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Ethyl 2,2-bis(2,4-dinitrophenyl)acetate

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Identification
Molecular formula
C16H12N4O8
CAS number
13020-38-1
IUPAC name
ethyl 2,2-bis(2,4-dinitrophenyl)acetate
State
State

Ethyl 2,2-bis(2,4-dinitrophenyl)acetate is a solid at room temperature. It is stable under standard conditions but should be handled with care due to its nitrated aromatic structure.

Melting point (Celsius)
168.00
Melting point (Kelvin)
441.15
Boiling point (Celsius)
430.00
Boiling point (Kelvin)
703.15
General information
Molecular weight
436.31g/mol
Molar mass
436.3080g/mol
Density
1.5792g/cm3
Appearence

Ethyl 2,2-bis(2,4-dinitrophenyl)acetate appears as a yellow crystalline solid. It is often used in research settings and can present in a powdered or granular form. The compound's vibrant yellow hue is characteristic of its nitro group functionalities.

Comment on solubility

Solubility of Ethyl 2,2-bis(2,4-dinitrophenyl)acetate

Ethyl 2,2-bis(2,4-dinitrophenyl)acetate, a compound known for its distinctive structure, displays interesting solubility characteristics. Its solubility is primarily influenced by the following factors:

  • Polarity: The presence of multiple nitro groups (–NO2) makes the compound polar, which typically enhances solubility in polar solvents.
  • Hydrogen Bonding: Although not a hydrogen donor itself, the nitro groups can participate in intermolecular interactions, allowing for solubility in solvents that can form hydrogen bonds.
  • Organic Solvents: Ethyl 2,2-bis(2,4-dinitrophenyl)acetate tends to be soluble in organic solvents such as acetone, ethanol, and ethyl acetate, but demonstrates limited solubility in water due to the hydrophobic nature of the ethyl acetate moiety.

In practical applications, understanding the solubility of this compound can be crucial. For instance, in laboratory settings:

  • It can be easily dissolved in organic reaction media for synthesis.
  • Its solubility characteristics may influence reaction kinetics and mechanisms.
  • The *interaction of solvents* with the compound could affect its stability and reactivity.

To summarize, ethyl 2,2-bis(2,4-dinitrophenyl)acetate is considered soluble in a variety of organic solvents while exhibiting limited solubility in water. Thus, an awareness of these solubility properties is essential for effective use of this compound in various chemical contexts.

Interesting facts

Interesting Facts about Ethyl 2,2-bis(2,4-dinitrophenyl)acetate

Ethyl 2,2-bis(2,4-dinitrophenyl)acetate, commonly referred to in laboratories for various applications, is a fascinating compound primarily known for its role in organic synthesis and as a reagent in chemical reactions. Here are some notable points to consider:

  • Historical Significance: This compound has been significant in the development of azo dyes and related compounds, highlighting its importance in the field of synthetic organic chemistry.
  • Reactivity: It undergoes various chemical reactions, including nucleophilic substitutions and eliminations, which makes it a versatile intermediate in organic synthesis.
  • Applications: Ethyl 2,2-bis(2,4-dinitrophenyl)acetate is utilized in:
    • Pharmaceutical chemistry to synthesize bioactive molecules.
    • Research as a reagent to study kinetics and mechanisms of reactions.
  • Novelty in Synthesis: The compound can be synthesized through straightforward procedures involving dinitrophenylacetylation, showcasing the beauty and intricacy of synthetic methods.
  • Scientific Interest: Its unique structure, featuring dinitrophenyl groups, draws attention for studying electron-withdrawing effects and their implications in reactivity and stability.
  • Safety Considerations: Due to the presence of dinitro groups, proper safety precautions are vital during handling, as these groups can impart significant toxicity.

In conclusion, ethyl 2,2-bis(2,4-dinitrophenyl)acetate is not just another compound but an intriguing element in the toolkit of synthetic organic chemists, providing both challenges and opportunities in the lab. Its role in advancing our understanding of organic reactions makes it a compound worth studying!

Synonyms
Ethyl bis(2,4-dinitrophenyl)acetate
NSC 8659
EINECS 227-415-1
Ethyl-bis(2,4-dinitrophenyl)acetate
BRN 2493327
DTXSID3064017
3-09-00-03315 (Beilstein Handbook Reference)
Benzeneacetic acid, alpha-(2,4-dinitrophenyl)-2,4-dinitro-, ethyl ester
Benzeneacetic acid, .alpha.-(2,4-dinitrophenyl)-2,4-dinitro-, ethyl ester
DTXCID5042370
Benzeneacetic acid, alpha-(2,4-dinitrophenyl)-2,4-dinitro-, ethyl ester (9CI)
227-415-1
5833-18-1
Bis(2,4-dinitrophenyl)acetic acid ethyl ester
ethyl 2,2-bis(2,4-dinitrophenyl)acetate
NSC8659
MFCD00051351
SCHEMBL546884
CMVIALRRHVVWIW-UHFFFAOYSA-N
NSC-8659
ethylbis(2,4-dinitrophenyl) acetate
AKOS003234756
LS-14466
Acetic acid,4-dinitrophenyl)-, ethyl ester
B0817
CS-0453887
NS00033905
bis(2,4-dinitrophenyl) acetic acid ethyl ester
D88697
Benzeneacetic acid,4-dinitrophenyl)-2,4-dinitro-, ethyl ester