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3-Nitrobenzonitrile

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Identification
Molecular formula
C7H4N2O2
CAS number
619-24-9
IUPAC name
3-nitrobenzonitrile
State
State

At room temperature, 3-Nitrobenzonitrile is in a solid state, existing as pale yellow crystalline material. It is relatively stable but should be handled with care, as exposure to its dust or vapors can be irritating to the respiratory system.

Melting point (Celsius)
67.00
Melting point (Kelvin)
340.15
Boiling point (Celsius)
316.00
Boiling point (Kelvin)
589.15
General information
Molecular weight
148.12g/mol
Molar mass
148.1230g/mol
Density
1.3100g/cm3
Appearence

3-Nitrobenzonitrile appears as a pale yellow crystalline solid. These crystals may exhibit a slight to moderate yellow hue and have a distinct, aromatic odor typical of nitro compounds. They are generally very fine and can be prone to form dust during handling.

Comment on solubility

Solubility of 3-Nitrobenzonitrile

3-Nitrobenzonitrile (C7H4N2O2) showcases interesting solubility characteristics pertinent to its functional groups. Understanding its solubility behavior is beneficial when exploring applications and reactivity.

Solubility Characteristics:

  • Polar Nature: The presence of both the nitro group and the cyano group contributes to the overall polarity of the molecule, enhancing its solubility in polar solvents.
  • Common Solvents: 3-Nitrobenzonitrile is known to be soluble in organic solvents such as:
    • Dimethyl sulfoxide (DMSO)
    • Aqueous sodium hydroxide solutions
    • Acetone
  • Poor Solubility: Conversely, its solubility in non-polar solvents like hexane or benzene is minimal, demonstrating the importance of solvent polarity in dissolving this compound.

As a result, when working with 3-nitrobenzonitrile, it is important to consider both the solvent choice and temperature, as these factors can significantly influence solubility. Temperature variations can lead to increased solubilization, which is particularly vital in synthetic and analytical chemistry contexts.

Interesting facts

Interesting Facts about 3-Nitrobenzonitrile

3-Nitrobenzonitrile is a fascinating aromatic compound that has sparked interest across various fields of chemistry. Known for its unique structure and potential applications, this compound offers a wealth of knowledge for both researchers and students alike.

Key Characteristics

  • Aromaticity: The presence of a benzene ring in 3-nitrobenzonitrile contributes to its stability and unique reactivity patterns.
  • Nitrile Functional Group: The -C≡N group gives this compound distinct chemical properties and makes it useful in synthesizing other compounds.
  • Electrophilicity: The nitro group located at the meta position to the nitrile enhances the electrophilic character of the aromatic ring, making it a valuable intermediate in organic synthesis.

Applications

This compound plays a significant role in various applications, including:

  • Pharmaceuticals: 3-Nitrobenzonitrile is a key starting material in the synthesis of pharmaceuticals, particularly in the development of anti-cancer agents.
  • Agricultural Chemistry: It serves as an intermediate in the production of agrochemicals, highlighting its importance in crop protection.
  • Research Applications: Its properties have made it a subject of study in furthering the understanding of organic reaction mechanisms.

Fun Fact!

One particularly interesting fact about 3-nitrobenzonitrile is its potential for facilitating catalytic reactions in organic synthesis, especially in the presence of transition metals. It's intriguing how modifying one functional group can lead to profound changes in reactivity and application!

In conclusion, 3-nitrobenzonitrile is more than just a simple compound; it is a gateway to understanding complex chemical processes and contributes meaningfully to advancements in science and technology.

Synonyms
3-Nitrobenzonitrile
619-24-9
Benzonitrile, 3-nitro-
M-NITROBENZONITRILE
3-Cyanonitrobenzene
m-Cyanonitrobenzene
Benzonitrile, m-nitro-
CCRIS 2327
NSC 5382
EINECS 210-587-7
AI3-16310
DTXSID5060697
mCyanonitrobenzene
mNitrobenzonitrile
3Cyanonitrobenzene
Benzonitrile, mnitro
Benzonitrile, 3nitro
DTXCID2043169
210-587-7
inchi=1/c7h4n2o2/c8-5-6-2-1-3-7(4-6)9(10)11/h1-4
12402-46-9
3-cyano-1-nitrobenzene
3-Nitro-benzonitrile
MFCD00007194
NSC-5382
Benzonitrile, 3-nitro-, radical ion(1-) (9CI)
3-nitrobenzenecarbonitrile
3-nitrobenzonitril
m-Nitrocyanobenzene
3-cyanonitrobenzene-
WLN: WNR CCN
JDN9Z8WU2R
3-Nitrobenzonitrile, 98%
META-CYANONITROBENZENE
SCHEMBL57152
CHEMBL57012
NSC5382
STK260893
AKOS000304441
FN16368
PS-4576
UPCMLD0ENAT5345030:001
AC-10299
SY008007
DB-054024
CS-0059137
N0170
NS00034847
EN300-18272
D73176
A833486
AC-907/25014352
Q63399425
Z57756579