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2-Nitrothiophene

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Identification
Molecular formula
C4H3NO2S
CAS number
609-40-5
IUPAC name
2-nitrothiophene
State
State

At room temperature, 2-nitrothiophene is typically found in a liquid state but may crystallize as a solid depending on the ambient temperature.

Melting point (Celsius)
-3.50
Melting point (Kelvin)
269.65
Boiling point (Celsius)
227.00
Boiling point (Kelvin)
500.15
General information
Molecular weight
129.15g/mol
Molar mass
129.1450g/mol
Density
1.3430g/cm3
Appearence

2-Nitrothiophene is a yellow to yellow-orange liquid with a characteristic odor. It can appear as a pale yellow crystalline solid at lower temperatures.

Comment on solubility

Solubility of 2-nitrothiophene

2-nitrothiophene, with the chemical formula C4H3N1O2S, exhibits interesting solubility characteristics that are influenced by its structural components. The presence of both a nitro group and a heterocyclic thiophene ring plays a significant role in its interactions with solvents.

Solubility Characteristics:

  • Solvent Polarity: 2-nitrothiophene is primarily soluble in polar organic solvents such as ethanol, methanol, and acetonitrile. The nitro group's electronegative characteristics enhance solubility in polar environments.
  • Insolubility in Water: Due to the hydrophobic thiophene ring, 2-nitrothiophene has low solubility in water, which can be attributed to the repulsion of water molecules by the aromatic structure.
  • Hydrogen Bonding: The nitro group can engage in hydrogen bonding, which aids in the solubility of 2-nitrothiophene in solvents that can act as hydrogen bond donors.

Overall, the solubility profile of 2-nitrothiophene underscores the importance of molecular structure in determining how a compound interacts with various solvents. This knowledge is crucial for applications in organic synthesis and material science. As the compound's solubility depends on the solvent used, scientists often explore >a range of solvents to optimize conditions for reactions and purification processes.

Interesting facts

Interesting Facts About 2-Nitrothiophene

2-Nitrothiophene is a fascinating compound that belongs to the class of heterocyclic compounds. Here are some intriguing aspects of this chemical:

  • Heterocyclic Structure: The presence of sulfur in its five-membered ring makes 2-nitrothiophene a heterocycle, which is significant in the field of organic chemistry due to its unique properties and reactivity.
  • Applications in Synthesis: This compound is used as a precursor in the synthesis of various other chemicals, including pharmaceuticals and agrochemicals, illustrating its importance in industrial chemistry.
  • Reactivity: The nitro group in the para position enhances the electrophilic character of the thiophene ring, making it a suitable candidate for various electrophilic aromatic substitution reactions.
  • Role in Organic Electronics: Due to its electronic properties, 2-nitrothiophene finds application in the development of organic electronic devices, such as organic field-effect transistors (OFETs).

Additionally, as stated by chemists, "The incorporation of nitro groups into heterocycles not only enhances their reactivity but also opens up new pathways for compound functionality."

This highlights the versatility and significance of 2-nitrothiophene in both academic research and practical applications, making it a compound worth studying further!

Synonyms
2-NITROTHIOPHENE
609-40-5
Thiophene, 2-nitro-
NSC 5371
EINECS 210-190-9
AI3-16618
DTXSID9060570
DTXCID0042903
210-190-9
2-nitro-thiophene
MFCD00005425
2-Nitrothiophene (Technical Grade)
alpha-Nitrothiophene
NSC-5371
nitrothiophene
o-Nitrothiophene
2-Nitrothiofene
NSC5371
2-Nitrothiophene, tech.
WLN: T5SJ BNW
WW8M82QUP5
BIDD:GT0164
SCHEMBL136001
JIZRGGUCOQKGQD-UHFFFAOYSA-
STL282559
AKOS000268995
AC-4912
CS-W016550
FN15217
GS-6133
2-Nitrothiophene, 85%, technical grade
SY057576
DB-053752
N0407
NS00034502
EN300-17306
F13472
Q27452741
InChI=1/C4H3NO2S/c6-5(7)4-2-1-3-8-4/h1-3H