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tert-Butyl 4,4,4-trinitrobutyrate

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Identification
Molecular formula
C8H13N3O8
CAS number
951-86-2
IUPAC name
tert-butyl 4,4,4-trinitrobutanoate
State
State

Liquid at room temperature.

Melting point (Celsius)
12.00
Melting point (Kelvin)
285.15
Boiling point (Celsius)
265.00
Boiling point (Kelvin)
538.15
General information
Molecular weight
269.22g/mol
Molar mass
269.2150g/mol
Density
1.3450g/cm3
Appearence

The compound is a pale yellow liquid. It is typically synthesized and not found naturally. Its appearance as a liquid is indicative of many organic esters, but the presence of multiple nitro groups may contribute to slightly different optical characteristics compared to similar esters.

Comment on solubility

Solubility of tert-butyl 4,4,4-trinitrobutanoate

tert-butyl 4,4,4-trinitrobutanoate (C8H13N3O8), a compound known for its intriguing structure and properties, exhibits some notable characteristics regarding its solubility.

General Solubility Characteristics

  • Polar vs Nonpolar: This compound, due to its nitro and ester functional groups, tends to have polar characteristics, which may influence its solubility in various solvents.
  • Solvent Compatibility: It is generally expected to be more soluble in polar organic solvents such as dimethyl sulfoxide (DMSO) and ethanol than in nonpolar solvents like hexane.
  • Aqueous Solubility: While this compound is less likely to be soluble in water due to its hydrophobic tert-butyl group, the presence of polar nitro groups could facilitate some interaction with water molecules.

In summary, the solubility of tert-butyl 4,4,4-trinitrobutanoate is a balance of its polar and nonpolar traits. As a rule of thumb, it can be said that:

  • If a solvent is polar, solubility may improve.
  • If a solvent is nonpolar, solubility may decrease.

Understanding the solubility of this compound is crucial for applications in synthesizing and handling it in various chemical environments.

Interesting facts

Interesting Facts about Tert-butyl 4,4,4-trinitrobutanoate

Tert-butyl 4,4,4-trinitrobutanoate, commonly known for its association with energetic materials, is a fascinating compound that has garnered attention in both academic and practical applications. Here are some notable points:

  • Energetic Properties: This compound is considered a potential candidate in the field of explosives and propellants due to its high energy density and favorable detonation characteristics.
  • Applications in Research: It serves as an important subject in the study of nitrogen-rich compounds that exhibit explosive behavior, offering insights into the development of safer and more efficient materials.
  • Environmental Impact: The synthesis and application of nitrogen-containing compounds often raise environmental concerns. Studies surrounding this compound may help find ways to mitigate hazardous effects on ecosystems.
  • Unique Structure: The presence of three nitro groups (–NO2) on the butanoate structure enhances its stability and energetic profile, making it a topic of interest in both organic and inorganic chemistry.
  • Scholars often refer to such compounds regarding their potential use in advanced explosive formulations which could lead to breakthroughs in various industries, including military and aerospace.
  • Synthesis Challenges: The synthesis of this compound may pose challenges due to the need for stringent conditions to safely handle its nitro groups during reactions.

In summary, tert-butyl 4,4,4-trinitrobutanoate stands at the intersection of chemistry and application practicality, leading to continuous exploration and research aimed at maximizing its potential while minimizing risks. Its intriguing structure and properties make it a significant subject in energetic materials research.

Synonyms
4,4,4-Trinitrobutyric acid tert-butyl ester
BUTYRIC ACID, 4,4,4-TRINITRO-, tert-BUTYL ESTER
13013-00-8
DTXSID10156360
DTXCID2078851