Skip to main content

Ethyl isocyanide

ADVERTISEMENT
Identification
Molecular formula
C2H5NC
CAS number
1072-97-5
IUPAC name
isocyanoethane
State
State

At room temperature, ethyl isocyanide exists as a liquid. It is often characterized by its high volatility and distinctive odor.

Melting point (Celsius)
-45.00
Melting point (Kelvin)
228.15
Boiling point (Celsius)
98.40
Boiling point (Kelvin)
371.55
General information
Molecular weight
57.08g/mol
Molar mass
57.0840g/mol
Density
0.7544g/cm3
Appearence

Ethyl isocyanide is a colorless liquid with a strong, pungent smell that is often described as offensive. The odor is typically reminiscent of isocyanides, which is distinctly different from more common cyanide compounds.

Comment on solubility

Solubility of Isocyanoethane

Isocyanoethane is an intriguing compound regarding its solubility properties. Typically, the solubility of organic compounds is influenced by their functional groups and molecular structure. In the case of isocyanoethane, the presence of the -N≡C functional group impacts its interactions with solvents.

Here are some key points about its solubility:

  • Polar Solvents: Isocyanoethane has a certain degree of polarity due to the isocyanide functional group, allowing it to dissolve in polar aprotic solvents such as dimethyl sulfoxide (DMSO) and acetonitrile.
  • Non-Polar Solvents: While it is less soluble in non-polar solvents, some solubility may still be observed due to the hydrocarbon part of the molecule.
  • Temperature Dependence: Solubility may vary significantly with temperature. An increase in temperature generally enhances solubility for many organic compounds, including isocyanoethane.
  • Solvent Interaction: The ability to form hydrogen bonds or participate in dipole-dipole interactions can also affect solubility, making it more soluble in solvents that can interact favorably.

Overall, the solubility of isocyanoethane is determined by a combination of its structural characteristics and the nature of the solvent used. As a general rule in organic chemistry, like dissolves like—that is, non-polar solvents mix well with non-polar compounds, while polar solvents favor polar compounds.

Interesting facts

Interesting Facts about Isocyanoethane

Isocyanoethane, also known as ethyl isocyanide, is a fascinating compound within the family of isocyanides. While it may not be as widely discussed as more common organic compounds, its unique properties and applications make it an interesting subject of study. Here are some compelling facts:

  • Unique Structure: Isocyanoethane features a distinctive functional group where the nitrogen atom is directly attached to a carbon atom in an isocyanide configuration. This makes it a derivative of isocyanic acid.
  • Reactive Nature: The isocyanide functional group is known for its high reactivity, particularly in nucleophilic addition reactions. This means it can be easily utilized in organic synthesis to form various chemical compounds.
  • Applications in Synthesis: Isocyanoethane finds its importance in the synthesis of a variety of organic molecules, including pharmaceuticals and agrochemicals. Its functionality allows for the introduction of isocyanide groups into larger molecules, which can lead to complex architectures.
  • Odor Profile: Be aware that compounds in the isocyanide category often have strong and unpleasant odors, which can pose challenges when handling them in the lab. Isocyanoethane is known for its notably pungent smell, akin to that of bitter almonds.
  • Insight in Reaction Mechanisms: Due to its unique reactivity, studying isocyanoethane can provide valuable insights into reaction mechanisms and organic chemistry principles, especially regarding nucleophiles and electrophiles.»

In research and teaching settings, isocyanoethane serves as an excellent example of how molecular structure influences chemical properties and reactivity. As a student or a scientist, exploring this compound can enrich your understanding of organic chemistry!

Synonyms
Ethyl isocyanide
Isocyanoethane
624-79-3
Ethane, isocyano-
Ethyl isonitrile
Ethylcarbylamine
Ethylisokyanid
Ethylkarbylamin
Ethylisokyanid [Czech]
Ethylkarbylamin [Czech]
Carbylamine, ethyl-
Ethylisonitrile
EINECS 210-863-7
DTXSID90977959
Ethyl isocyanide (8CI)
Carbylamine, ethyl
ethyl(methylidyne)azanium
Ethane, isocyano-(9CI)
DTXCID001405289
210-863-7
inchi=1/c3h5n/c1-3-4-2/h3h2,1h
BBL021349
MFCD01740118
STK894061
AKOS005144117
GS-0305
NS00043371
EN300-1854730