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Methyl 4-aminobenzoate

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Identification
Molecular formula
C8H9NO2
CAS number
619-45-4
IUPAC name
methyl 4-aminobenzoate
State
State

At room temperature, methyl 4-aminobenzoate exists as a solid crystalline compound.

Melting point (Celsius)
90.50
Melting point (Kelvin)
363.65
Boiling point (Celsius)
281.00
Boiling point (Kelvin)
554.00
General information
Molecular weight
151.16g/mol
Molar mass
151.1640g/mol
Density
1.1780g/cm3
Appearence

Methyl 4-aminobenzoate is a white to light beige crystalline powder. It is relatively stable under standard conditions and has a subtle characteristic aromatic odor typical of esters and aromatic amines.

Comment on solubility

Solubility of Methyl 4-Aminobenzoate

Methyl 4-aminobenzoate, also known as methyl paraben amino benzoate, is a compound that exhibits interesting solubility characteristics. Understanding its solubility is crucial for various applications, particularly in pharmaceuticals and organic synthesis.

Key Solubility Aspects:

  • Solvent Interaction: Methyl 4-aminobenzoate is primarily soluble in polar organic solvents, such as ethanol and methanol.
  • Water Solubility: Its solubility in water is relatively low due to the hydrophobic alkyl group, with solubility rates typically in the range of 0.1-0.5 g/100 mL at room temperature.
  • pH Dependence: The solubility can increase in basic solutions, as the amino group can become protonated and interact favorably with water molecules.
  • Temperature Influence: As with many organic compounds, an increase in temperature tends to enhance its solubility in solvents, making it easier to dissolve at higher temperatures.

In summary, the solubility of methyl 4-aminobenzoate is dictated by its chemical structure and the nature of the solvent. This compound exemplifies how molecular interactions significantly influence the ability to dissolve in various media. As with any substance, the practical use of methyl 4-aminobenzoate will depend on the specific conditions of its application.

Interesting facts

Interesting Facts about Methyl 4-Aminobenzoate

Methyl 4-aminobenzoate, commonly known as methyl para-aminobenzoate, is a fascinating compound renowned for its versatile applications in various fields of science and industry. Here are some intriguing aspects of this compound:

  • Analgesic Properties: Methyl 4-aminobenzoate is often used in topical formulations as a local anesthetic. It works by blocking nerve signals in the body, providing pain relief for conditions like sunburn or minor skin irritations.
  • Chemical Versatility: This compound serves as an important intermediate in the synthesis of various aromatic compounds, paving the way for more complex chemical structures including dyes and pharmaceuticals.
  • Derivative of Aminobenzoic Acid: It is a derivative of p-aminobenzoic acid, which is often found in Vitamin B complex. This connection adds to its relevance in organic chemistry and biochemistry.
  • Utilization in Cosmetics: Due to its UV-absorbing properties, methyl 4-aminobenzoate can be found in sunscreen products, helping protect the skin from harmful UV radiation.
  • Historical Significance: The compound has been a part of research and application dating back to the early 20th century, highlighting its long-standing importance in both medicinal and industrial chemistry.

As a compound that intersects various disciplines, methyl 4-aminobenzoate exemplifies the dynamic nature of chemical compounds in improving quality of life and advancing scientific knowledge. Its multifaceted uses underline the innovations that arise from fundamental chemical research.

Synonyms
Methyl 4-aminobenzoate
619-45-4
4-Aminobenzoic acid methyl ester
Benzoic acid, 4-amino-, methyl ester
4-Carbomethoxyaniline
4-(Methoxycarbonyl)aniline
Methyl aniline-4-carboxylate
p-(Methoxycarbonyl)aniline
p-Aminobenzoic acid methyl ester
4-(Carbomethoxyl)aniline
Benzoic acid, p-amino-, methyl ester
NSC 3783
AI3-02437
EINECS 210-598-7
BRN 0775913
DTXSID7060704
4-14-00-01128 (Beilstein Handbook Reference)
DTXCID1043176
210-598-7
inchi=1/c8h9no2/c1-11-8(10)6-2-4-7(9)5-3-6/h2-5h,9h2,1h
METHYL P-AMINOBENZOATE
MFCD00007891
METHYL-4-AMINOBENZOATE
4-(Carbomethoxy)aniline
4-amino-benzoic acid methyl ester
NSC-3783
Methyl4-aminobenzoate
aniline, 4-methoxycarbonyl-
4-amino methyl benzoate
methyl 4aminobenzoate
methyl-p-aminobenzoate
4-carbomethoxy aniline
4-methoxycarbonylaniline
methyl-4-amino-benzoate
Methyl 4-amino-benzoate
4-aminobenzoic methyl ester
ghl.PD_Mitscher_leg0.22
GC4GA4E73E
SCHEMBL42732
Methyl 4-aminobenzoate, 98%
methyl 4-aminobenzenecarboxylate
CHEMBL1927048
4-amino-benzoic acid methylester
NSC3783
4-amino benzoic acid methyl ester
p-Aminobenzoic acid, methyl ester
HMS1732M08
BCP25649
Methyl ester of p-Aminobenzoic acid
Methyl ester of 4-aminobenzoic acid
STK397390
AKOS000119024
CS-W009283
FM71606
SY017810
TS-01993
DB-013432
A0510
NS00003048
EN300-16169
10.14272/LZXXNPOYQCLXRS-UHFFFAOYSA-N.1
AE-848/32195053
doi:10.14272/LZXXNPOYQCLXRS-UHFFFAOYSA-N.1
Q63409584
Z54178705
F3377-0763