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1-Chloro-4-methoxy-2-nitrobenzene

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Identification
Molecular formula
C7H6ClNO3
CAS number
697-64-5
IUPAC name
1-chloro-4-methoxy-2-nitro-benzene
State
State
At room temperature, 1-Chloro-4-methoxy-2-nitrobenzene is generally in a solid state. The compound forms crystals that are stable under standard conditions.
Melting point (Celsius)
38.00
Melting point (Kelvin)
311.15
Boiling point (Celsius)
263.00
Boiling point (Kelvin)
536.15
General information
Molecular weight
187.58g/mol
Molar mass
187.5800g/mol
Density
1.3630g/cm3
Appearence

1-Chloro-4-methoxy-2-nitrobenzene is typically a pale yellow crystalline solid. Its crystallinity is evident when seen in pure form, and the color can vary slightly depending on the sample's purity.

Comment on solubility

Solubility of 1-chloro-4-methoxy-2-nitro-benzene (C7H6ClNO3)

The solubility of 1-chloro-4-methoxy-2-nitro-benzene in various solvents is interesting and exhibits several key characteristics:

  • Polar solvents: This compound shows limited solubility due to the presence of a non-polar aromatic ring.
  • Non-polar solvents: It is more soluble in organic solvents like ethanol and chloroform, which can better interact with the compound's hydrophobic characteristics.
  • Water solubility: It has very low solubility in water owing to its structural components, making it practically insoluble in aqueous environments.

In summary, 1-chloro-4-methoxy-2-nitro-benzene's solubility is influenced by:

  1. **The polarity of the solvent** – polar solvents lead to poor solubilization.
  2. **The alkyl substituent** present, which enhances solubility in non-polar solvents.
  3. **Hydrophobic interactions**, critically determining compatibility with various solvents.

This highlights the importance of selecting the appropriate solvent for potential applications involving 1-chloro-4-methoxy-2-nitro-benzene.

Interesting facts

Interesting Facts about 1-chloro-4-methoxy-2-nitro-benzene

1-chloro-4-methoxy-2-nitro-benzene, often abbreviated as CMNB, is a fascinating compound that offers insights into the world of aromatic chemistry and nitrobenzene derivatives.

Chemical Structure and Properties

This compound features a benzene ring substituted with three distinct groups:

  • Chloro group: An electronegative chlorine atom that can influence reactivity and solubility.
  • Methoxy group: A –OCH3 group that enhances the compound's potential to participate in various chemical reactions, particularly electrophilic aromatic substitutions.
  • Nitro group: The –NO2 group is known for its ability to act as a strong electron-withdrawing group, making the aromatic ring more reactive.

Applications and Significance

1-chloro-4-methoxy-2-nitro-benzene holds several important applications:

  • Research: This compound is often used in synthesis to develop more complex organic molecules.
  • Agriculture: Certain derivatives of nitrobenzene compounds have been studied for their potential use in agricultural chemistry.
  • Pharmaceuticals: Compounds with similar structures are frequently investigated for their medicinal properties, particularly as targets in drug design.

Interesting Reactions

The presence of both electron-donating and electron-withdrawing groups on the benzene ring allows for intriguing reactivity patterns:

  • Nucleophilic aromatic substitution: The nitro group can activate the ring for substitution reactions, making this compound a potential precursor to various functionalized products.
  • Reduction Reactions: The nitro group might undergo reduction to amine derivatives, a key transformation in organic synthesis.

In summary, 1-chloro-4-methoxy-2-nitro-benzene is not only a noteworthy compound due to its unique functional groups but also due to its relevance in various fields of chemical research. Its versatility in reactions and applications continues to pique the interest of chemists around the globe.

Synonyms
4-Chloro-3-nitroanisole
1-Chloro-4-methoxy-2-nitrobenzene
Benzene, 1-chloro-4-methoxy-2-nitro-
Benzene, 1-chloro-4-methoxy-2-nitro-(9CI)
233-674-1
10298-80-3
2-Chloro-5-methoxynitrobenzene
ANISOLE, 4-CHLORO-3-NITRO-
1-Chloro-4-methoxy-2-nitro-Benzene
MFCD00007077
NSC-47339
EINECS 233-674-1
NSC 47339
BRN 0640872
NSC 47339; 1-Chloro-4-methoxy-2-nitrobenzene; 2-Nitro-4-methoxychlorobenzene
NSC47339
4-chloro-3-nitroanisol
4-chloro-3-nitro-anisole
WLN: WNR BG EO1
3UJ5FB5WT5
4-06-00-01352 (Beilstein Handbook Reference)
SCHEMBL541479
4-Chloro-3-nitroanisole, 98%
DTXSID80145600
BBL000390
SBB065038
STK802942
AKOS000114112
CS-W001190
PS-5413
AC-25980
SY008115
DB-023680
C1225
NS00023199
ST45053767
EN300-16633