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4-Bromobutanenitrile

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Identification
Molecular formula
C4H6BrN
CAS number
5332-05-6
IUPAC name
4-bromobutanenitrile
State
State
4-Bromobutanenitrile is a liquid at room temperature.
Melting point (Celsius)
-35.00
Melting point (Kelvin)
238.15
Boiling point (Celsius)
196.50
Boiling point (Kelvin)
469.65
General information
Molecular weight
148.99g/mol
Molar mass
148.9910g/mol
Density
1.4810g/cm3
Appearence

4-Bromobutanenitrile appears as a clear, colorless to slightly yellow liquid. It is a volatile organic compound that may emit a characteristic odor similar to that of other brominated nitriles.

Comment on solubility

Solubility of 4-bromobutanenitrile

4-bromobutanenitrile, with the chemical formula C4H6BrN, exhibits notable solubility characteristics that are important to consider in various applications.

This compound is generally described as being:

  • Soluble in organic solvents: It dissolves readily in non-polar and polar organic solvents such as ethanol, acetone, and ether.
  • Poorly soluble in water: Due to its hydrophobic bromobutane structure, 4-bromobutanenitrile has limited solubility in aqueous environments.

Understanding the solubility of 4-bromobutanenitrile is crucial for its use in organic synthesis and industrial processes. As the saying goes, "Like dissolves like," meaning that polar compounds tend to dissolve better in polar solvents, whereas non-polar compounds interact more favorably with non-polar solvents. This principle helps in predicting the behavior of 4-bromobutanenitrile in different chemical environments.

In summary, while 4-bromobutanenitrile is solvent-friendly in organic media, it poses challenges for solubility in water, making it essential to select the appropriate solvent for any practical application involving this compound.

Interesting facts

Interesting Facts About 4-Bromobutanenitrile

4-Bromobutanenitrile is an organic compound that falls into the category of haloalkanes and nitriles. It is often utilized in various chemical syntheses and has garnered attention for its interesting properties and applications.

Chemical Structure and Properties

This compound features a bromine atom and a nitrile group attached to a four-carbon alkyl chain. The presence of the bromine atom adds electrophilic characteristics, which can significantly influence the reactivity of the compound:

  • Polarity: The nitrile group contributes to the overall polarity of the molecule.
  • Reactivity: The bromine atom can participate in substitution reactions, making it a key player in organic synthesis.

Applications in Organic Chemistry

Due to its reactivity, 4-bromobutanenitrile serves as an essential intermediate in the synthesis of various pharmaceuticals and agrochemicals. Some key applications include:

  • Synthesis of Amines: It can be converted into amines through nucleophilic substitution reactions.
  • Building Block: Used in creating more complex organic compounds in medicinal chemistry.

Safety and Handling

Like many halogenated compounds, 4-bromobutanenitrile requires careful handling. Proper safety precautions should always be exercised:

  • Use of PPE: Personal protective equipment such as gloves and goggles is essential.
  • Ventilation: Work in a fume hood to avoid inhalation of vapors.

In conclusion, 4-bromobutanenitrile is not only a valuable compound in the toolkit of synthetic chemists, but it also exemplifies the fascinating interplay between structure and reactivity in organic chemistry. Its versatility ensures it remains a compound of interest in ongoing research and applications.

Synonyms
4-Bromobutyronitrile
4-Bromobutanenitrile
5332-06-9
Butanenitrile, 4-bromo-
ZL4S2TPT2V
NSC-3972
DTXSID5063786
DTXCID1041398
cqpgddakttwvdd-uhfffaoysa-n
inchi=1/c4h6brn/c5-3-1-2-4-6/h1-3h
3-Bromopropyl cyanide
3-Cyanopropyl bromide
1253-67-4
BUTYRONITRILE, 4-BROMO-
gamma-Bromobutyronitrile
1-Bromo-3-cyanopropane
USAF DO-6
MFCD00001971
4-bromo-butyronitrile
NSC 3972
.gamma.-Bromobutyronitrile
C4H6BrN
Trimethylene Bromocyanide
NSC3972
4-Bromobutannitrile
4-bromobutanonitrile
EINECS 226-236-6
BRN 0956577
AI3-52296
UNII-ZL4S2TPT2V
WLN: NC3E
4-Bromobutyronitrile, 97%
SCHEMBL129963
AKOS009157109
CS-W004123
CS-17314
SY012834
DB-027022
B0565
NS00032714
EN300-107148
4-02-00-00836 (Beilstein Handbook Reference)
F0001-1378