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tert-Butyl isocyanide

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Identification
Molecular formula
C5H9N
CAS number
7188-38-7
IUPAC name
2-isocyano-2-methyl-propane
State
State

The compound is a liquid at room temperature.

Melting point (Celsius)
-20.00
Melting point (Kelvin)
253.15
Boiling point (Celsius)
106.00
Boiling point (Kelvin)
379.15
General information
Molecular weight
83.13g/mol
Molar mass
83.1240g/mol
Density
0.7390g/cm3
Appearence

tert-Butyl isocyanide is a colorless to pale yellow liquid. It may have a strong, unpleasant odor that is often described as "fishy" or "like car exhaust."

Comment on solubility

Solubility of 2-Isocyano-2-methyl-propane

2-Isocyano-2-methyl-propane, known for its unique structural properties, tends to demonstrate noteworthy solubility characteristics. Generally, the solubility of this compound can be influenced by several factors:

  • Polarity: The presence of the isocyanide functional group contributes to overall polarity, allowing for interactions with various solvents.
  • Saturation: As a branched-chain compound, its saturated structure may promote solubility in non-polar organic solvents.
  • Temperature: Like many organic compounds, solubility is often temperature-dependent; increased temperatures may enhance solubility.

In water, 2-isocyano-2-methyl-propane exhibits limited solubility due to its hydrophobic characteristics, making it more compatible with organic solvents. For optimal applications, it would be advisable to utilize solvents such as:

  • Acetone
  • Ethanol
  • Dichloromethane

Understanding the solubility profile of 2-isocyano-2-methyl-propane is crucial for its effective application in chemical reactions and synthesis processes.

Interesting facts

Interesting Facts about 2-Isocyano-2-methyl-propane

2-Isocyano-2-methyl-propane is a fascinating organic compound with intriguing properties and applications. Here are some noteworthy aspects of this compound:

  • Functional Group Significance: The isocyanide functional group (-N≡C) is unique and distinguishes this compound from others. Isocyanides are known for their versatility in organic synthesis and are key intermediates in the formation of various compounds.
  • Chemical Behavior: 2-Isocyano-2-methyl-propane can participate in diverse chemical reactions, such as nucleophilic addition and cycloaddition reactions. Such reactivity showcases the diversity of organic transformations that can be leveraged in synthetic chemistry.
  • Historical Context: Isocyanides were first discovered in the early 19th century and their synthesis significantly contributed to the development of modern organic chemistry. The famous *"isocyanide test,"* discovered by Emil Fischer, is a classic reaction used to detect amines.
  • Applications: This compound can be used in the creation of pharmaceutical intermediates and agrochemicals. Furthermore, it opens the door to diverse applications in materials science, particularly in the development of polymers.
  • Safety Considerations: While isocyanides have useful properties, they are also known to be toxic and should be handled with care. The potential hazards emphasize the importance of proper safety protocols in a laboratory setting.

In conclusion, 2-isocyano-2-methyl-propane is an exceptional compound that stands out due to its unique functional group, diverse reactivity, and significant role in both organic synthesis and industrial applications. As scientists continue to explore this compound, new uses and insights are likely to emerge, paving the way for innovative solutions in chemistry.

Synonyms
tert-BUTYL ISOCYANIDE
2-Isocyano-2-methylpropane
tert-Butylisonitrile
t-Butylisonitrile
Propane, 2-isocyano-2-methyl-
t-Butyl isocyanide
2-Methyl-2-isocyanopropane
2-Methylpropyl isocyanide
EINECS 230-553-5
1,1-dimethylethyl isocyanide
NSC 141687
DTXSID60222145
tert-Bu-NC
DTXCID60144636
Propane, 2-isocyano-2-methyl-(9CI)
Propane, 2-isocyano-2-methyl-(VAN)
Propane, 2-isocyano-2-methyl-(VAN) (9CI)
230-553-5
(ch3)3cnc
faglepbreoxsac-uhfffaoysa-n
inchi=1/c5h9n/c1-5(2,3)6-4/h1-3h
7188-38-7
tert-butylisocyanide
t-butylisocyanide
TBIN
22S4Z857K3
NSC-141687
MFCD00000002
t-butyl isonitrile
1,1-Dimethylethyl Isocyanide; 1-tert-Butylisonitrile; 2-Isocyano-2-methylpropane; t-Butylisocyanide; t-Butylisonitrile; tert-Butylisonitrile
tert.butyl-isonitril
tert-butyl isonitrile
tert.-butylisonitrile
Propane, 2-isocyano-2-methyl- (VAN)
tert.-butyl-isonitrile
2-Isocyano-2-methylpropan
UNII-22S4Z857K3
WLN: NCX1&1&1
NSC141687
Propane, 2-isocyano-2-methyl- (VA
AKOS007930582
AKOS032950018
GS-0311
SB40464
DB-008701
B1274
EN300-300704
I11390
Q3266872