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Benzocaine

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Identification
Molecular formula
C9H11NO2
CAS number
94-09-7
IUPAC name
ethyl 3-aminobenzoate
State
State

At room temperature, Benzocaine is in a solid state. It is often used as a local anesthetic in creams and gels, appearing as a fine powder when isolated.

Melting point (Celsius)
88.00
Melting point (Kelvin)
361.15
Boiling point (Celsius)
310.30
Boiling point (Kelvin)
583.45
General information
Molecular weight
165.19g/mol
Molar mass
165.1890g/mol
Density
1.1701g/cm3
Appearence

Benzocaine appears as a white, crystalline powder. It is typically odorless and is characterized by its slightly bitter taste. The compound may also be found in solid form as granules.

Comment on solubility

Solubility of Ethyl 3-Aminobenzoate

Ethyl 3-aminobenzoate, with its intriguing structure, exhibits notable solubility properties that are influenced by its functional groups. This compound can generally be summarized as follows:

  • Solvent Compatibility: Ethyl 3-aminobenzoate is primarily soluble in organic solvents due to its ether and amine functionalities. It shows good solubility in non-polar to moderately polar organic solvents such as ethanol, methanol, and chloroform.
  • Polar vs. Non-Polar: The presence of the -NH₂ (amine) group enhances its ability to form hydrogen bonds, which increases solubility in polar solvents. However, the ethyl group contributes hydrophobic characteristics, which can inhibit solubility in highly polar solvents like water.
  • Practical Implications: In practical applications, this solubility profile makes ethyl 3-aminobenzoate a versatile compound in organic synthesis, allowing it to participate effectively in various chemical reactions.

Overall, while ethyl 3-aminobenzoate is not highly soluble in water, its affinity for organic solvents with varying polarity makes it a valuable compound in organic chemistry. As the saying goes, “Like dissolves like”—and this principle is key to understanding the solubility aspects of ethyl 3-aminobenzoate.

Interesting facts

Interesting Facts about Ethyl 3-Aminobenzoate

Ethyl 3-aminobenzoate, also known as ethyl meta-aminobenzoate, is a fascinating compound with a range of applications and characteristics that intrigue chemists. Here are some captivating insights:

  • Versatile Uses: This compound is widely utilized in the field of organic synthesis, particularly in the production of dyes and pharmaceuticals. Its ability to act as an intermediate makes it a valuable building block in various chemical reactions.
  • Biochemical Significance: Ethyl 3-aminobenzoate can serve as a model compound for studying how amino groups interact with aromatic systems, which is critical in understanding more complex biological systems.
  • Substitution Chemistry: The position of the amino group on the benzene ring (in this case, the meta position) influences the reactivity and properties of the compound. This positional isomerism can lead to differing chemical behaviors among analogues.
  • Pharmacological Potential: Some derivatives of ethyl 3-aminobenzoate exhibit pharmacological activity, making them of interest in medicinal chemistry. Researchers explore its potential in drug formulation and design.

A Note on Its Structure: The presence of both ethyl and amino functional groups contributes to the compound's unique properties, combining hydrophobic and hydrophilic characteristics, which can impact how it interacts in biological environments.

In conclusion, ethyl 3-aminobenzoate is more than just a chemical compound; it represents a significant area of study within organic and medicinal chemistry, warranting further exploration and research.

Synonyms
Ethyl 3-aminobenzoate
582-33-2
3-Aminobenzoic acid ethyl ester
3-(Ethoxycarbonyl)aniline
m-Ethoxycarbonylaniline
ETHYL M-AMINOBENZOATE
m-Aminobenzoic acid, ethyl ester
m-Aminobenzoate
3-Carbethoxyaniline
3-Ethoxycarbonylbenzeneamine
Benzoic acid, m-amino-, ethyl ester
Metacaine
m-aminobenzoic acid ethyl ester
UNII-02591PHL19
CHEBI:81494
AI3-02743
EINECS 209-482-9
TRICAINE FREE BASE
NSC 39593
NSC-39593
02591PHL19
DTXSID1044011
NSC39593
UNII-971ZM8IPK1
EINECS 212-956-8
MS 222
NSC 93790
DTXCID9024011
209-482-9
Benzoic acid, 3-amino-, ethyl ester
3-Amino-benzoic acid ethyl ester
MFCD00007794
ethyl3-aminobenzoate
NCGC00166020-01
m-carbethoxy aniline
ethyl-3-aminobenzoate
3-ethoxycarbonylaniline
ethyl 3-amino-benzoate
ethyl-3-amino-benzoate
3-aminobenzoic ethyl ester
TRICAINE [WHO-DD]
MLS004754472
Ethyl 3-aminobenzoate, 97%
SCHEMBL133366
CHEMBL1702228
(3-(Ethoxycarbonyl)phenyl)amine
m-amino benzoic acid ethyl ester
3-amino benzoic acid ethyl ester
3-aminobenzoic acid, ethyl ester
CS-B1378
STK344228
AKOS000108601
DB11552
FE34053
AS-15538
META-AMINOBENZOIC ACID ETHYL ESTER
SMR002529953
SY006048
DB-022256
A1460
NS00033889
EN300-57148
C18090
3-Aminobenzoic acid, ethyl ester, methanesulfonate
AN-584/40247085
Q27155419
F0001-1520
InChI=1/C9H11NO2/c1-2-12-9(11)7-4-3-5-8(10)6-7/h3-6H,2,10H2,1H
FG7