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Ethyl 4-nitrophenylacetoacetate

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Identification
Molecular formula
C11H11NO5
CAS number
10198-70-0
IUPAC name
ethyl 3-(4-nitrophenyl)-3-oxo-propanoate
State
State

At room temperature, ethyl 4-nitrophenylacetoacetate is a solid. It maintains its structural integrity well under standard conditions, typical of many organic crystalline compounds.

Melting point (Celsius)
95.00
Melting point (Kelvin)
368.20
Boiling point (Celsius)
337.40
Boiling point (Kelvin)
610.60
General information
Molecular weight
251.21g/mol
Molar mass
251.2290g/mol
Density
1.2650g/cm3
Appearence

Ethyl 4-nitrophenylacetoacetate appears as a yellow crystalline powder. The compound exhibits good crystallinity with a characteristic yellow hue due to the nitro group present in the structure. The crystalline nature also implies a relatively uniform particle size, contributing to its solid appearance.

Comment on solubility

Solubility of Ethyl 3-(4-nitrophenyl)-3-oxo-propanoate

Ethyl 3-(4-nitrophenyl)-3-oxo-propanoate, a compound known for its unique structure, exhibits distinct solubility characteristics. Its properties are largely influenced by its functional groups and molecular interactions. When discussing its solubility, there are several important points to consider:

  • Polar vs. Nonpolar Solubility: The presence of the nitro group (–NO2) introduces polarity, which can enhance solubility in polar solvents, while the ethyl ester component provides some lipophilic character.
  • Common Solvents: Ethyl 3-(4-nitrophenyl)-3-oxo-propanoate is generally soluble in organic solvents such as ethanol, acetone, and chloroform, but may have limited solubility in water.
  • Temperature Dependence: Like many organic compounds, solubility can be temperature-dependent, often increasing with higher temperatures.
  • Applications: The solubility behavior plays a crucial role in its applications in chemical synthesis and potential pharmaceutical uses, where solubility in specific solvents may yield better results.

In summary, the solubility of ethyl 3-(4-nitrophenyl)-3-oxo-propanoate is a complex interplay of its molecular structure and the solvent characteristics. Understanding these solubility dynamics can help in optimizing conditions for its use in various chemical processes.

Interesting facts

Interesting Facts about Ethyl 3-(4-Nitrophenyl)-3-Oxo-Propanoate

Ethyl 3-(4-nitrophenyl)-3-oxo-propanoate is a fascinating compound with a broad range of applications in organic synthesis and medicinal chemistry. Its structure features both an ester and a ketone, lending it unique chemical properties.

Key Characteristics:

  • Pharmacological Potential: This compound holds promise in drug development due to its potential anti-inflammatory and antioxidant properties.
  • Versatile Reactivity: The presence of the 4-nitrophenyl group allows for various substitution reactions, making it a valuable intermediate in organic synthesis.
  • Research Applications: It is commonly used in the synthesis of dyes, agrochemicals, and other pharmaceutical compounds.

Moreover, compounds of this nature often undergo reactions such as hydrolysis and transesterification, leading to the formation of new products, which is extensively studied within synthetic chemistry.

Safety and Handling:

When working with ethyl 3-(4-nitrophenyl)-3-oxo-propanoate, it’s crucial to follow proper safety protocols:

  • Always wear appropriate personal protective equipment (PPE).
  • Ensure good ventilation in the workspace.
  • Be aware of the compound's potential hazard classifications—particularly due to the nitro group which can pose certain health risks.

As with many compounds in organic chemistry, studying ethyl 3-(4-nitrophenyl)-3-oxo-propanoate offers insights into reaction mechanisms and potential applications in various fields, underscoring its importance in both academia and industry.

Synonyms
Ethyl 4-nitrobenzoylacetate
Benzenepropanoic acid, 4-nitro-beta-oxo-, ethyl ester
Benzenepropanoic acid, 4-nitro-.beta.-oxo-, ethyl ester
DTXSID9061201
DTXCID8048369
212-656-7
838-57-3
ethyl 3-(4-nitrophenyl)-3-oxopropanoate
ethyl 3-oxo-3-(4-nitrophenyl)propanoate
Ethyl (p-nitrobenzoyl)acetate
Ethyl (4-nitrobenzoyl)acetate
(p-Nitrobenzoyl)acetic acid ethyl ester
(4-Nitrobenzoyl)acetic acid ethyl ester
ETHYL p-NITROBENZOYLACETATE
MFCD00007357
Ethyl 4-nitro-beta-oxobenzenepropanoate
E9KY7LH3TA
ACETIC ACID, (p-NITROBENZOYL)-, ETHYL ESTER
NSC-62134
Ethyl 3-(4-Nitrophenyl)-3-oxopropionate
3-(4-nitrophenyl)-3-oxopropionic acid ethyl ester
4-Nitrobenzoylacetic Acid Ethyl Ester
EINECS 212-656-7
NSC 62134
BRN 1124763
Ethyl 4-nitrobenzoylacetate 98%
Maybridge1_002011
UNII-E9KY7LH3TA
ethyl-4-Nitrobenzoylacetate
Oprea1_250969
4-10-00-02759 (Beilstein Handbook Reference)
SCHEMBL276340
CHEMBL5280614
HMS547D09
ALBB-010189
NSC62134
STK325361
AKOS000119352
AC-17238
AS-19945
SY078786
ethyl 3-(4-nitrophenyl)-3-oxo-propanoate
DB-056753
CS-0022845
N0513
NS00038334
EN300-20198
F16294
4-Nitro-beta-oxo-benzenepropanoic acid ethyl ester
3-Oxo-3-(p-nitrophenyl)propionic acid, ethyl ester
F0787-0006
Z104477224