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Methyl 4-chlorobenzoate

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Identification
Molecular formula
C8H7ClO2
CAS number
1126-46-1
IUPAC name
methyl 4-chlorobenzoate
State
State

At room temperature, methyl 4-chlorobenzoate is a solid. It does not exhibit any gaseous form under standard conditions and is usually handled as a solid compound.

Melting point (Celsius)
37.50
Melting point (Kelvin)
310.65
Boiling point (Celsius)
243.00
Boiling point (Kelvin)
516.15
General information
Molecular weight
170.59g/mol
Molar mass
170.5910g/mol
Density
1.2130g/cm3
Appearence
Methyl 4-chlorobenzoate is typically a white to beige crystalline solid. Its physical form can range from fine powders to small crystalline granules.
Comment on solubility

Solubility of Methyl 4-Chlorobenzoate

Methyl 4-chlorobenzoate, with the chemical formula C8H8ClO2, exhibits a specific solubility profile that is influenced by various factors, including its molecular structure and functional groups. Understanding its solubility is crucial for applications in organic synthesis and formulation sciences.

Here are some key points regarding the solubility of methyl 4-chlorobenzoate:

  • Solvent Compatibility: This compound is generally considered to be moderately soluble in organic solvents such as ethanol, ether, and chloroform, but insoluble in water. This is primarily due to its non-polar aromatic structure.
  • Temperature Influence: Like many organic compounds, its solubility can increase with temperature, making higher temperatures favorable for dissolving this ester in organic solvents.
  • pH Sensitivity: The solubility might also be affected by the pH of the solution, particularly if there are acidic or basic conditions that could lead to hydrolysis of the ester group, potentially forming free acids or alcohols.
  • Hydrophobic Characteristics: Being a chlorinated compound, methyl 4-chlorobenzoate is largely hydrophobic, which limits its miscibility with polar solvents like water.

In conclusion, the solubility of methyl 4-chlorobenzoate is a nuanced aspect defined by its molecular makeup and the surrounding environment. As with many esters, it flourishes in non-polar, organic environments, while it tends to resist integration into polar aqueous solutions. To quote a common saying in chemistry, “like dissolves like,” which perfectly encapsulates the solubility behavior of this compound.

Interesting facts

Interesting Facts About Methyl 4-Chlorobenzoate

Methyl 4-chlorobenzoate is a fascinating organic compound that provides significant insights into both the realm of chemistry and its practical applications. Here are some intriguing elements regarding this chemical:

  • Rating in Organic Chemistry: This compound is an ester derived from the reaction of 4-chlorobenzoic acid with methanol. Esters like methyl 4-chlorobenzoate are widely studied for their characteristic pleasant fragrances and are often used in the manufacturing of perfumes and flavorings.
  • Role in Synthesis: Methyl 4-chlorobenzoate serves as an important intermediate in organic synthesis. It can be utilized to produce various functionalized compounds that further expand the library of organic molecules, playing a critical role in pharmaceuticals and agrochemicals.
  • Electrophilic Aromatic Substitution: This compound demonstrates interesting reactivity patterns, primarily through electrophilic aromatic substitution reactions. The presence of the chloro group ensures that the compound can act as both an electrophile and a nucleophile in numerous chemical reactions.
  • Environmental Insights: While esters are often considered less toxic than other organic compounds, understanding their environmental impact is crucial. Methyl 4-chlorobenzoate undergoes biodegradation, which is an essential factor when assessing its ecological footprint.
  • Research Potential: Ongoing research has identified methyl 4-chlorobenzoate as a compound of interest in drug discovery. Its structural attributes may inspire novel approaches in developing therapies that target various diseases.

In conclusion, methyl 4-chlorobenzoate embodies the complexity and versatility of organic compounds, showcasing both its functional relevance and its role in broader scientific discussions. As scientists continue to explore its properties and reactions, this compound remains a crucial subject of study in the dynamic field of chemistry.

Synonyms
Methyl 4-chlorobenzoate
1126-46-1
4-Chlorobenzoic acid methyl ester
METHYL P-CHLOROBENZOATE
Benzoic acid, 4-chloro-, methyl ester
NSC 8366
Benzoic acid, p-chloro-, methyl ester
p-chlorobenzoic acid methyl ester
EINECS 214-420-9
UNII-M0U80J80VA
M0U80J80VA
AI3-23578
methyl-p-chlorobenzoate
NSC-8366
DTXSID5022148
4-CARBOMETHOXYPHENYL CHLORIDE
Methyl ester of p-chlorobenzoic acid
4-(METHOXYCARBONYL)CHLOROBENZENE
5-CHLORO-2-BENZOIC ACID METHYL ESTER
DTXCID802148
Benzoic acid, p-chloro-, methyl ester (8CI)
214-420-9
inchi=1/c8h7clo2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5h,1h
lxnfvvdccwuukc-uhfffaoysa-n
4-chloro-benzoic acid methyl ester
MFCD00000621
Benzoic acid, p-chloro-, methyl ester (6CI,7CI,8CI); 4-(Methoxycarbonyl)chlorobenzene
METHYL4-CHLOROBENZOATE
methyl-4-chlorobenzoate
methyl 4-chloro-benzoate
SCHEMBL196916
Methyl 4-chlorobenzoate, 99%
SCHEMBL12305233
NSC8366
CS-B1786
STR00479
CS0099
STL453399
AKOS005158492
Benzoic acid,4-chloro-, methyl ester
FM31826
SY017140
DB-041108
C1625
NS00023651
D71020
EN300-127341
Q27283319
F0001-0275