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Ethyl 4-nitrobenzoate

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Identification
Molecular formula
C9H9NO4
CAS number
619-50-1
IUPAC name
ethyl 4-nitrobenzoate
State
State

At room temperature, ethyl 4-nitrobenzoate is in a solid state. It forms crystalline structures that are stable and can be readily handled in laboratory settings.

Melting point (Celsius)
54.00
Melting point (Kelvin)
327.15
Boiling point (Celsius)
310.00
Boiling point (Kelvin)
583.15
General information
Molecular weight
195.17g/mol
Molar mass
195.1740g/mol
Density
1.2486g/cm3
Appearence

Ethyl 4-nitrobenzoate appears as a pale yellow crystalline solid. It is a component frequently used in organic synthesis due to its aromatic structure combined with nitro and ester functionalities. The solid form may appear slightly glossy under light, typical of crystalline substances.

Comment on solubility

Solubility of Ethyl 4-Nitrobenzoate

Ethyl 4-nitrobenzoate, with the chemical formula C9H9NO2, exhibits *moderate solubility characteristics* that are influenced by its molecular structure. Here are some key points regarding its solubility:

  • Solvent Compatibility: Ethyl 4-nitrobenzoate is generally soluble in organic solvents such as ethanol, acetone, and chloroform, but shows limited solubility in water due to its hydrophobic aromatic ring.
  • Temperature Effects: The solubility of this compound can increase with temperature, as is common with many organic compounds.
  • Chain Length Influence: The ethyl group provides some lipophilicity, enhancing its solubility in non-polar solvents compared to shorter alkyl chains.

In practical terms, solubility plays a crucial role in the use of ethyl 4-nitrobenzoate in various chemical reactions and applications. For instance:

  • In synthesis: Its solubility in organic solvents facilitates its use in reactions based on nucleophilic substitutions.
  • In extractions: Being more soluble in organic phase allows it to be efficiently extracted from aqueous mixtures.

In summary, understanding the solubility characteristics of ethyl 4-nitrobenzoate not only aids in its practical applications but also highlights the fascinating interplay between structure and solubility.

Interesting facts

Interesting Facts About Ethyl 4-Nitrobenzoate

Ethyl 4-nitrobenzoate is a fascinating compound that showcases a rich interplay between organic chemistry and various applications. Known for its aromatic characteristics and functional versatility, ethyl 4-nitrobenzoate belongs to the family of esters, derived from benzoic acid and ethanol. This compound holds significance in both synthetic chemistry and practical applications. Here are some intriguing aspects:

  • Versatile Synthesis: Ethyl 4-nitrobenzoate can be synthesized using multiple methods, one of which involves the nitration of ethyl benzoate. This reaction allows scientists to introduce the nitro group at the para position effectively.
  • Applications in Organic Synthesis: This compound is often utilized as a starting material for the synthesis of various pharmaceuticals and biologically active compounds, showcasing its importance in medicinal chemistry.
  • Role in Nucleophilic Substitution Reactions: Ethyl 4-nitrobenzoate can act as a good electrophile in nucleophilic substitution reactions. The electron-withdrawing nitro group enhances the reactivity of the carbonyl carbon, making it a popular candidate for synthetic pathways.
  • Environmental Impact: While it has industrial applications, awareness of the toxicity and environmental impact of nitro compounds highlights the importance of responsible handling and disposal.
  • Chemical Properties: The electron-withdrawing nature of the nitro group not only contributes to the compound's reactivity but also affects its physical properties, making it an interesting subject for students studying kinetics and reaction mechanisms.

In summary, ethyl 4-nitrobenzoate is more than just a chemical compound; it represents a vital component in the broader field of organic chemistry. As one delves into its synthesis, reactivity, and application, the compound opens up a myriad of endless possibilities for research and industrial relevance.

Synonyms
Ethyl 4-nitrobenzoate
99-77-4
Ethyl p-nitrobenzoate
4-Nitrobenzoic acid ethyl ester
Benzoic acid, 4-nitro-, ethyl ester
ETHYL-P-NITROBENZOATE
4-(Ethoxycarbonyl)nitrobenzene
Ethyl nitrobenzoate, para ester
p-Nitrobenzoic acid, ethyl ester
Benzoic acid, p-nitro-, ethyl ester
Ethyl para-nitrobenzoate
UNII-1OCH6Y8NAR
1OCH6Y8NAR
NSC 6763
EINECS 202-786-2
Benzocaine Impurity
BRN 1912879
AI3-08652
NSC-6763
4-09-00-01074 (Beilstein Handbook Reference)
DTXSID1052666
4-ETHOXYCARBONYL-1-NITROBENZENE
ETHYL 4-NITROBENZOATE [USP-RS]
NITROBENZOIC ACID, ETHYL ESTER, 4-
ETHYL 4-NITROBENZOATE [USP IMPURITY]
4-Nitrobenzoic acid ethyl ester; Ethyl 4-nitrobenzoate; Ethyl p-nitrobenzoate; NSC 6763
ETHYL 4-NITROBENZOATE (USP-RS)
ETHYL 4-NITROBENZOATE (USP IMPURITY)
MFCD00007351
WLN: WNR DVO2
SCHEMBL1500579
CHEMBL2260715
DTXCID8031239
4-nitro-benzoic acid ethyl ester
NSC6763
BBL035699
STK397383
AKOS000313784
FE37379
AS-10873
HY-41464
Ethyl 4-nitrobenzoate, >=98.0% (GC)
DB-057801
CS-0016919
N0485
NS00022929
(4-bromo-3,5-dimethyl-pyrazol-1-yl)methanol
EN300-16124
p-NitrobenzoesA currencyureA currencythylester
D70266
A855140
Q27252689
Z53834185
F0001-2339
Ethyl 4-nitrobenzoate, United States Pharmacopeia (USP) Reference Standard