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2,3-Dimethoxybenzonitrile

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Identification
Molecular formula
C9H9NO2
CAS number
6628-76-0
IUPAC name
2,3-dimethoxybenzonitrile
State
State
At room temperature, 2,3-dimethoxybenzonitrile is a crystalline solid. It exhibits low solubility in water but is soluble in organic solvents such as ethanol and diethyl ether.
Melting point (Celsius)
38.00
Melting point (Kelvin)
311.15
Boiling point (Celsius)
272.50
Boiling point (Kelvin)
545.65
General information
Molecular weight
163.18g/mol
Molar mass
161.1750g/mol
Density
1.1145g/cm3
Appearence

2,3-Dimethoxybenzonitrile is an organic compound that typically appears as a white to slightly off-white crystalline solid. It may form needle-like crystals when recrystallized from certain solvents. The compound is relatively stable under normal conditions and should be handled carefully to avoid moisture absorption.

Comment on solubility

Solubility of 2,3-Dimethoxybenzonitrile

2,3-Dimethoxybenzonitrile is an interesting compound with unique solubility characteristics. Understanding its solubility can be crucial for various applications in chemical synthesis and material science.

Key Points about Solubility:

  • Solvent Compatibility: This compound shows varying solubility in different solvents. It is generally soluble in organic solvents such as ethyl acetate, methanol, and dimethyl sulfoxide (DMSO).
  • Aqueous Solubility: In contrast, 2,3-dimethoxybenzonitrile has poor solubility in water, primarily due to the presence of the nitrile group which can hinder hydrogen bonding with water molecules.
  • Influence of Substituents: The methoxy groups on the benzene ring can significantly impact its solubility by altering the polarity of the molecule.

It is often said that “like dissolves like,” and this is evident with 2,3-dimethoxybenzonitrile, as it readily dissolves in nonpolar to moderately polar organic solvents, yet struggles to integrate into polar environments such as water. This behavior is essential when considering its use in various chemical processes.

Overall, the solubility of 2,3-dimethoxybenzonitrile is a determinant factor in its utilization, and understanding these properties can facilitate its application in scientific research and industrial processes.

Interesting facts

Interesting Facts about 2,3-Dimethoxybenzonitrile

2,3-Dimethoxybenzonitrile is a fascinating organic compound that belongs to the class of benzonitriles, which are renowned for their versatility in various chemical reactions. Here are some interesting insights about this compound:

  • Structure and Substitution: The compound features two methoxy groups (-OCH3) attached to the benzene ring at the 2 and 3 positions. This substitution pattern plays a significant role in influencing its reactivity and interaction with other chemical species.
  • Applications in Organic Synthesis: 2,3-Dimethoxybenzonitrile serves as an important intermediate in organic synthesis. Its structure allows it to participate in various reactions, such as nucleophilic substitutions and coupling reactions, making it a valuable tool for chemists in developing complex organic molecules.
  • Role in Pharmaceuticals: Compounds like 2,3-dimethoxybenzonitrile are often explored for their potential pharmaceutical applications. The presence of nitrile groups in benzonitriles is associated with bioactivity, opening avenues for research into new drug formulations.
  • Behavior in Electrochemistry: The electrochemical properties of 2,3-dimethoxybenzonitrile can be intriguing to study. The presence of electron-donating methoxy groups modifies the electron density on the aromatic ring, which can affect its oxidation and reduction behavior.
  • Research and Innovation: As a chemical entity, this compound has been the subject of numerous research studies, aiming to explore its properties, potential transformations, and interactions with various reagents—highlighting its relevance in the field of chemistry.

In summary, 2,3-dimethoxybenzonitrile is not merely a chemical substance but a gateway to understanding complex reactions and developing new materials and pharmaceuticals. Its unique structural features and functional potential make it a captivating topic of study in organic chemistry.

Synonyms
2,3-Dimethoxybenzonitrile
5653-62-3
o-Veratronitrile
EINECS 227-097-4
G1TE317GHW
NSC 27018
BRN 2719631
NSC-27018
o-Veratronitrile (8CI)
227-097-4
BENZONITRILE, 2,3-DIMETHOXY-
MFCD00001784
3-cyanoveratrole
Benzonitrile,3-dimethoxy-
UNII-G1TE317GHW
2,3-dimethoxy benzonitrile
WLN: NCR BO1 CO1
SCHEMBL338999
LBXGBNHUNHWYRM-UHFFFAOYSA-
DTXSID10205089
2,3-Dimethoxybenzonitrile, 98%
NSC27018
CK2121
AKOS005151413
CS-W017920
FD29148
AC-26285
AS-18933
SY013939
DB-019767
D4853
NS00033539
EN300-107992
F0001-1481
InChI=1/C9H9NO2/c1-11-8-5-3-4-7(6-10)9(8)12-2/h3-5H,1-2H3