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Methyl 4-nitrobenzoate

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Identification
Molecular formula
C8H7NO4
CAS number
619-50-1
IUPAC name
methyl 4-nitrobenzoate
State
State

At room temperature, methyl 4-nitrobenzoate is in a solid state. It usually appears as a pale yellow crystalline substance.

Melting point (Celsius)
94.00
Melting point (Kelvin)
367.15
Boiling point (Celsius)
279.00
Boiling point (Kelvin)
552.15
General information
Molecular weight
181.15g/mol
Molar mass
181.1470g/mol
Density
1.3420g/cm3
Appearence

Methyl 4-nitrobenzoate typically appears as a pale yellow crystalline powder. It can also be observed as a slightly yellow solid with a faint pleasant odor.

Comment on solubility

Solubility of Methyl 4-Nitrobenzoate

Methyl 4-nitrobenzoate, with the chemical formula C8H9NO3, exhibits unique solubility characteristics that are relevant for its applications in organic chemistry. Understanding its solubility helps in predicting its behavior in various solvents.

Solubility Trends

The solubility of methyl 4-nitrobenzoate can be described as follows:

  • Polar Solvents: It shows moderate solubility in polar solvents such as methanol and ethanol due to the presence of the nitro group, which can engage in hydrogen bonding.
  • Non-Polar Solvents: It is also soluble in non-polar solvents like hexane, given its aromatic structure, which allows for favorable interactions with such solvents.
  • Aqueous Solutions: However, it is poorly soluble in water due to its hydrophobic aromatic ring and limited interaction with water molecules.

According to solubility rules, the presence of functional groups plays a crucial role. In the case of methyl 4-nitrobenzoate:

  • The -NO2 group increases the polarity of the molecule, enhancing solubility in polar media.
  • The -C6H4 component tends to favor non-polar interactions.

In summary, the solubility profile of methyl 4-nitrobenzoate is characterized by:

  • Moderate solubility in polar solvents
  • Good solubility in non-polar solvents
  • Poor solubility in water

This versatility in solubility makes methyl 4-nitrobenzoate a valuable compound for reactions requiring various solvent systems. Hence, when working with this compound, it’s essential to select the appropriate solvent to optimize dissolving characteristics.

Interesting facts

Interesting Facts About Methyl 4-nitrobenzoate

Methyl 4-nitrobenzoate is a fascinating compound, primarily utilized for its applications in organic synthesis and its role in various chemical reactions. Here are some engaging aspects to consider:

  • Common Uses: Methyl 4-nitrobenzoate is frequently used as a building block in the synthesis of pharmaceuticals and agrochemicals. Its derivatives play a vital role in the production of other important chemicals.
  • Functional Groups: This compound contains both ester and nitro functional groups, which significantly influence its reactivity. The nitro group is known for its electron-withdrawing properties, making the compound a useful intermediate in electrophilic aromatic substitution reactions.
  • Applications in Research: Methyl 4-nitrobenzoate is often employed in studies aimed at understanding reaction mechanisms and exploring the properties of nitro compounds. Its reactivity can produce various substitution products, making it ideal for educational purposes in organic chemistry laboratories.
  • Environmental Significance: As a nitro compound, methyl 4-nitrobenzoate has garnered attention due to its potential environmental impact. Understanding its behavior in biological and ecological contexts is vital for assessing its safety and sustainability.
  • Safety Precautions: When handling this compound, scientists emphasize the need for proper safety protocols due to its potential toxicity. Using gloves, goggles, and working in a well-ventilated area is recommended.

In conclusion, methyl 4-nitrobenzoate exemplifies the intersection of functionality and application in the realm of organic chemistry. Its role as a versatile intermediate and the richness of its chemical behavior make it a compound of significant interest for both students and seasoned chemists alike.


Synonyms
Methyl 4-nitrobenzoate
METHYL P-NITROBENZOATE
Benzoic acid, 4-nitro-, methyl ester
p-Carbomethoxynitrobenzene
Methyl-p-nitrobenzoate
Methyl-4-nitrobenzoate
UNII-NMN8CTH864
NSC 4137
EINECS 210-599-2
NMN8CTH864
DTXSID3022085
AI3-02241
Methyl para-nitrobenzoate
NSC-4137
DTXCID602085
4-METHOXYCARBONYLNITROBENZENE
Methyl ester of 4-Nitrobenzoic acid
inchi=1/c8h7no4/c1-13-8(10)6-2-4-7(5-3-6)9(11)12/h2-5h,1h
yojahjgbfdpsdi-uhfffaoysa-n
619-50-1
p-Nitrobenzoic acid methyl ester
Benzoic acid, p-nitro-, methyl ester
4-Nitrobenzoic acid methyl ester
4-nitro-benzoic acid methyl ester
MFCD00007350
Methyl4-nitrobenzoate
Methyl p-nitro benzoate
WLN: WNR DVO1
SCHEMBL306161
CHEMBL3560114
NSC4137
Methyl 4-nitrobenzoate, >=99%
Tox21_303702
STK397387
AKOS000496631
CS-W016003
FM71098
NCGC00356938-01
AS-11857
CAS-619-50-1
SY078767
Methyl 4-nitrobenzoate, >=99.0% (GC)
DB-054029
N0159
NS00034863
EN300-15498
F21274
AB-131/40897075
Q27284957
Z19757043