kelvin)
522.15
General information
Molecular weight
182.02g/mol
Molar mass
182.0200g/mol
Density
1.5900g/cm3
Appearence

3-Bromobenzonitrile is a white to off-white crystalline powder. It appears as solid at room temperature and has a slightly aromatic odor.

Comment on solubility

Solubility of 3-bromobenzonitrile

3-bromobenzonitrile, with the chemical formula C7H4BrN, exhibits definite characteristics regarding its solubility in various solvents. Understanding these properties is vital in applications such as reaction planning and product formulation.

Solubility Characteristics

In terms of solubility:

  • Polar Solvents: 3-bromobenzonitrile displays limited solubility in polar solvents such as water. This is due to its relatively hydrophobic nature, attributed to the nonpolar aromatic ring and the presence of bromine.
  • Nonpolar Solvents: It is more soluble in nonpolar organic solvents like hexane or toluene. The aromatic character of the compound allows for good interactions with similar nonpolar substances.
  • Moderate Solubility: Solubility in moderately polar solvents like acetone or dichloromethane can be observed, though it may not dissolve as readily as in nonpolar solvents.

In summary, one can say that:

  1. 3-bromobenzonitrile is poorly soluble in water.
  2. It shows better solubility in nonpolar organic solvents.
  3. Intermediate solubility is seen in certain moderately polar solvents.

This knowledge of solubility is crucial when determining the appropriate conditions for chemical reactions involving 3-bromobenzonitrile.

Interesting facts

Interesting Facts about 3-Bromobenzonitrile

3-Bromobenzonitrile is a fascinating compound with several intriguing characteristics that make it of interest to chemists. Here are some key facts:

  • Structure and Reactivity: This compound features a bromine atom attached to a benzene ring which is further substituted by a nitrile group. This unique arrangement contributes to the compound's reactivity, especially in electrophilic aromatic substitutions.
  • Applications in Synthesis: 3-Bromobenzonitrile is often utilized as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Its bromine and nitrile groups allow for further functionalization, making it a versatile building block in organic synthesis.
  • Role in Research: Due to its properties, 3-bromobenzonitrile has gained attention in material science and organic electronics. Researchers study its potential in creating novel materials, such as liquid crystals or polymers, due to its ability to impart specific electronic characteristics.
  • Environmental Considerations: As with many halogenated organic compounds, the use and disposal of 3-bromobenzonitrile raise environmental concerns. It's essential for researchers to consider safe handling practices and potential impacts when working with this compound.

In conclusion, 3-Bromobenzonitrile exemplifies the complex interplay of structure and function in organic chemistry. Its diverse applications and significance in both academic research and industrial processes make it a worthwhile subject of study.

Synonyms
3-BROMOBENZONITRILE
Benzonitrile, 3-bromo-
Benzonitrile, m-bromo-
EINECS 230-127-9
DTXSID00219771
mBromobenzonitrile
1Bromo3cyanobenzene
Benzonitrile, mbromo
Benzonitrile, 3bromo
Benzonitrile, 3bromo (9CI)
Benzonitrile, 3-bromo-(9CI)
DTXCID50142262
230-127-9
inchi=1/c7h4brn/c8-7-3-1-2-6(4-7)5-9/h1-4
stxavehfkaxgox-uhfffaoysa-n
un3439
6952-59-6
m-Bromobenzonitrile
3-cyanobromobenzene
1-Bromo-3-cyanobenzene
MFCD00001796
NSC 59731
NSC-59731
3-bromobenzenecarbonitrile
3-bromo benzonitrile
m-Brombenzonitril
3-brombenzonitrile
NSC59731
3-bromo-benzonitrile
3-bromobenzo-nitrile
3-bromobenzenenitrile
3-cyanophenyl bromide
3-Bromobenzonitrile, 99%
SCHEMBL99039
9M38AQC7J8
CHEMBL5268822
CK2134
STL168035
AKOS000304418
CS-W003968
FB11884
PS-3402
AC-26108
SY001539
DB-014257
B1227
NS00036874
EN300-36789
A21014
Z57899727
1-Bromo-3-cyanobenzene;Benzonitrile, 3-bromo-;Benzonitrile, m-bromo-