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Ethyl 4-dimethylaminobenzoate

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Identification
Molecular formula
C11H15NO2
CAS number
10287-53-3
IUPAC name
ethyl 4-(dimethylamino)benzoate
State
State

At room temperature, ethyl 4-dimethylaminobenzoate is a solid. It can be handled in powder form and crystallizes easily. Although solid, it is relatively stable under standard conditions and maintains its solid state unless heated to its melting point.

Melting point (Celsius)
42.00
Melting point (Kelvin)
315.15
Boiling point (Celsius)
297.00
Boiling point (Kelvin)
570.15
General information
Molecular weight
193.24g/mol
Molar mass
193.2410g/mol
Density
1.0463g/cm3
Appearence

Ethyl 4-dimethylaminobenzoate appears as a crystalline solid at room temperature. It is typically described as a colorless to pale yellow solid. When viewed as a powder, it may appear white or have a slight yellow tint. The compound is often used in its pure form in laboratories and has a characteristic odor.

Comment on solubility

Solubility of Ethyl 4-(dimethylamino)benzoate

Ethyl 4-(dimethylamino)benzoate, a compound with the formula C11H15N O2, exhibits interesting solubility characteristics. Understanding its solubility can be pivotal for its applications in various fields. Here are some notable points regarding its solubility:

  • Polar Solvents: Ethyl 4-(dimethylamino)benzoate is generally soluble in polar solvents such as ethanol and methanol, making these solvents suitable for preparing solutions involving this compound.
  • Non-Polar Solvents: It demonstrates limited solubility in non-polar solvents like hexane or benzene, which can affect its behavior in different chemical environments.
  • pH Dependence: The solubility can be influenced by pH levels due to the presence of the amine group; under acidic conditions, protonation occurs, potentially enhancing solubility in aqueous solutions.
  • Temperature Influence: As with many organic compounds, increasing the temperature may improve solubility, allowing for greater molecular mobility.

In conclusion, the solubility of ethyl 4-(dimethylamino)benzoate illustrates a range of interactions with solvents that can be strategically utilized in various chemical processes. Its compatibility with polar solvents and the effects of environmental conditions provide key insights for scientists working with this compound.

Interesting facts

Exploring Ethyl 4-(Dimethylamino)benzoate

Ethyl 4-(dimethylamino)benzoate, often abbreviated as EDAB, is a fascinating compound that belongs to the family of benzoates. This compound is particularly intriguing due to its diverse applications in various fields, including pharmaceuticals and organic chemistry.

Key Features

  • Pharmaceutical Relevance: EDAB is known for its roles as an intermediate in the synthesis of various drugs. Its structure allows it to serve as a key building block in medicinal chemistry.
  • UV Absorption: The dimethylamino group in the molecule contributes to its ability to absorb ultraviolet light. This property can be particularly useful in photochemistry and the development of UV-absorbing agents.
  • Tough Synthesis: The preparation of EDAB involves complex organic reactions, which challenge chemists to employ advanced synthetic techniques. Typically, this synthesis might involve acylation reactions that highlight the nuances of aromatic chemistry.
  • Potential Applications: Beyond pharmaceuticals, compounds like EDAB are also explored for their roles in dye and pigment development, potentially contributing to advancements in materials science.

Chemical Characteristics

The presence of the dimethylamino group greatly enhances the electron-donating ability of the benzene ring, leading to increased reactivity in electrophilic substitution reactions. This makes EDAB a versatile compound for further chemical modifications.

Cultural Impact

In the realm of chemistry, the ability of compounds like EDAB to act as intermediates for novel compounds signifies the importance of understanding synthetic pathways. Chemist Richard Feynman once said, "What I cannot create, I do not understand." This aptly captures the essence of working with compounds like EDAB, as mastering its synthesis and reaction pathways offers insights into both its functionality and versatility.

In summary, ethyl 4-(dimethylamino)benzoate stands out as a multifaceted compound that embodies the intricacies of modern organic chemistry. Its applications span a variety of fields, exemplifying the creativity and innovation essential in scientific research.

Synonyms
Ethyl 4-dimethylaminobenzoate
10287-53-3
Parbenate
Ethyl 4-(dimethylamino)benzoate
Benzoic acid, 4-(dimethylamino)-, ethyl ester
Ethyl p-dimethylaminobenzoate
Ethyl-p-Dimethylaminobenzoate
DTXSID2044763
CHEBI:52073
829S8D3Y0X
PL-EDB
ETHYL DIMETHYL PABA
DTXCID0024763
p-Dimethylaminobenzoic acid ethyl ester
4-dimethylaminobenzoic acid ethyl ester
97003-31-1
N,NDimethylbenzocaine
Ethyl pdimethylaminobenzoate
Ethyl 4(dimethylamino)benzoate
SBPI 704
ETHYL DIMETHYL PABA [INCI]
Benzoic acid, 4(dimethylamino), ethyl ester
233-634-3
Ethyl-4-dimethylaminobenzoate
Kayacure EPA
N,N-Dimethylbenzocaine
Speedcure EDB
Genocure EPD
Darocur EBD
Quantacure epd
UNII-829S8D3Y0X
SB-PI 704
EINECS 233-634-3
ethyl 4-(n,n-dimethylamino)benzoate
MFCD00009115
EDAB
4-Dimethylaminobenzoic acid-ethyl ester
Maybridge3_003189
4-(N,N-dimethylamino)benzoic acid ethyl ester
Benzoic acid, p-(dimethylamino)-, ethyl ester
SCHEMBL15425
ethyl-4-dimethylamino benzoate
SCHEMBL9621185
CHEMBL3185245
HMS1440A21
Ethyl 4-dimethylaminobenzoate, 99%
Tox21_300913
Ethyl-4-(N,N-dimethylamino)benzoate
SBB063817
STL164077
AKOS005202997
AC-8129
IDI1_014576
4-dimethylamino-benzoic acid ethyl ester
NCGC00248207-01
NCGC00254817-01
AS-14745
Ethyl 4-(dimethylamino)benzoate, >=99%
FD106359
4-(Dimethylamino)benzoic Acid Ethyl Ester
4-(dimethylamino)-benzoic acid ethyl ester
CAS-10287-53-3
CS-0030547
D1744
NS00014429
ST50406401
4-(N,N-Dimethylaminobenzoic acid ethyl ester
D72571
AE-562/43459976
Q27123150
Ethyl 4-(dimethylamino)benzoate, Standard for quantitative NMR, TraceCERT(R)
InChI=1/C11H15NO2/c1-4-14-11(13)9-5-7-10(8-6-9)12(2)3/h5-8H,4H2,1-3H