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3-Bromopropionitrile

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Identification
Molecular formula
C3H4BrN
CAS number
5332-05-6
IUPAC name
3-bromopropanenitrile
State
State

This compound is typically in a liquid state at room temperature due to its relatively low boiling point and moderate melting point for organic compounds.

Melting point (Celsius)
-60.00
Melting point (Kelvin)
213.15
Boiling point (Celsius)
165.00
Boiling point (Kelvin)
438.15
General information
Molecular weight
134.99g/mol
Molar mass
134.9850g/mol
Density
1.5170g/cm3
Appearence

3-Bromopropionitrile is typically a colorless to pale yellow liquid. It is clear and has a distinctive odor typical of organobromine compounds. Being a liquid makes it quite versatile in terms of its applications and handling in chemical syntheses.

Comment on solubility

Solubility of 3-bromopropanenitrile

3-bromopropanenitrile, with the chemical formula C3H6BrN, displays distinctive solubility properties that merit discussion. Understanding the solubility of this compound requires consideration of its molecular structure and functional groups. Here’s a breakdown of its solubility characteristics:

  • Polar Nature: The presence of the nitrile group (-C≡N) increases the overall polarity of the molecule, thus enhancing its solubility in polar solvents.
  • Solvent Compatibility: 3-bromopropanenitrile is more soluble in:
    • Water
    • Alcohols
    • Aqueous solutions of acids and bases
  • Limited Solubility in Nonpolar Solvents: Conversely, its solubility in nonpolar solvents, such as hexane or benzene, is significantly lesser due to the lack of polarity matching.
  • Hydrogen Bonding: While 3-bromopropanenitrile does not form hydrogen bonds as extensively as alcohols, its ability to interact with dipolar solvents plays a key role in promoting solubility.

In summary, the solubility of 3-bromopropanenitrile is primarily influenced by its polar characteristics, making it more compatible with polar solvents over nonpolar ones. This property has practical implications in applications requiring specific solvent interactions.

Interesting facts

Interesting Facts About 3-Bromopropanenitrile

3-Bromopropanenitrile is a fascinating compound that belongs to the class of aliphatic nitriles. As a chemical scientist, it offers an intriguing glimpse into the world of organic synthesis and functional group reactivity.

Key Characteristics

  • Versatile Intermediate: This compound is often utilized as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its reactivity makes it an essential building block in organic synthesis.
  • Electrophilic Nature: With the presence of both the bromine atom and the nitrile group, 3-bromopropanenitrile demonstrates distinct electrophilic characteristics, which can facilitate numerous reactions including nucleophilic substitutions.
  • Potential Applications: The compound can be further processed to lead to the formation of more complex molecules, making it valuable in the fields of medicinal chemistry and material science.

Safety Considerations

As with many chemical compounds, safety should always be a priority when working with 3-bromopropanenitrile. It is imperative to use appropriate personal protective equipment (PPE) and conduct experiments in a well-ventilated area to mitigate any potential risks.

Additional Insights

Did you know that the bromine atom in 3-bromopropanenitrile plays a significant role in increasing the electrophilicity of the molecule? As chemists often say, “The greater the electrophilicity, the more reactive the compound.” This trait opens up various pathways for further chemical transformation.

In summary, 3-bromopropanenitrile is not only an important compound in organic chemistry but also a symbol of the intricate connections found within molecular structures. Exploring such compounds deepens our understanding of chemical reactivity and enhances our ability to design new synthetic routes.

Synonyms
3-Bromopropionitrile
2417-90-5
Propanenitrile, 3-bromo-
3-Bromopropiononitrile
6EP8MS6M7U
NSC-8021
DTXSID0062397
1Bromo2cyanoethane
3bromopropanenitrile
2Bromoethyl cyanide
2Cyanoethyl bromide
betaBromopropionitrile
Propionitrile, 3bromo
Propanenitrile, 3bromo
Propionitrile, betabromo
DTXCID1037018
219-332-4
cqziedxclqooeh-uhfffaoysa-n
inchi=1/c3h4brn/c4-2-1-3-5/h1-2h
3-Bromopropanenitrile
2-Bromoethyl cyanide
2-Cyanoethyl bromide
beta-Bromopropionitrile
1-Bromo-2-cyanoethane
PROPIONITRILE, 3-BROMO-
USAF DO-51
NSC 8021
3-Bromo-propionitrile
.beta.-Bromopropionitrile
MFCD00001951
beta-Bromopriopionitrile
Propionitrile, beta-bromo-
EINECS 219-332-4
BRN 1738565
AI3-17851
NSC8021
3-bromopropanitrile
3-Bromopropionitril
3-bromopropanonitrile
3-bromoproprionitrile
3-bromo propionitrile
3-bromanylpropanenitrile
3-Bromopropanenitrile #
.beta.-Bromopriopionitrile
UNII-6EP8MS6M7U
WLN: NC2E
3-Bromopropionitrile, 97%
3-Bromopropionitrile, 99%
4-02-00-00766 (Beilstein Handbook Reference)
Propionitrile, .beta.-bromo-
SCHEMBL117800
BBL011566
STL146738
AKOS005206871
CS-W001262
BP-21229
FB142753
MS-20753
DB-050584
B1762
NS00027580
EN300-56972
A817130
F2190-0288