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4-Pentenenitrile

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Identification
Molecular formula
C5H7N
CAS number
13284-42-9
IUPAC name
pent-4-enenitrile
State
State

At room temperature, 4-Pentenenitrile exists as a liquid. It is slightly volatile and has a relatively low viscosity. Due to its liquid state, it is often used in industry and research environments that require liquid organic nitriles.

Melting point (Celsius)
-70.00
Melting point (Kelvin)
203.15
Boiling point (Celsius)
141.80
Boiling point (Kelvin)
414.95
General information
Molecular weight
81.12g/mol
Molar mass
81.1240g/mol
Density
0.8123g/cm3
Appearence

4-Pentenenitrile is a clear, colorless to light yellow liquid. It is known to have a pungent odor that is pungent and slightly sweet, typical for many nitriles. The liquid is volatile and should be handled with care to avoid inhalation and contact with skin or eyes. It may form hazardous mixtures with air or other chemicals if not handled properly.

Comment on solubility

Solubility of Pent-4-enenitrile

Pent-4-enenitrile, with the chemical formula C5H7N, displays interesting solubility characteristics that are primarily influenced by its molecular structure.

Due to the presence of a nitrile functional group (-C≡N) and its unsaturated alkene structure, pent-4-enenitrile exhibits the following solubility properties:

  • Polar nature: The nitrile group contributes to the polarity of the molecule, enhancing its solubility in polar solvents.
  • Solubility in water: While pent-4-enenitrile is not highly soluble in water, it does show some degree of miscibility, particularly under conditions of increased temperature.
  • Solubility in organic solvents: It is more soluble in organic solvents such as ethanol, acetone, and chloroform, due to its hydrophobic alkene tail.

In summary, pent-4-enenitrile's solubility profile reflects its unique structure, making it more soluble in polar organic solvents compared to water. As emphasized, understanding the solubility of such compounds is crucial for their application in various chemical processes.

Interesting facts

Facts About Pent-4-enenitrile

Pent-4-enenitrile is a fascinating compound that belongs to the family of nitriles. It showcases a significant backbone of carbon and a functional group that defines its chemical behavior. Here are some notable aspects of this compound:

  • Structure and Isomerism: Pent-4-enenitrile features a carbon chain of five carbon atoms with a double bond located at the fourth carbon. This structure contributes to its properties and reactivity, making it an interesting subject for studying alkene behavior in nitriles.
  • Synthesis: This compound can be synthesized through various methods, including dehydration of unsaturated carboxylic acids or via the reaction of appropriate alkyl halides with sodium cyanide. This versatility makes it appealing in organic synthesis.
  • Reactivity: Being an α,β-unsaturated nitrile, pent-4-enenitrile is known for its ability to undergo various chemical reactions such as nucleophilic addition and conjugate addition. Its reactivity profile allows chemists to explore numerous derivatives and related compounds.
  • Applications: Pent-4-enenitrile is valuable in the production of various chemicals, including pharmaceuticals and agrochemicals. Its derivatives find uses in the synthesis of polymers and as precursors in organic reactions.
  • Biological Significance: Some nitriles exhibit biological activity. While specific studies on pent-4-enenitrile are limited, the nitrile group is generally known to participate in interactions with biological molecules, which could have implications in medicinal chemistry.

In summary, pent-4-enenitrile represents a blend of structure, reactivity, and potential applications that make it a compound of interest for further study in both academic and industrial contexts. As the field of organic chemistry evolves, the unique properties of compounds like this one continue to open doors for innovative discoveries.

Synonyms
4-PENTENENITRILE
pent-4-enenitrile
592-51-8
Allylacetonitrile
4-Pentenonitrile
3-Butenyl cyanide
1-Cyano-3-butene
4-Cyano-1-butene
Allylmethyl cyanide
4-Pentenoic acid, nitrile
HSDB 5709
EINECS 209-762-0
DTXSID0027228
89HYM37372
DTXCID907228
4-PENTENENITRILE [HSDB]
4Pentenonitrile
4 pentenenitrile
4Cyano1butene
3Butenyl cyanide
4Pentenoic acid, nitrile
MFCD00151259
UNII-89HYM37372
4-cyano-butene
4-Pentenenitrile, 97%
CHEMBL1595985
CFEYBLWMNFZOPB-UHFFFAOYSA-
Tox21_201124
BBL100738
GEO-02090
STL554532
AKOS005255308
NCGC00091813-01
NCGC00091813-02
NCGC00258676-01
CAS-592-51-8
SY050622
NS00034116
P1207
C16042
EN300-222146
Q27270043
Z1219746591
InChI=1/C5H7N/c1-2-3-4-5-6/h2H,1,3-4H2